In this episode, I sit down with Jen Stone and Lauren Schmidt, better known as The Airbnb Sisters. We’re unpacking how they’ve grown a thriving portfolio across Nashville and 30A while keeping their standards sky-high and their sisterly bond intact.

We talk about:

• How a single CMA Fest booking turned into a professional management career for Nashville’s biggest developers
• The strategy behind their iconic pink-themed homes and how they attract high-value group stays like weddings and bachelorette parties
• How Jen transitioned from personal assistant to the engine of the business, managing guest flow and flawless check-ins
• The story of finding (and fiercely protecting) a standout cleaning crew to maintain five-star standards from hundreds of miles away
• A candid look at hosting large groups, and how their branding and screening process attract guests who actually respect the property

But this isn't just a story about pretty houses. It’s about the evolution of a brand. Jen and Lauren pull back the curtain on the delicate conversations they have with owners about decor budgets and why they now insist on being involved before a home is even furnished. You’ll hear how they still run a high-volume business with a personal touch, and my honest take on where they can finally let technology take some of the weight off their shoulders.

If you’ve ever wondered how to turn a "side hustle" into a recognizable brand or how to successfully partner with family, this conversation is your front-row seat. Get ready to learn what it really takes to dominate the high-energy group stay market.

HIGHLIGHTS AND KEY POINTS:

[01:15] A short introduction about our guests Jen Stone and Lauren Schmidt, and share how they started and grew their short-term rental business together as sisters

[05:42] Jen explains how she and Lauren divided roles while building their short-term rental business

[07:16] Lauren shares why she brought her sister Jen into the short-term rental business

[08:29] Jen explains how social media helped grow their short-term rental business and attract large group bookings

[10:54] Lauren outlines their mixed short-term rental business model of ownership and management, and how a long-term developer partnership shaped their portfolio

[13:41] Lauren highlights that running properties far from home, like their 30A beach rentals, is very different from managing Nashville homes

[14:35] Jen and Lauren discuss managing long-distance properties and finding the right cleaning team

[18:19] Lauren and Jen explain how they maintain quality and consistent design across their properties

[20:12] Lauren describes managing guest communications themselves and my advice to them about dynamic pricing tool and property management software

[26:57] Jen explains that their approach to adding properties is highly selective, focusing first on the relationship and communication style with the owner rather than just the property itself

[29:19] How Jen and Lauren use experience and firm standards to guide budgeting and property fit decisions

[33:12] Jen and Lauren debunks bachelorette myths and highlights the reality of high-quality group guests

[36:00] Lauren and Jen share how they generally don’t actively screen bachelorette parties or other group bookings and they treat all guests equally and welcome those who want to book

[37:47] The lightning round

Golden Nuggets:

• “It's so important that we've got backups and backups for our backups.”
• “You can have a beautifully designed property, but if it's poorly run, you're not going to get great reviews.”
• “If somebody is giving you trouble, kill them with kindness.”

Let’s Connect:

Instagram : https://www.instagram.com/the.airbnb.sisters/

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In this episode, I’m joined by virtual STR designer Andrea Moxham, who has mastered the art of turning properties into experience-driven destinations—often without ever stepping foot on-site.

We talk about:

• How Andrea’s background in buyer psychology gives her a competitive edge in creating spaces that don’t just look good, but convert.
• How to craft a "story" for a property by mining local history, architecture, and even competitor reviews.
• Why leaning into a specific identity is the only way to win in saturated markets like beach towns or mountain retreats.
• Practical, high-impact design strategies for rugs, bedding, and curtains that transform a guest’s first impression.
• Navigating the challenges of remote projects—from color matching online to managing the guest journey from afar.

But this isn't just about picking out furniture. It’s about design as a strategic business tool. Andrea pulls back the curtain on how she builds "memorable moments" around everyday features to ensure a property stands out in a crowded feed. You’ll hear why she believes hosts should never operate in a silo and how "knowledge hacking" through mentorship and community is the fastest way to scale a design-forward business.

If you’ve been looking at your property as just a collection of rooms, this conversation will challenge you to see it as a story waiting to be told. Get ready to stop decorating and start designing for results.

HIGHLIGHTS AND KEY POINTS:

[01:00] A short introduction about our guest Andrea Moxham, her journey getting into interior design, and the short term rental space

[02:39] Andrea shares how her marketing background led her to short-term rental design and blending creativity with business strategy

[06:32] How grounding bold design decisions in a property’s story and guest experience makes them intentional and strategic

[09:18] Andrea explains how she creates a compelling property narrative when clients don’t have one

[12:43] Andrea shares how hyper-niching and experience-driven amenities help properties stand out in saturated markets

[17:41] How Andrea’s marketing background informs thoughtful design for multi-generational short-term rentals

[24:27] Andrea discusses practical upgrades and key design elements for impactful short-term rental bedrooms on a $1500 budget

[33:40] Andrea addresses a common challenge in virtual design: the discrepancy between how colors appear online versus in real life

[36:09] Andrea reflects on the pitfalls of working in isolation and the value of community

[38:26] The lightning round

Golden Nuggets:

• “Creating something really specific, it kind of allows you to make the home the destination.”
• “I would say that the biggest mistake is trying to figure things out on my own. It wastes so much time, waste so much money, leads to mistakes on real projects.”
• “You get what you pay for. I find that there is always a cost with choosing a cheaper option.”
• “The value of our time is so so, so important to keep in mind, because we can always earn more money. We cannot always create time while we can't create time at all.”

Let’s Connect:

Website : https://www.moxieandco.ca/

Instagram : https://www.instagram.com/andreamoxham/

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In this episode, I’m joined by my friends from the Outer Banks Girlfriends & Growth Rereat– Sue, Shae, Karey, and Jamie. We’re pulling back the curtain on what it really feels like to trade the daily grind for a house full of strangers and leave with a tribe.

We talk about:

• From five-minute "just booked it" moments to following a gut feeling, how each woman pushed past the "introvert's anxiety" to get into the room.
• How a simple hallway conversation can spark an entirely new revenue stream or a "true north" business realignment.
• Why we designed a retreat that prioritizes breathing room over back-to-back PowerPoints.
• Using the retreat to turn scattered ideas into actionable structures—from team building to smarter automations.
• How these women are using tools like Notion and AI to document processes and clarify their guest avatars without losing the human touch.

But this isn't just a recap of a trip. It’s about the courage to invest in yourself. We dive into the emotional side of growth, navigating the "grumpy" voice of self-doubt and balancing businesses with families and W-2 jobs. You’ll hear why shared values in real estate and hospitality can turn a house of strangers into a powerful support system in less than a weekend.

If you’ve ever wondered if a retreat is "for you" or if you’re too new, too seasoned, or just too busy, this conversation is your honest, unfiltered answer. Get ready to discover why stepping into the right room is the fastest way to find the clarity and momentum you’ve been looking for.

HIGHLIGHTS AND KEY POINTS:

[01:32] A short introduction about our guests Sue, Shay, Carrie, & Jamie, and their experiences at a recent Girlfriends & Growth Retreat in the Outer Banks

[04:42] Sue shares deciding quickly to attend the Girlfriends and Growth retreat

[06:55] Shay’s experience when she first heard about the Girlfriends & Growth and shares that her decision to attend the retreat came from a place of curiosity mixed with hesitation

[09:43] Jamie shares that her decision to attend the Girlfriends & Growth retreat was driven primarily by intuition

[10:51] Carrie’s initial reaction to the retreat concept was skeptical, particularly about hosting it at the beach during winter

[14:54] Sue talks about her experience when arriving at a house full of women she didn’t know and how she navigated the initial discomfort

[17:40] Jamie reflects on walking into the retreat and feeling completely at ease, even though she didn’t know who she would connect with

[19:21] Shay’s experience on stepping into the retreat feeling a little shy and uncertain, worried that everyone else might have more in common or be more experienced since she no longer hosts

[21:51] How Carrie’s takeaways from the Outer Banks retreat are shaping a more flexible, intentional experience in Pigeon Forge

[28:13] Jamie explains that the retreat helped her clarify and organize the next steps for her business, particularly around building foundational systems, automations, and processes

[32:00] How Sue used the retreat to refocus on guest experience, processes, and collaborative innovation

[36:39] How Shay discovered the value of technology and the power of a supportive industry tribe

[38:38] Carrie emphasizes the joy of watching 25 strangers enter a retreat and leave as a connected tribe, having shared experiences and exchanged contact information

[41:02] Jamie advises trusting both gut and logic when making retreat decisions, especially for those who may not feel their intuition guiding them

[42:39] Shay advises anyone on the fence about attending a retreat to just go, emphasizing that it’s a net gain no matter the outcome

[43:52] Sue encourages silencing self-doubt and embracing the investment in oneself

[45:05] The importance of mastering mindset, silencing “Grumpy Greg,” and paying it forward

Golden Nuggets:

• “Being surrounded by smart women in real estate, but also just having sound boards you know, to be able to share ideas and get perspective in a non threatening, non judgmental environment, I think is so helpful.”
• “Just having alone time in my room to think and process the things that I've learned is incredibly helpful for me to be able to walk away from that retreat and walk away with an action plan.”
• “If anyone is thinking about making decisions, it is a breeding ground for the type of collaboration and brainstorming that you really need to not be stuck in making your own decisions.”
• “The more skilled that we can become at controlling those voices and controlling our mindset, the stronger we are, as women, as individuals, as entrepreneurs.”

Join Our Next Retreat: https://bit.ly/4bPybnW

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In this episode, I’m joined by Phil Kennard, the founder and CEO of Futurestay. Phil’s journey started with a tiny loft in Greenwich Village and a realization: a handful of strategic bookings could cover an entire mortgage. That sparked a mission to build a platform for hosts who treat short-term rentals as an investment, not a second full-time job.

We talk about:

1. How technology and community-driven education have shifted the power from legacy managers to everyday independent hosts
2. Why income isn’t distributed evenly in any market, and how to get your property into the top tier of performers
3. Why great photos aren't enough, and how strategic positioning and thoughtful policies drive real RevPAR
4. A deep dive into a new tool we developed together that tracks how cleaning standards and fees directly impact your bottom line
5. Futurestay’s mission to provide smaller operators with the infrastructure, like direct booking and Google Vacation Rentals, to grow on their own terms

But this isn't just about software. It’s about taking back control. Phil pulls back the curtain on how solo hosts can leverage systems and the right partners to thrive despite constant platform changes. You’ll hear why operations and guest satisfaction are your non-negotiables, and how focusing on "cleanliness sentiment" can save your reviews and your revenue.

If you’ve ever felt intimidated by the "big players" in your area, this conversation will give you the confidence to compete. Get ready to stop worrying about the competition and start building a business that works for you.

HIGHLIGHTS AND KEY POINTS:

[01:20] A short introduction about our guest, Phil Kennard, the founder and CEO of Future Stay, and how he got into the world of short term rentals

[06:31] Phil explains how the early development of his platform was fueled by an obsessive, entrepreneurial mindset

[09:33] Phil defines rentalpreneurs as hands-on investors using rentals to build income and control their future

[12:06] The importance of community, education, and competition in outperforming the rental market

[17:31] Phil explains evolving Futurestay’s service to include listing optimization alongside direct bookings and outlines three key pillars of optimization

[23:41] Phil stresses that operations and guest experience outweigh design in short-term rental success

[26:05] The importance of hosts giving feedback to Airbnb to protect supply interests

[27:59] Phil advises focusing on one channel at a time while starting direct bookings early

[31:45] Phil introduces the Clean Connection, a new tool designed to help hosts understand how cleaning impacts their short-term rental performance.

[33:25] How Clean Connection bridges the resource gap for smaller hosts who don’t have access to Airbnb market managers

[43:47] The lightning round

Golden Nuggets:

1. “I think people think of Airbnb optimization as like, here is your Airbnb listing. Let us change content on your Airbnb listing, and that will make you successful. Unfortunately, that's like one of the three pillars of optimization. If you just change the listing content, and you do nothing to your competitive set analysis and to also the consistency of how your listing is performing, you will never be super successful in your market.”
2. “It is imperative that you deliver a quality experience for your guests, because in the absence of a good operation that allows you to deliver that consistent experience, you could have the boat, the most beautiful property and the best photos, but your listing will tank if you can't deliver.”
3. “I think it's important for us as hosts, if Airbnb does come out with policies that we feel like may benefit the guests more or feel short sighted as a host, it's really important to share that feedback with Airbnb.”
4. “One of the most important aspects of our guest experience is the cleanliness, and I also think it is one of the most important, most scary yet controllable pieces to the puzzle as a host.”
5. “Doing one thing better than anyone else really matters.”

Let’s Connect:

Website : https://futurestay.com/stacey

Sign Up for the Clean Connection: https://cleanconnection.futurestay.com/

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In this episode, I’m joined by designer and investor Sarah Glidewell. Sarah shares her fascinating transition from architecture to Airbnb arbitrage and ownership, eventually building a business so successful she was able to bring her husband out of the insurance world and into real estate full-time.

We talk about:

1. Why a "pretty" space can still fail if it lacks functionality (and how to fix the disconnect)
2. How small details, like towel hooks by the hot tub or adequate dining seating, communicate to guests that they are seen and valued
3. Inspired by luxury travel, Sarah shares her favorite touches, from spa slippers to take-home linen sprays
4. Why "loud," over-the-top interiors often fail to convert and how to use refinement to win in a saturated market
5. How Sarah’s team uses 3D renders and a strict "Do’s and Don’ts" list to design 100% remotely without losing quality

But this isn't just about decor. It’s about operational excellence. Sarah pulls back the curtain on the "unsexy" side of design, choosing fabrics with high rub counts, avoiding light-colored rugs, and checking dining chair weight limits. You’ll hear why your off-season design strategy is just as important as your peak-season look, and how smart material choices reduce management headaches rather than creating them.

If you’re ready to move past "surface-level" hosting and build a property that is truly guest-obsessed and high-performing, this conversation is your playbook. Get ready to stop decorating and start designing for the five-star experience.

HIGHLIGHTS AND KEY POINTS:

[01:08] A short introduction about our guests Sarah Glidewell, and shares how her design and architecture background led her into Airbnb investing

[03:32] Sarah Glidewell explains the difference between designing a beautiful space and designing a profitable short-term rental

[06:54] Sarah shares how she spoils guests with thoughtful luxury-inspired details

[10:59] Why overly flashy designs may look good online but underperform on Airbnb

[15:30] Sarah outlines how she would allocate a $5,000 upgrade budget for a short-term rental to increase their nightly rate

[18:22] What are the the top design mistakes Sarah sees in short-term rental properties and how they impact guest experience and ROI

[22:11] Sarah addresses the challenge of standing out in markets where multiple properties share the same layout, amenities, and building, like high-rise condos in Myrtle Beach

[26:47] How understanding the emotional concerns and fears of guests is critical for designing short-term rentals that truly delight

[31:02] Sarah shares her approach to selecting materials and furniture that withstand the high traffic and unpredictability of short-term rental guests

[36:26] Sarah Glidewell recommends using realistic room renders to guide online furniture and material purchases

[38:57] Sarah’s words of wisdom for nervous first-time investors worried about the cost of hiring a designer

[44:03] The lightning round

Golden Nuggets:

1. “When I'm guiding anyone through where to spend their money on their BnB, I'm always prioritizing the things that I think are going to get the most traffic for their guest avatar.”
2. “One thing that a lot of people do wrong when it comes to design is they don't necessarily think through splurge like where they need to splurge and where they need to reel back.”
3. “When you put higher quality items in your property, and you attract higher quality guests, they absolutely take better care of your property.”

Let’s Connect:

Instagram : https://www.instagram.com/studiohost.co/

Website : https://www.studiohost.co/

TikTok : https://www.tiktok.com/@studiohost.co

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In this episode, I’m joined by Darren Nix, the founder of Steadily Insurance. Darren is a real estate investor and former software developer for the world’s largest carriers who realized the industry was broken—so he built a better way for landlords to protect their assets.

We talk about:

1. Why treating insurance as a tool for major disasters, not minor claims, is the secret to lowering your premiums
2. Why your standard homeowners policy is a ticking time bomb and how a true STR policy differs in the eyes of an adjuster
3. The dangerous mistake of insuring for "purchase price" instead of "rebuild cost," and how to estimate your true risk
4. Darren’s personal story from a Chicago rental and the one simple email every host should send their agent to avoid a denied claim
5. Why $300,000 in coverage might only cover your legal fees, and how to match your limits to your actual wealth

This isn't just about fine print and premiums, it’s about strategic risk management. Darren pulls back the curtain on the "unsexy" side of scaling, from how past claims influence your future growth to the difference between homeowner- and landlord-focused carriers.

You’ll hear practical tips on content coverage for furnished rentals and why a higher deductible paired with a solid reserve fund is the ultimate wealth-protection move.

If you’ve ever felt uneasy about whether you’re actually covered, this conversation is your reality check. Get ready to stop crossing your fingers and start protecting your rental business with total confidence.

HIGHLIGHTS AND KEY POINTS:

[00:59] A short introduction about our guest Darren Nix, and shares how personal frustration with rental property insurance led to founding Steadily

[04:53] Darren outlines the biggest misconceptions investors have about insurance before filing a claim, and explains why insurance should protect against catastrophe, not cover every minor issue

[08:49] Darren talks about Steadily’s national coverage and the rare exceptions to insurability

[10:11] Darren outlines the key differences between short-term rental policies and standard homeowner or landlord insurance

[13:47] Darren highlights common insurance gaps, especially underinsuring property replacement costs and emphasizes when insurance policies should be reviewed

[19:20] Darren explains insurance considerations when shifting from short-term to midterm rentals, including vacancy risks

[22:30] How to maintain insurance coverage during property renovations and extended vacancies

[24:35] Darren confirms it’s possible to insure his own properties and shares that Steadily’s very first policy was written on his own rental property in Indianapolis

[25:19] Darren emphasizes that the single most effective way to lower insurance costs is simply to avoid filing claims for minor incidents

[28:12] The importance of sufficient liability coverage for short-term rental hosts

[31:18] Darren advises key areas to review in an insurance policy and emphasizes that being proactive and informed can prevent surprises when a claim arises

[32:36] Darren explains insurance and safety considerations for house-hacking and STRs

[35:42] Darren advises new property investors to start locally and build the right support system

[48:11] The lightning round

Golden Nuggets:

1. “What you paid for the house doesn't typically have that much of a relationship with what it costs to rebuild the house.”
2. “The single best thing you can do to reduce your cost of insurance is to not file a claim.”
3. “I like to carry roughly the amount of my net worth in liability coverage, because the juicier target someone is the more aggressively a plaintiff's attorney is going to go after them to get a payday.”
4. “Buy a property in a city that you know very well, that you can keep close eyes on until you've built the reps of knowing the ins and outs, because there are so many surprises of things that will happen.”
5. “It's so important to surround yourself with people who push you and also are smarter than you.”

Connect with our guest:

Website: https://strsisterhood.steadilypartner.com/

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In this episode, I’m pulling back the curtain on my "Iceberg Method" to combat this very problem. We’re moving beyond demographics and diving into the silent pressures, anxieties, and hopes that drive your guests to hit "Book Now."

Inside the episode, I dive into:

1. A framework to stop marketing to surface-level actions and start speaking to the deep emotional layers underneath.
2. Understanding the silent fear your guests carry
3. Why a calm, confident, and predictable listing will beat a "salesy" one every single time.
4. How to use your reviews and description to prove you are the solution to their stress, not another problem to manage.
5. Shifting your focus from who your guest is to what they are feeling when they find your listing.

This isn't just a marketing lesson. It’s about strategic empathy. I’m challenging you to look at your guest journey, from your first photo to your checkout instructions, through a new lens. You’ll learn why your guest isn't really choosing between three bedrooms and four; they are choosing between regret and confidence.

If you’re ready to stop talking at your guests and start speaking to their real needs, this episode will show you exactly how to find the "hidden" copy that's already waiting in your guests' fears. It’s time to evolve from a property owner into a strategic filter for the guest experience.

HIGHLIGHTS AND KEY POINTS:

[00:00] Introducing a more powerful, results-driven way to define your ideal guest avatar so it truly impacts your business

[01:48] Why bookings are driven by emotion, not demographics, and how most hosts are marketing to the wrong layer

[03:41] Why real ideal guest avatars live below the surface, and why most hosts are stuck marketing above it

[05:08] The Iceberg Method – how actions, thoughts, and emotions shape every booking decision

[06:58] How understanding hidden fears like letting family down, wasting money, or creating stress, is key to attracting the ideal guest

[12:57] The difference between shallow and deep avatar thinking when defining your ideal guest

[14:13] What are the five strategic questions to uncover the emotional drivers of your ideal guest

[15:24] How truly understanding your guest transforms your listing copy, photos, communication, and even pricing confidence

Golden Nuggets:

1. “When you understand the psychographics of your ideal guest avatar, that's where you start to create a booking engine with your listing.”
2. “You are not selling excitement. You are not selling an amazing stay. What you are selling is confidence.”
3. “Predictability beats promises. So your listing must be written so that it feels predictable.”
4. “Your best listing copy is already hiding in your guests’ fears not your amenities.”

Let’s Connect:

Website : https://staceystjohn.com/

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In this episode, Stacey sits down with longtime friend and seasoned short-term rental operator Beata Lorinc for a deeply honest conversation about leadership, loneliness, and the power of the right community. With over a decade in the STR industry, Beata shares what it was like building before there were playbooks, Facebook groups, or proven paths—and how connection became the missing ingredient that changed everything.

This episode goes beyond tactics and into the emotional and identity shifts required to sustain success without burnout.

We talk about:

1. What it was really like building an STR business before community and resources existed
2. Why isolation is one of the biggest (and quietest) threats to successful entrepreneurs
3. The concept of “borrowed courage” and why even confident leaders need it
4. How to recognize when you’ve outgrown a room—and what to do next
5. Letting go of properties, paths, or identities that no longer align
6. Why alignment, nervous-system safety, and support matter more than scale alone

If you’ve ever felt successful but unsupported, confident but quietly overwhelmed, or strong while still wishing someone could walk you off the ledge—this conversation is your reminder that community isn’t a luxury. It’s a requirement.

⏱️ Highlights & Key Moments

[02:52] Beata shares what it felt like building in the early days with no roadmap

[07:14] The emotional cost of “figuring it out alone”

[10:54] Borrowed courage: leaning on others when your confidence wavers

[15:18] Knowing when a property—or a season—is no longer aligned

[19:17] Outgrowing communities and why staying too long can stall growth

[24:47] Why success without support is not sustainable

[30:04] Redefining what “enough” looks like in business and life

Golden Nuggets

1. “You don’t need more information—you need the right people.”
2. “Borrowed courage can carry you until yours catches up.”
3. “Just because something is profitable doesn’t mean it’s sustainable for you.”
4. “Outgrowing a room isn’t betrayal—it’s evolution.”
5. “You were never meant to do hard things alone.”

In this episode, I sit down with certified Airbnb stylist and designer Erica Egner, whose journey from a burnt-out graphic designer to a thriving short-term rental entrepreneur is a masterclass in intentional living.

We talk about:

1. How Erica and her husband worked backward from a vision of freedom to escape the 9-to-5 commute and daycare cycle
2. The story of a scruffy 1970s A-frame in Washington that transformed Erica from a DIY novice into a soulful hospitality expert
3. Why Erica is choosing to keep her boutique co-hosting portfolio small to protect her boundaries and her "people-pleaser" tendencies
4. How graphic design principles translate into physical spaces to guide a guest’s eye, and their experience, through a home
5. The power of plugging into mentors and communities to build systems and avoid the chaos of figuring it out alone.

But this isn't just about beautiful interiors. It’s about alignment. Erica pulls back the curtain on the grit and creativity required to turn a tired space into a high-performing rental that guests describe as "healing." You’ll hear how she navigated the transition from remote design work to full-time hospitality, and why she views her business not as a machine, but as an engine for the life she actually wants to lead.

If you’ve ever felt like your business is dictating your life instead of the other way around, this conversation will give you the permission—and the plan—to start designing your exit. Get ready to align your daily actions with your biggest vision.

HIGHLIGHTS AND KEY POINTS:

[01:01] A short introduction about our guest Erica Egner, how she got started into the world of short term rental, and how it has changed her life

[03:35] Erica explains how shared values around time, freedom, and family guided major life and career decisions with her partner

[07:05] Erica describes how patience, research, and shared values guided conversations around starting in short-term rentals

[12:09] How reframing the short-term rental as an easy family escape helped Erica’s husband embrace the idea

[13:28] Erica reflects on how applying design fundamentals in a real-world renovation revealed a natural shift toward interior design

[17:23] How foundational design training shaped the way Erica approaches interior design in short term rentals

[18:28] Erica describes how methodical pacing and hands-on involvement defined her co-hosting growth and journey

[22:56] Erica explains how proximity, standards, and fit now guide her co-hosting client decisions

[24:28] Erica shares how learning to set boundaries became essential to protecting her time and energy, and

[27:20] How designing Erica’s own short-term rental revealed a clear and natural entry point into the interior design world

[31:40] How learning from others helped Erica avoid overwhelm and keep moving forward instead of giving up

[34:19] Erica outlines how timing, self-awareness, and life stage have shaped how she integrates work she loves with family life

[36:05] Erica reflects on how intentional daily actions, not luck, are what ultimately shaped the life she and her partner built

[39:43] The lightning round

Golden Nuggets:

1. “I am learning about how to have boundaries for myself, and also just that having those boundaries really makes you better at doing your job, and so you have to have them.”
2. “Each of us can accelerate our growth, whether it is growing our businesses or just growing our knowledge and expanding opportunities by knowledge hacking.”
3. “If you have a goal, and that's what you're working for, and every single decision you make is wondering if that's in alignment with this goal, then it's not luck. You're doing the right thing.”
4. “When we have our daily actions in alignment with our goals, the things that are important to us, when those are aligned, that is exactly how we reverse engineer what it is that we want.”

Let’s Connect:

Website : https://perennial.style/about

https://perennialstays.rentals/

Instagram : https://www.instagram.com/perennialstyle_wa

https://www.instagram.com/perennialstays.rentals/

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In this episode, we’re skipping the basic tactics and going deep on the woman behind the empire—the one who went from a $37,000 salary to leading the country’s largest STR-focused real estate team.

We talk about:

1. How Avery and her husband structured a massive business so that, to their kids, it feels like they have two stay-at-home parents
2. Avery’s intentional prioritization filter—how she decides what stays on her plate and what gets delegated to her team
3. Why telling a client not to buy a property is the secret to building a decade of trust (and a billion-dollar legacy)
4. How Avery dominates Instagram, YouTube, and TikTok when she’d actually rather not be on camera at all.
5. The relentless focus on what actually moves the needle versus what just feels like "busy work."

Avery pulls back the curtain on the hard conversations, the fear of letting go, and why she insists on writing every word of her books herself. You’ll hear how she transitioned from "doing it all" to becoming a leader who empowers a team, all while maintaining the boundaries that protect her family time. If you’ve ever felt torn between your ambition and your afternoon with the kids, this conversation is your blueprint.

Get ready to rethink your role and learn how to build a business that supports your life instead of consuming it.

HIGHLIGHTS AND KEY POINTS:

[01:05] A short introduction about our guest Avery Carl, a seasoned real estate investor and short-term rental expert

[03:23] Avery explains how consistency, lived experience, and transparency shaped her cohesive personal brand

[06:43] Avery shares her experience on encountering shiny object syndrome without abandoning her strategy

[08:17] Avery reflects on losing focus, learning fast, and recommitting to her core business

[09:46] How Avery Carl decides what deserves her attention inside a growing business and shares how delegation, focus, and integrity guide her leadership style

[18:19] Avery explains how fluid boundaries help her balance business demands and family life

[19:45] Avery shares how virtual assistants and AI reduce the constant demands of short-term rental hospitality

[23:57] How Avery develops content ideas, refines the message, and publishes with consistency

[26:23] Avery looks back on when she realized content creation mattered and why she started later than most

[28:06] Avery explains how she evaluates content performance beyond likes, views, followers and how her platform strategy evolved from a few core channels to everywhere

[30:47] What are the biggest lessons Avery learned about focus, credibility, and follow-through from writing multiple books

[33:38] Avery’s advice to anyone dreaming of writing a book and emphasizes blocking time daily and putting words on the page, rather than getting stuck in planning or self-doubt

[35:07] What are the habits of people who can build teams and scale different businesses versus the people who kind of stay stuck in day to day operations

[37:00] Avery highlights how fear of making the wrong decision prevents people from taking necessary action

[42:32] The lightning round

Golden Nuggets:

1. “The less income producing it is, the more delegated it is.”
2. “It's important to always stick with what you believe in.”
3. “​​You have to be somebody who's willing to take control of your own destiny.”
4. “If one of my kids says something like, Oh, I never get to or like that never works for me; I'm like, No, we don't talk like that. You make things happen for yourself.”

Let’s Connect:

Instagram : https://www.instagram.com/theaverycarl/

YouTube : https://www.youtube.com/@TheShortTermShop

TikTok : https://www.tiktok.com/@theshorttermshop

Facebook : https://www.facebook.com/groups/shorttermshop/

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In this episode, I’m joined by the legendary Lisa Roads, a trailblazer who grew a UK property portfolio into a powerhouse managing over 175 luxury villas in Cyprus, all while pioneering a movement for women in hospitality.

We talk about:

1. How Lisa spotted a gap in the Cyprus market and scaled to 175+ luxury units before the industry had a manual.
2. The raw reality of the loneliness and lack of support that often comes with rapid growth.
3. Why Lisa is dedicated to solving the representation crisis and lifting the "unique burdens" women face in property management.
4. The essential boundaries you must set to ensure your business doesn’t consume your life.

But this isn't just about property counts or profit margins. It’s about reclaiming the narrative of the female entrepreneur. You’ll hear why true success isn’t just about the daring leaps you take for yourself, but about the space you carve out for others to be heard, supported, and celebrated.

If you’ve ever felt the weight of being the "only one" in the room or are ready to scale a business that aligns with your deepest values, this conversation is your blueprint. Get ready to move beyond the grind and start leading with legacy.

HIGHLIGHTS AND KEY POINTS:

[01:01] A short introduction about our guests Lisa Roads, and shares her journey from long-term investor to industry leader while explaining her mission to elevate and support women in the short-term rental space

[05:31] Lisa Rhodes and I reflect on the power of women-centered communities to build confidence, visibility, and leadership in short-term rental businesses

[11:38] Lisa shares the realities of scaling a property management business to 175 high-performing properties by prioritizing alignment, systems, and long-term profitability

[14:22] Lisa emphasizes the importance of intentional, systems-driven growth over chasing door count and scaling chaos in large property management portfolios

[16:29] How intentionally defining the ideal guest, designing for that audience, and building strategic partnerships allowed Lisa to create demand in an undeveloped short-term rental market

[18:11] Lisa on creating high-trust travel agent partnerships and the operational systems that made them scalable

[20:51] Lisa explains how she built custom systems to manage bookings, property operations, and service delivery in a market without established short-term rental technology

[22:31] How building a support network was essential to managing the invisible mental load of running a business and caring for family

[25:50] Lisa emphasizes the importance of setting boundaries, protecting mental and physical health, and intentionally scheduling downtime to prevent burnout as an entrepreneur

[29:19] Lisa reflects on growing up in an entrepreneurial, nomadic family, and emphasizes the importance of self-belief and having a solid business plan when facing naysayers

[33:28] Lisa reflects on starting over in short-term rentals, emphasizing foundational strategy, guest experience, and building a direct booking brand

[35:57] The lightning round

Golden Nuggets:

1. "It's incredibly powerful to have a community around you where you can hack into that knowledge.”
2. “It's better to have 175 really good properties and really good aligned relationship landlords than to have 220 just not doing very well.”
3. “To try and scale on something that's not solid is going to be painful. You're just going to have big holes.”
4. “Without a support network, it can be virtually impossible to pull through certain situations.”
5. “Don't let those naysayers derail you from something you're incredibly passionate and committed to doing.”
6. “When you focus on the right things, the money will follow.”
7. “Keep on top of your finances. Know your numbers, don't operate a business and be naive about your numbers.”

Let’s Connect:

LinkedIn: https://www.linkedin.com/in/lisaroads/

Website: https://theholidaypropertycoach.wordpress.com/

Facebook: https://www.facebook.com/profile.php?id=100082839816462

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In this episode, I’m joined by the visionary co-founders of The June Motel, April Brown and Sarah Sklash, two friends who traded their steady city lives for power drills, YouTube tutorials, and a lot of pink paint.

We talk about:

1. The "Wine-Fueled" Leap: How a casual brainstorm in Toronto turned into the bold acquisition of an aging roadside motel.
2. The Reality of "DIY" Hospitality: From learning to use power tools on the fly to handling mountains of laundry and mid-reno panic.
3. Building an Instagram Icon: Why "Instagrammable" was just the hook, and how they built a deep, meaningful brand culture to back it up.
4. The Netflix Pivot: The behind-the-scenes chaos and courage required to scale a business while the cameras are rolling.

But this isn't just a story about pretty renovations. It’s about the grit behind the glamour. April and Sarah pull back the curtain on the financial hurdles, the steep learning curves, and the power of a partnership built on radical trust.

If you’ve ever felt like you’re waiting for "enough experience" to start your dream project, this conversation will be your wake-up call. Get ready to stop playing it safe and start building your own version of "The June Way."

HIGHLIGHTS AND KEY POINTS:

[01:05] A short introduction about our guests April Brown and Sarah Sklash, how they met, and what got them thinking about the world of hospitality

[04:20] April and Sarah’s mindset shift from cautious transition to shared conviction while building a new hospitality vision

[07:14] April and Sarah’s transformation of a no-frills fishermen’s motel into a visually driven, experience-led boutique destination

[10:06] April and Sarah’s perspective on how “Instagrammable” has evolved from bold backdrops to cohesive, authentic storytelling

[12:38] April and Sarah talk about their ability to see potential and design guest experiences beyond technical renovation skills

[16:14] April and Sarah’s reckoning with the reality of hospitality and the doubts that come with it

[18:53] The expansion journey of April and Sarah, and the behind-the-scenes challenges of opening new properties while launching a Netflix show

[26:37] April and Sarah discuss the necessity of creating repeatable systems to maintain the quality and character of their properties when they couldn’t be on-site every day

[29:19] The importance of hiring for cultural alignment and understanding the “why” to foster team buy-in and preserve the vision of their properties

[31:14] April and Sarah share their hands-on, values-driven approach to hiring and staff retention to ensure cultural alignment and long-term team growth

[33:02] April and Sarah reflect on managing perfectionism and making collaborative decisions while keeping the big picture in focus

[36:45] April and Sarah discuss collaborative decision-making and how differing perspectives strengthen their business outcomes

[38:33] Sarah shares key advice for first-time motel buyers, emphasizing passion, partnership, and a hands-on approach to hospitality

[40:14] The lightning round

Golden Nuggets:

1. “Helping people understand the why behind what you're doing, allows them to buy in to the vision at a much deeper level.”
2. “You don't have to do it all yourself. I think for us, initially, just due to budgets, we did feel like we had to wear all of the hats. But as we've grown the business and realized you can find really great partners, and what you can create with other people is sometimes just way more impactful than what Sarah and I do just ourselves.”
3. “If it's not a Hell yeah, it's a hell no. Because anything, everything we say yes to, takes us away from something else.”

Let’s Connect:

Website: https://thejunemotel.com/

Instagram: https://www.instagram.com/thejunemotel/

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We talk about:

1. Kiera’s signature framework for diving into the mindsets and motivations of your ideal traveler.
2. Why trading generic descriptions for emotional, sensory language is the key to resonating on a deeper level.
3. How to analyze your feedback (and your competitors') to uncover the unique value gaps in your market.
4. Why the "vibe" between your photos and your words is the silent deal-breaker for most guests.

But this isn’t just about marketing tricks. It’s about becoming a master of the guest experience. Kiera pulls back the curtain on how to bridge the gap between a generic house and a sought-after brand. You’ll hear why managing expectations and crafting personal touches before a guest arrives is the secret to scaling a rental business that guests actually rave about.

If you’ve ever felt like your property is just a commodity in a crowded sea of listings, this conversation will give you the blueprint to stand out. Get ready to stop hoping for bookings and start engineering them, evolving from a passive host into a strategic market leader.

HIGHLIGHTS AND KEY POINTS:

[00:51] A short introduction about our guest Kiera McGrath, and how she got started in the short-term rental industry

[05:29] Kiera shares her methodology for turning lookers into bookers by applying guest psychology, neuroscience, and deep guest–listing alignment

[09:18] Kiera’s perspective on attracting broad audiences through shared emotional triggers rather than marketing to everyone

[11:13] Kiera’s framework for turning guest emotions into bookings through data, reviews, and booking psychology

[15:20] Kiera’s perspective on using sensory language, mental imagery, and guest fears to strengthen booking psychology

[17:52] Kiera dives into the nuts and bolts of booking psychology, emphasizing that understanding a guest’s mindset involves both logic and emotion

[22:55] Kiera’s approach to listing precision through careful language, proofreading, and attention to detail

[25:14] Kiera’s approach to crafting exceptional guest experiences across the entire journey from booking to post-stay

[28:54] The importance of setting realistic expectations to prevent negative experiences and reviews

[32:43] Kiera stresses the importance of ensuring that the guest experience aligns with expectations set by the listing, even when elements outside the property

[34:45] Kiera’s strategy for leveraging competitor reviews to identify market gaps while staying true to guest demographics

[41:23] Kiera’s perspective on resisting one-size-fits-all strategies and focusing on unique listing value

[43:44] The lightning round

Golden Nuggets:

1. “Guests make booking decisions using both sides of their brain, so both logic and emotion.”
2. “Your reviews leave clues, and it's such an untapped resource. Your previous guest will actually tell you everything you need to know about who your property fits, why it fits, and what those emotional experiences are.”
3. “I always share with folks pretending like you're taking someone on a visual tour of a property through the listing description.”
4. “If you have a direct booking website, go through the entire booking funnel, and experience it as a guest.”
5. “To thine own self, be true.”

Let’s Connect:

Facebook: https://www.facebook.com/kiera.turn.lookers.into.bookers

Email: kiera@turnlookersintobookers.com

Website: www.turnlookersintobookers.com

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In this episode, I’m joined by the powerhouse Marisa Grover—a mom of two toddlers who manages over 50 properties and has mastered the art of the "enough is enough" pivot.

We talk about:

1. How Marisa went from "accidental" host to a systems-driven entrepreneur managing 50+ units
2. The raw reality of handling guest requests while literally in labor (the spark that changed everything)
3. The "Progress over Perfection" method—why a Loom video or a notebook is better than a perfect manual

But this isn't just about automation. It’s about reclaiming your humanity.

Marisa pulls back the curtain on the grit required to scale, from navigating licensing hurdles to building a team aligned with your values rather than just their resume. You’ll hear why letting go isn't a loss of control—it’s the key to leading, creating, and enjoying the life you’ve worked so hard to build.

If you’ve ever wondered if you’re "doing it right" or felt buried by the daily grind, this conversation will give you the blueprint to step out. Get ready to rethink your role in your business, and evolve from an overwhelmed operator into a confident CEO.

HIGHLIGHTS AND KEY POINTS:

[00:51] A short introduction about our guest Marisa Grover, and how she got started in the short-term rental industry

[03:36] Marisa’s early trial-and-error journey and the wake-up call that systems are what make a short-term rental business sustainable

[07:48] Marisa’s approach to building systems by starting small, documenting in real time, and valuing her time as a business owner

[12:31] Marisa’s perspective on team-building rooted in self-belief, leadership mindset, and intentional delegation

[15:22] Marisa shares her mindset evolution through support, delegation, and gradual practice

[21:14] Marisa’s strategic approach to building a team around culture, outcomes, and intentional hiring

[25:34] How Marisa’s local team member who started as a cleaner naturally advanced to lead cleaner and eventually Operations Manager

[26:17] Marisa shares the first task she delegated, driven by a desire to reclaim personal time and be fully present with her family during meals

[29:29] Marisa’s approach to next-level business growth by aligning with personal values, focusing on what she enjoys, and improving existing services

[35:13] The lightning round

Golden Nuggets:

1. “I think a common misconception about building systems is that it is gonna suck your soul for a full year of your life, like there's no alternative, right? And so I just started, yes. I just started.”
2. “Having belief in yourself and believing that you have value is the start of a domino effect that's much bigger.”
3. “You have to believe that you are the valuable and the most important part of your team.”
4. “If you want to change your mindset, first of all, commit to changing that mindset.”
5. “Do the things that you love with the people that you love and build a business that integrates with that life.”
6. “All feedback is good feedback.”

Let’s Connect:

Instagram: https://www.instagram.com/marisa.grover

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In this episode, I’m joined by the incredible Nicole Alexander—a woman who’s mastered the art of making STRs look so inviting, guests can’t help but click “Book Now.”

We talk about:

1. How Nicole went from wedding photography to capturing the soul of spaces
2. Her three-month adventure across Europe, camera in hand, documenting dreamy cabins
3. Why cozy corners, golden light, and personal touches matter more than you think

But this isn’t just about pretty pictures. It’s about creating an emotional connection.

Nicole walks us through her process—how she uncovers what makes a property special and translates it into visuals that spark curiosity, desire, and trust. You’ll hear why professional photography isn’t just a “nice to have.” It’s a brand builder. A booking booster. A guest experience enhancer.

If you’ve ever wondered whether great photos really move the needle in your STR business... this conversation will open your eyes.

Get ready to rethink how you show up online—and how guests see your property through the lens of story.

HIGHLIGHTS AND KEY POINTS:

[01:03] A short introduction about our guest Nicole Alexander, and how she got started in the short-term rental industry

[03:01] Nicole’s shift from wedding photography to cabin photography, and her approach to translating storytelling and vision into impactful property photography

[07:46] Why it's so important for hosts to invest in high quality story driven images, instead of just hiring a real estate photographer, or snapping their own pictures with their iPhone

[12:22] Nicole’s emphasis on atmospheric moments as the emotional bridge that turns a property into an experience guests can already feel themselves living

[14:51] Nicole’s commitment to honest, accurate photography as a trust-building tool rather than a marketing illusion

[18:15] What are some of the biggest mistakes that Nicole sees when hosts rely on subpar or non-experiential photography

[20:34] Nicole emphasizes that while professional photography is essential for listings, candid and non-professional shots play a crucial role in storytelling, particularly on social media

[22:42] Nicole talks about the common styling mistakes and preparing a property for photography

[25:32] Nicole’s advice on finding a creative photographer beyond traditional real estate specialists

[28:06] Nicole’s insights on vetting photographers to ensure they can deliver on your vision

[29:56] Nicole breaks down realistic photography investment ranges and what hosts should expect in return

[35:18] How investing in professional, story-driven photography directly drives stronger cash flow, higher nightly rates, and better guest alignment

[37:39] Nicole’s guidance on prioritizing hero images that quickly communicate space, amenities, and setting to drive booking decisions

[39:18] The lightning round

Golden Nuggets:

1. “Photos truly are the only thing that are consistently working for you, 24/7.”
2. “Your photos sell the charm of the space. It's history, it's personality, the feeling of the location.”
3. “There's nothing worse than walking into a space and being like this doesn't look like what I was sold.”
4. “Ask to see galleries, ask to see their work, because social media can be fake.”

Let’s Connect:

Website: www.cabinhunter.com

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In today’s episode, I sit down with the incredible Parker Borofsky, whose passion for lending and vacation rental investing shines through every story she shares. From her early days as Avery Carl’s lender to becoming a seasoned investor herself, Parker offers a behind-the-scenes look at a journey shaped by curiosity, courage, and thoughtful decision-making.

In this conversation, Parker shares:

1. How her early career in lending gave her an “under the hood” view of what truly makes a short-term rental successful—and how she used that insight to build a portfolio spanning the Smokies and Florida’s Panhandle
2. The remarkable story behind acquiring a bona fide Frank Lloyd Wright home in Kentucky, including the family connections and moments of serendipity that led her there
3. What it’s really like to invest during uncertain and unpredictable times, and why balancing solid research with gut instinct allowed her to seize opportunities others overlooked
4. The unique challenges and rewards of restoring and short-term renting a historic home, from navigating appraisals to thoughtfully weaving the property’s history into the guest experience
5. Why putting heart and education above hype—and surrounding yourself with the right community—is essential to building a more meaningful, sustainable business

Parker’s insights and grounded enthusiasm make this episode a must-listen for anyone looking to build a smarter, more intentional vacation rental portfolio. It’s filled with practical takeaways, mindset shifts, and real-world lessons for scaling with clarity and purpose.

HIGHLIGHTS AND KEY POINTS:

[01:00] A short introduction about our guest Parker Borofsky, and how she got into investing in short-term rentals

[03:00] Parker walks through her growing short-term rental portfolio across Tennessee, Florida, and Kentucky, highlighting a pivotal purchase in Townsend, Tennessee

[08:43] Parker explains how intuition, timing, and storytelling led her to an unexpected Kentucky purchase

[13:01] Parker shares how stewardship and storytelling shape the experience of owning a Frank Lloyd Wright home

[18:56] Parker reflects on the emotional full-circle of stewarding a historic Frank Lloyd Wright home

[21:24] Parker dives into the complexities of securing a mortgage for a one-of-a-kind Frank Lloyd Wright home, emphasizing that unique properties often create appraisal challenges

[26:51] How to handle appraisal challenges for unusual properties, emphasizing preparation, collaboration, and clear communication

[31:24] Parker talks about the mortgage options that are trending for real estate investors, particularly for self-employed borrowers or those with complex income streams

[34:57] The importance of connecting with experienced loan officers as a critical first step for anyone looking to grow their property portfolio in 2026

[37:13] Genuine appreciation for Parker’s commitment to giving back to the short-term rental industry, and Parker’s role as a speaker at the upcoming Short-Term Rental Virtual Summit for Women

[38:30] The lightning round

Golden Nuggets:

1. "It's not always perfect when you're finding properties in the market. So, go and see and feel and trust your gut feeling.”
2. “It's so important that we balance the numbers with our intuition.”
3. “Look ahead of what's coming.”

Let’s Connect:

Website: wealthbuildersmortgage.com

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In this episode, I sit down with the inspiring Janel Gallucci, who walked away from a high-pressure San Francisco career to build a short-term rental business on her own terms. What began with a single Lake Tahoe cabin quickly evolved into a thoughtfully scaled portfolio — each property designed with intention, creativity, and an unwavering commitment to delivering a true 5-star guest experience.

You’ll hear how Janel shifted from “one-property owner” to savvy portfolio builder, the systems and mindset she used to scale sustainably, and the decisions that helped her create guest-loved stays while protecting her time and energy. This conversation is a powerful reminder that a purpose-driven business can grow without sacrificing the life you’re building it for.

Janel shares:

1. The pivot point: How a moment of burnout prompted her and her husband to leave the corporate grind and dive head-first into STRs.
2. Taking control: Why early missteps with property managers forced her to self-manage—and how applying her corporate skills dramatically boosted her returns and created unforgettable stays.
3. Guest-Magnet Strategies: The exact systems she uses to turn listings into best-in-class properties, from leveraging market data and building local partnerships to offering dog-friendly welcome baskets and locally sourced amenities.
4. The Blueprint for Growth: Why defining your ideal guest and implementing robust systems is essential for managing properties confidently, whether they're nearby or across the country.

Janel’s story is a powerful blueprint for building a richer, more flexible life through short-term rentals. It's packed with actionable tips, mindset shifts, and the courage required to build an intentionally successful business. Tune in now to unlock the strategies for your own STR success!

HIGHLIGHTS AND KEY POINTS:

[01:15] A short introduction about our guest Janel Gallucci, and how she got into the short-term rental industry

[04:24] Janel reveals how miscommunication and poor property care pushed her to replace her property manager with direct self-management

[08:04] Janel’s approach to shifting into self-management to enhance confidence and control in her short-term rental

[11:02] How Janel handles tough guest situations to enhance satisfaction and protect reviews

[14:23] I share my experience at Airbnb headquarters and unpack why hosts have seen a dramatic shift in Airbnb’s willingness, and ability to remove unfair reviews

[17:12] Janel’s thoughts about the challenges of subjective guest ratings to highlight the flaws in Airbnb’s value and accuracy metrics

[20:12] Janel outlines her strategy for breaking past her revenue ceiling by elevating her property into the luxury tier

[22:06] How small luxury touches elevate the guest experience and reinforce premium positioning

[23:27] Janel outlines the intentional upgrades and guest-avatar strategy that fueled her jump from average earnings to six-figure revenue

[27:20] How low-cost, locally sourced, and thoughtfully branded welcome baskets enhance the guest experience while supporting efficiency and local partnerships

[31:54] The importance of building systems and delegating tasks to free up a host’s time and prevent burnout

[34:44] Janel explains how she found and acquired her second property—the number one most wish-listed property in the state

[42:03] How Janel’s Mississippi property became the most wish-listed in the state

[47:18] The value of sharing expertise and mentoring, regardless of portfolio size

[49:13] The lightning round

Golden Nuggets:

1. “If we just show up really compassionately and empathetically and try to understand what's going on, and like, make our best effort to fix that issue, people actually really appreciate that, and that can end up leading to a five star review.”
2. "If you talk to a rep at Airbnb and something doesn't seem right, or you feel like they don't have your back, just hang up and call again and get another rep, and then that ends up solving the problem.”
3. “We tripled our revenue. What led to that one? I think just me owning the full guest experience, and not having to pay a commission to a property manager obviously made a huge difference.”
4. “The systems are what give you freedom.”
5. “When you actually understand the value of your time, it makes it so much easier to delegate work and to make decisions.”
6. “Look at your own experience, your own knowledge, and look for opportunities to pay it forward, to help other people, because we learn so much by helping others.”

Let’s Connect:

Instagram: https://www.instagram.com/sevensummershostacademy/

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In this episode, I sit down with Jennifer Spencer— who left her corporate career to master the world of direct bookings. Jennifer’s journey from a single property in the Canadian Rockies to a diversified portfolio in Maui taught her one powerful lesson: you need to own the guest relationship.

We dive deep into her proven, anchor strategies for success:

• Crafting property brands that guests instantly recognize and remember.
• Leveraging email marketing to drive loyalty and repeat, direct bookings.
• Implementing smart automations that scale income without sacrificing the personal, top-notch guest experience.

If you feel overwhelmed by the thought of shifting from one platform to multiple channels, Jennifer offers a practical, step-by-step roadmap for taking manageable action, discovering your unique hosting style, and building a supportive network.

Tune in to learn how to brand boldly, optimize smarter, and turn casual stays into lifelong fans.

HIGHLIGHTS AND KEY POINTS:

[01:03] A short introduction about our guest Jennifer Spencer, and how she got into the short-term rental industry in the Canadian Rockies to expanding to Maui

[03:53] Jennifer shares how her transition from corporate sales and marketing into the vacation rental space happened almost unexpectedly

[06:08] Jennifer highlights the mindset shift required to move from an Airbnb-only approach to a diversified, business-driven booking strategy

[10:16] Jennifer shares her go-to tools and guest-experience strategies that reliably drive repeat direct bookings

[12:19] Jennifer outlines a balanced, human-first approach to using AI in guest messaging without sacrificing authenticity

[16:05] Jennifer shares her compliant, subtle strategy for priming guests for direct bookings without violating platform rules

[18:28] Jennifer’s top strategies for helping a property go from staying afloat in the market to truly outperforming its competitive set

[21:31] Why dynamic pricing tools only work when paired with proactive revenue management

[25:20] Jennifer explains why a defined, memorable brand is critical for driving direct bookings and standing out in a saturated market

[29:13] The critical role of guest communication and proactive problem-solving in creating memorable experiences and earning five-star reviews

[34:54] Jennifer highlights that the biggest challenge in shifting to a diversified direct booking strategy

[39:15] The lightning round 

Golden Nuggets:

• “If you're really wanting to grow, whether it's one or two or an empire, you need to have a diversified strategy.”
• “I'm also super passionate about making sure that we are doing the work– number one that is within our genius zone. But it's also work we enjoy. If you don't enjoy that, don't just not do it. Delegate it to someone else.”
• “If there's nothing unique about you, it can be very difficult to stand out.”
• “You can turn any negative situation into a positive if you handle it properly.”
• “Find the support that matches what you need and what you're looking for.”

Let’s Connect:

Instagram: https://www.instagram.com/thehostapproach/

Website: https://www.thehostapproach.com/

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In this candid episode, I pull back the curtain on the real pitfalls that derail even the most ambitious hosts. These errors are far more common than people admit, and they quietly chip away at your confidence, your profits, and your ability to grow.

We’re breaking down the 5 critical errors that hold co-hosts back:

• Lacking the non-negotiable systems that keep your business running smoothly and efficiently
• Undercharging for your services just to land your first client
• Believing every client is the right client for your co-hosting business
• Tying your professional worth and boundaries to your constant availability
• Not knowing exactly what to say to owners when it matters most 

This is more than just spotting mistakes—it's about transforming missteps into momentum. I detail the clear professional standards, streamlined systems, and mindset shifts that will elevate you from busy to unstoppable.

Plus, discover The Co-Host Code—my step-by-step guide packed with templates, scripts, and proven strategies to build your business the right way from day one.

Tune in now to start charging your worth, setting boundaries, and building a sustainable co-hosting empire!

HIGHLIGHTS AND KEY POINTS:

[00:00] Co-hosting – the smartest way to grow and scale an STR business in 2026, and the quote that inspires me about ambition and believing in yourself

[01:34] Introducing my e-book The Co-Host Code – a step-by-step guide for building a profitable co-hosting business, and where to grab it

[02:29] Why do I believe co-hosting is one of the best ways to start and scale your short-term rental business

[04:42] How co-hosting allows me to support both guests and fellow real estate investors

[06:26] The First and the Biggest Mistake in Co-hosting: Lacking systems

[10:04] The Second Mistake: Undercharging for your services just to land your first client

[11:49] The Third Mistake: Every client is the right client for your co-hosting business

[15:22] The Fourth Mistake: Tying your worth to your availability

[17:36] The Fifth Mistake: Not knowing what to say to owners

[19:50] What are the things that you need to have in place for success in co-hosting 

[24:49] The importance of building confidence through systems and action to scale a co-hosting business

Golden Nuggets:

• “Ambition is not a dirty word, it's just believing in yourself and your abilities.”
• “Co-hosting is a way for you to grow your portfolio without having to invest cash.”
• “If you are looking to grow a co-hosting business, or launch a co-hosting business, you absolutely need systems that are outside of what you are utilizing in your day to day.”
• “When you undercharge for your services, it is the fastest way to begin resenting your business.”
• “Not all owners are created equal.”
• “Your value is so much greater than the time you have for your business.”
• “The right words when you're selling your co-hosting services create confidence in your owners, and confidence is what closes clients. Clients are what build your business.”
• “Successful co-hosts don't need to reinvent the wheel; they document the wheel.”
• “Setting boundaries and managing expectations with your owners is absolutely important.”
• “You need to know your numbers.”
• “You need to have confidence in yourself, and confidence is built through action. Confidence is built sometimes by borrowing courage from other people.”

Let’s Connect:

Website: staceystjohn.com

Reference Mentioned:

The Co-Host Code https://tinyurl.com/y2tpruen

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In this episode, I sit down with Sandy Lee, who pivoted from a 30-year career in oil and gas engineering to become a savvy short-term rental investor with properties across four different states. Sandy’s story is about reimagining what’s possible when you combine strategic thinking, personal passion, and a relentless drive to learn.

What started as a family joke about buying a ski condo her son dreamed of turned into a thriving investment portfolio that now generates meaningful retirement income. Sandy’s approach is rooted in intentional, long-term wealth building—where every property reflects both financial foresight and lifestyle design.

We dive into how Sandy leveraged her engineering mindset and financial modeling skills to build a short-term rental business that delivers more than just cash flow. From managing remote teams to identifying the financial metrics that truly matter, she shares the systems and mindset shifts behind her success.

This episode is a powerful reminder that it’s never too late to reinvent your career or your financial future. Sandy’s journey proves that with clarity, structure, and purpose, your investments can become more than assets—they can become the foundation for the life you’ve always envisioned.

HIGHLIGHTS AND KEY POINTS:

[00:50] A short introduction about our guest Sandy Lee, and how she got into the short-term rental industry

[05:10] Sandy shares how she went from doubting property ownership to building a multi-state portfolio that fuels her retirement 

[08:04] How aligning Sandy’s investments with her personal mission brings both joy and purpose to her real estate journey 

[10:44] Sandy talks about how continuous learning shaped her mindset shift toward early retirement and business reinvention 

[14:37] How leadership and appreciation elevate Sandy’s short-term rental business

[18:12] The importance of building genuine, caring relationships with the cleaning team and how Sandy found them in four different locations

[20:35] Sandy shares the challenges and lessons of managing teams across multiple short-term rental locations

[24:06] Sandy talks about the realities and rewards of managing short-term rentals from afar 

[26:40] The key financial metrics that Sandy uses to evaluate short-term rental investments 

[28:20] Sandy discusses the importance of tracking data-driven performance metrics after purchase to guide strategic decisions 

[32:08] Sandy discusses the importance of moving away from “ego pricing,” and trusting experts to strengthen business performance 

[34:42] Sandy shares her enthusiasm for bringing fresh energy into the short-term rental, and emphasizes the importance of thinking beyond the “get rich quick” mentality 

[35:38] The lightning round 

Golden Nuggets:

• “It's really important to figure out who you are, what you want from life, put that together and then make it happen.”
• “Don't wait for an opportunity, create it.”
• “You've got to keep learning, or you're paced out.”
• “People are your business, no matter how tiny your business is.”
• “It's okay to not know all the things. You learn as you go along, and you educate yourself every day.”

Let’s Connect:

Website: https://www.strjumpstart.com/

Instagram: https://www.instagram.com/distilleddestinations/

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Jessica Hill is living proof it doesn’t have to be that way.

In this episode, we chat with the inspiring mama, healthcare pro, and STR entrepreneur behind Jet Setter Property Management — where intentional design meets boutique profitability. With just 12 hand-picked properties, Jessica has built a wildly successful short-term rental business that’s rich in personality and profit… without managing dozens of doors or burning the candle at both ends.

She gets real about:

• Designing properties that connect emotionally (hello, custom murals and curated guest experiences)
• Balancing a demanding W-2, motherhood, and business ownership
• The systems, boundaries, and support that make her model sustainable

This convo is a masterclass in doing STRs differently — and doing them on your terms.

If you’re craving a business that feels good and does good, this episode will remind you that “more” isn’t the goal — meaning is.

HIGHLIGHTS AND KEY POINTS:

[00:56] A short introduction about our guest Jessica Hill and how she got into the world of short-term rentals

[03:32] Jessica talks about her company and explains why she intentionally operates a boutique, hands-on property management model instead of scaling into a large, volume-driven portfolio

[05:19] Jessica emphasizes the importance of intimate, hands-on management that boutique operators provide compared to large-scale property managers

[09:55] Jessica’s active involvement in the guest experience and daily operations despite having a team

[11:03] Jessica shares about her W-2 job and what she has pulled over from her W-2 into her short term rental business

[12:35] Jessica explains explains why strategic design is a performance lever, not just aesthetics, in driving bookings and brand demand

[16:11] Jessica talks about how she monetizes design and listing optimization as value-add services within her boutique hosting model

[17:31] Jessica shares the key foundations smaller hosts should prioritize to deliver a high-touch guest experience through a boutique-style approach

[20:11] How Jessica balances a full-time W2 career, motherhood to a special needs child, and her co-hosting business through intentional time management

[22:32] Jessica shares how motherhood shaped her communication philosophy in short-term rentals

[25:15] Jessica emphasizes the power of over-communicating with her team to build ownership and brand-aligned service

[27:27] Jessica shares her piece of advice for all women who are chasing big dreams while also navigating life, being a mom, working a full time job

[29:51] The lightning round 

Golden Nuggets:

• “Start and make sure that you have the proper systems in place.”
• “I have brought those people on my team to help with those things, so that way I can be a more effective property manager and do the things that I love to do.”
• “When you love what you do, you never work a day in your life.”
• “Don't lose yourself in the day to day of motherhood. Carve out a little time for yourself, because you can't pour from an empty cup.”
• “When we do learn something, it's important that we implement it and execute it and keep our business moving forward.”

Let’s Connect:

Website: https://stayjetsetting.com/

Facebook: https://www.facebook.com/stayjetsetting

Instagram: https://www.instagram.com/stayjetsetting

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In this episode, I sit down with Lydia Patel, a pharmacist who’s mastered the art of remote property management while balancing a full-time career and family life. Lydia’s story proves that you don’t need to live near your investment to make it thrive—you just need the right systems, people, and mindset to make it work.

From setting up her Florida rental property while caring for a newborn to building a trustworthy team of local professionals, Lydia walks us through the practical steps that turned her long-distance investment into a sustainable success. Her journey is a blueprint for anyone looking to create a business that fits seamlessly into real life, not the other way around.

We explore the exact tech tools and strategies that make remote management possible—from noise monitoring and digital locks to streamlined property management software. But at its heart, this conversation is about more than tools—it’s about resilience, resourcefulness, and redefining what freedom looks like in real estate.

Lydia’s insights will inspire you to think differently about investing, scaling, and balancing it all. Her story is proof that with strategy, systems, and heart, you can manage your business from anywhere and still have a life you love.

HIGHLIGHTS AND KEY POINTS:

[00:52] A short introduction about our guest Lydia Patel, how her hosting journey began, and walks us through the long-distance managing her Florida short-term rental while living full-time in Minnesota

[05:59] Lydia opens up about the steep learning curve and operational surprises of managing her Florida rental remotely right after giving birth

[09:45] Lydia details how she built a dependable remote team by combining local expertise, reliable systems, and open communication

[14:02] Lydia shares how smart technology and integrated systems make remote property management seamless and secure  

[19:23] Lydia opens up about overcoming the emotional challenges of managing from afar and learning to let go of control

[24:04] How to turn preventable mistakes into refined systems that strengthen business operations over time 

[29:12] Lydia shares the real challenges of juggling motherhood, work, hosting, and the mindset shift that helped her find balance

[32:24] How sharing Lydia’s journey through content creation became an authentic way to give back and connect with others on a similar path 

[35:22] Lydia shares how she balances creativity and delegation in managing her content creation process 

[39:43] The lightning round 

Golden Nuggets:

• “Never make assumptions; look for those opportunities where slip ups happen, and write a process to fill in a gap so that there's no question.”
• “There's something very rewarding about feeling like you're helping someone else. And so if I can share something that I've done, a tip, a helpful trick, a strategy that's been beneficial for me, if I'm able to pay it forward and help someone else.”
• “Slow months are real. Don't panic over it, just budget for it.”
• “Just stay human. Yes, it's a business, but there's a human aspect to it. Whether it's the relationship with your team members, relationship with your guest and how you're interacting with your own self like you are only human as well. You cannot operate at robot level.”

Let’s Connect:

YouTube: https://www.youtube.com/@lydiapatelll

Instagram: https://www.instagram.com/lydiapatelll/

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Join me as I sit down with Brindy Bringhurst, a trailblazer who transformed her entrepreneurial journey from managing one property to leading a successful multi-property management operation in Arizona. We dive deep into the art and science of building a strategic short-term rental business that goes far beyond just hosting guests.

Brindy shares the pivotal lessons she learned along the way—from defining her ideal owner avatar to building a supportive, high-performing team that became the backbone of her success. Her story is a masterclass in resilience and strategic growth, proving that the key to scaling isn’t just about more properties, but about smarter systems and stronger relationships.

We unpack her early challenges of working solo and feeling stretched thin, and how she intentionally built a team that understands both the business and the heart of hospitality. Brindy reveals how protecting your team’s energy and aligning your business with your values can completely redefine success.

This isn’t just a conversation about rentals—it’s about designing a business that supports your lifestyle, empowers your people, and creates lasting impact. Get ready for an honest, inspiring dialogue that will challenge how you think about entrepreneurship, leadership, and sustainable growth.

HIGHLIGHTS AND KEY POINTS:

[00:55] A short introduction about our guest Brindy Bringhurst and how she got started in the world of short-term rentals

[04:16] Brindy shares her early experiment in full-home hosting that taught her adaptability, connection, and the trade-offs of earning more while giving up stability

[05:24] Brindy’s reflections on the emotional toll of renting out her own home 

[08:49] Brindy walks us through the long, unpredictable transition from her early hosting hustle to establishing a full-fledged co-hosting business

[15:56] Brindy opens up about the defining moment she stopped “trying” and fully committed to making her business work

[20:29] Brindy reflects on the stark contrast between her early years of nonstop hustle and how she now approaches fear, self-doubt, and confidence

[27:08] How growing Brindy’s team transformed her business from a one-woman juggling act into a well-rounded, collaborative operation powered by trust, learning, and honest feedback 

[36:11] How leading a team transformed Brindy’s purpose in business from proving herself to creating a company built on collaboration, accountability, and genuine care for her people

[40:29] Brindy recalls the pivotal moment when she realized not every property—or owner—was the right fit for her growing business

[43:53] The challenges of dealing with difficult owners and how those moments have shaped Brindy’s approach to leadership

[48:22] The lightning round 

Golden Nuggets:

• “If you have an idea and you think it'll work, just commit to it and it'll work. It will happen.”
• “What we believe, is what we can achieve.”
• “As business leaders, it's critical for us to learn skills about how to be a good business leader.”
• “You don't have freedom unless you have a team.”
• “Don't give advice unless you're asked. People don't like being given advice unless they're asking you for advice. So unless they're asking for advice, you might be better off just listening.”

Let’s Connect:

Instagram: https://www.instagram.com/airbrindy

Website: https://airbrindy.com/

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In this episode, I sit down with Margot Schmorak, CEO and co-founder of Hostfully, to explore how the right property management software can transform your short-term rental business. Margot isn’t just another tech executive—she’s a visionary leader who believes technology should simplify your operations, elevate your guest experience, and help you reclaim your time.

We dive into what really matters when choosing tools for your rental business—from selecting a property management system that scales with you, to optimizing your workflows, to building a cohesive tech foundation that supports both growth and balance.

Margot also shares her journey from big tech to entrepreneurship, her philosophy on human-centered technology, and how she leads a company rooted in joy, purpose, and personal growth. Beyond business, she opens up about finding harmony as a CEO, mom, and lifelong learner.

This episode is a must-listen for hosts and entrepreneurs ready to use technology intentionally. Margot’s insights will inspire you to design a business that runs efficiently, aligns with your values, and gives you the freedom to focus on what matters most.

HIGHLIGHTS AND KEY POINTS:

[00:58] A short introduction about our guest Margot Schmorak and shares her vision for building Hostfully around human connection, real-world impact, and a culture that uplifts people

[04:07] Margot highlights how hiring for passion and fostering authenticity are key to building a thriving, people-centered culture

[07:15] Margot breaks down the essentials of building a strong tech stack that drives bookings, streamlines operations, and supports long-term business growth

[11:14] Margot emphasizes the importance of starting with the right property management software and choosing tools that can scale with your business through integrations 

[14:22] How to shop smart for property management software and the importance of spotting red flags in emerging technology

[19:39] Margot’s insights on using AI to elevate customer experience, strengthen team efficiency, and personalize communication at Hostfully

[22:35] Margot’s perspective on overcoming “Shiny Object Syndrome” to build a focused, intentional tech strategy 

[24:30] The importance of aligning technology and planning with clear goals to set up a strong start for the new year

[28:06] Margot’s perspective on revisiting annual plans and adapting to change while staying confident in the industry’s long-term growth 

[29:39] Margot’s outlook on the next big shifts shaping the short-term rental industry from AI innovation to a new era of professionalism 

[32:15] Margot’s reflections on rediscovering joy, grace, and the freedom to be imperfect outside of work

[37:55] Margot’s journey toward embracing joy, self-compassion, and the simple art of celebrating life’s small wins

[42:51] The lightning round 

Golden Nuggets:

• “One of the most important things is to make sure that you're hiring people into jobs that they're really excited about.”
• “When you're selecting tech, it's really critical to not only know where your business is today, but where you want to be in the future.”
• “Find something that does grow with you, but also is, like, suitable for your needs.”
• “Having a partner and a team around you that is going to give you support and grace when you need it is really important.”
• "We have to celebrate the small stuff because those small things, when left unattended to, that’s when joy starts to head out of our lives."

Let’s Connect:

Website: https://www.hostfully.com/

Email: margot@hostfully.com

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In this episode, I sit down with Candice Menard, the powerhouse behind Rent It Like a Saint, to explore the transformative philosophy of “Unreasonable Hospitality.” Candice isn’t just managing rentals—she’s redefining modern hosting by crafting heart-centered guest experiences that turn first-time visitors into lifelong fans.

Candice shares her inspiring journey from long-term property management to becoming a visionary in short-term rental hospitality. She breaks down how understanding her ideal guests—hardworking professionals who crave comfort, connection, and care—helped her anticipate needs before they were spoken, setting a new gold standard for guest experience.

We also dive into Travel Like a Saint, her complementary travel service that elevates the guest journey from start to finish. Candice reveals how she blends technology with personal touch through AI-assisted communication, community partnerships, and holistic brand storytelling that keeps guests coming back.

This episode is a must-listen for hosts and entrepreneurs ready to elevate their hospitality game. Candice’s story is a masterclass in business growth, intentional service, and brand differentiation—proving that true success comes from serving with heart, purpose, and a touch of the extraordinary.

HIGHLIGHTS AND KEY POINTS:

[01:00] A short introduction about our guest Candice Menard and how did she get into short-term rental business

[02:57] Candice’s approach to embracing unreasonable hospitality and gaining clarity on her ideal guest to elevate the guest experience

[06:24] Candice talks about how an unexpected Airbnb booking helped her discover her ideal guests and shape the future direction of her rental business

[08:42] How Candice brings “unreasonable hospitality” to life by anticipating guest needs through fast communication, personalization, and gratitude

[12:33] Candice explains how she blends AI with human communication to deliver efficient yet personal guest experiences

[15:43] How the idea of “unreasonable hospitality” inspired Candice to expand from Rent It Like a Saint into a full travel service with Travel Like a Saint

[18:35] Candice explains how she promotes Travel Like a Saint across multiple channels and the enthusiastic feedback she’s received from guests

[20:33] Candice details the foundational systems she built within Rent It Like a Saint to free up her time and focus for launching Travel Like a Saint

[23:23] How Candice’ involvement in the Louisiana Travel Summit unexpectedly turned into an opportunity to build stronger ties within her local community

[28:06] Candice offers thoughtful, grounded advice for anyone who wants to infuse the spirit of “unreasonable hospitality” into their business

[32:00] The lightning round 

Golden Nuggets:

• “Providing excellent world class customer service is the best way to get those five star reviews.”
• “The most valuable asset you can have in your hosting arsenal is your speed of communications.”
• “Relationships are where referrals come from.”
• “What's important to you, what's important to your guests, find your who's that can make that connection to get your puzzle piece complete. And then, just continue learning and continue making improvements to whatever you are providing.”
• “It's so important to offer the things that really light you up internally, because that energy is going to come through to your guests. It's going to naturally and organically grow your business, instead of you putting a square peg into a round hole.”
• “Whatever doesn't kill you makes you stronger; it teaches you how to be resilient and come back.”

Let’s Connect:

Website: https://book.travellikeasaint.com/

https://rentitlikeasaint.com/

Instagram: https://www.instagram.com/travellikeasaint/

https://www.instagram.com/rentitlikeasaint/

Facebook: https://www.facebook.com/profile.php?id=61574784428438

https://www.facebook.com/RentItLikeASaint

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In this episode, I sit down with Ashley Freeman, a former tennis pro who turned the pain of divorce into the fuel for a thriving 115-property short-term rental business—all in just three years. Her journey is a testament to resilience, reinvention, and the power of daring to believe in something bigger for yourself.

Ashley opens up about the pivotal moment she discovered Airbnb, transforming her four-acre property into a surprising income stream. What started as a survival strategy quickly became a passion-driven business that redefined her career and her sense of purpose.

We dive into the entrepreneurial strategies that fueled her rapid growth—from scaling one unit into 115, to building a powerhouse team of predominantly women, to designing systems that keep her business thriving. Alongside the practical insights, Ashley shares the mindset shifts, faith, and intuition that became the foundation of her success.

This is more than a business story—it’s a masterclass in courage, vision, and personal growth. Ashley’s journey will inspire you to see challenges as stepping stones, trust your intuition, and embrace the kind of bold thinking that can transform both life and business.

HIGHLIGHTS AND KEY POINTS:

[00:56] A short introduction about our guest Ashley Freeman and her unexpected journey from tennis pro to scaling a 115-property management company in under three years

[06:37] Ashley shares her mission-driven approach to short-term rentals and her passion for helping others after finding purpose again

[11:28] Ashley’s journey from her first client to managing 135 properties, and how she learned to grow with humility, faith, and adaptability

[15:38] How surrendering control to God after Ashley’s divorce transformed her life and taught her to recognize His guidance

[18:48] Ashley shares how a trip to Africa ignited her mission to reach “broken women” and how she learned to trust whispers from God

[25:10] Ashley’s approach to starting simple and building her property management growth one step at a time

[26:49] Ashley’s team growth and systems that transformed her property management business

[30:18] Ashley’s share her intentional decision to keep cleaning in-house as part of building a trusted team and aligning hospitality with her deeper mission to serve guests with excellence

[35:10] How building systems and processes early allowed Ashley’s business to scale smoothly and avoid breakdowns during rapid growth

[38:44] Ashley’s biggest challenges as she has grown her property management company to now well over 100 units and how she navigated them

[43:12] How I sustain my team by focusing on open communication, removing roadblocks, and empowering them to contribute solutions that strengthen the company

[49:39] The lightning round 

Golden Nuggets:

• “I do think there's a sense of faith that you have to have in business, regardless if you believe in the Lord or not. You know you have to have faith. It's that leap of faith that you're taking to even get started.”
• "God is talking to each of us; we have to be willing to open our ears to listen.”
• “Cleaning, to me, is like the most important part of the experience, and so we've never even considered trying to go out and hire third party cleaners, because they just don't get it. There's a difference between a regular clean and an Airbnb clean, and we all know that.”
• “The hospitality industry is our mission field, and so we're serving these clients that come in by giving them experiences that they'll never forget.”
• “Do not take all the complaints and the negative feedback personally.”

Let’s Connect:

Instagram: https://www.instagram.com/velvet_ditch_villas/

Facebook: https://www.facebook.com/velvetditchvillas/

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In this episode, I sit down with Zoey Berghoff, a young entrepreneur who’s redefining what’s possible in the short-term rental industry. Six years ago, she launched her journey with a 300-square-foot dome and a bold vision. Today, she’s mastered land development, ground-up builds, and extensive renovations—all while staying focused on equity, cash flow, and lifestyle investments that work for her family.

Zoey opens up about the strategies that set her apart, from leveraging forced appreciation to uncovering hidden potential in overlooked properties. She shares how she’s built a reliable team, the importance of outsourcing effectively, and the lessons she’s learned while scaling her portfolio—all while raising a toddler and building a business that supports her life.

What makes Zoey’s story so powerful is her ability to challenge the traditional path of real estate investing. Instead of chasing trends, she’s built a portfolio rooted in long-term value, strategic growth, and resilience. Her approach is a blueprint for anyone who wants to build wealth on their own terms.

This conversation will inspire you to see opportunities where others see obstacles. Zoey’s insights prove that with the right mindset, systems, and strategy, ordinary properties can become extraordinary investments.

HIGHLIGHTS AND KEY POINTS:

[01:03] A short introduction about our guest Zoey Berghoff, and her journey in short-term rentals

[04:18] How Zoey’s first short-term rental was a 300-square-foot glamping dome that she and her husband partly lived in before deciding to rent it out while traveling

[07:34] Zoey explains how freelancing income, self-education, and trial-and-error opened the door to real estate investing

[12:34] Zoey shares her approach to telling her story on social media and encourages others to start small, stay consistent, and focus on impact over perfection

[15:49] Zoey highlights the dangers of comparison on social media and shares how focusing on slow, intentional growth in real estate helped her define success on her own terms

[19:13] How Zoey’s first ground-up construction project taught her the value of delayed gratification, forced appreciation, and learning the hard way through trial and error

[24:00] Zoey’s advice for vetting contractors and builders to protect your investment and avoid costly mistakes 

[29:38] Zoey’s philosophy on pay structure to protect yourself and maximize value in contractor agreements 

[33:07] The concept of forced appreciation in real estate and how buying undervalued properties can create massive equity gains in a short time

[36:50] How forced appreciation doesn’t always require major renovations—sometimes strategic cosmetic updates are enough to build equity and long-term wealth

[40:45] Zoey explains how equity and forced appreciation play a central role in scaling short-term rental portfolios

[44:38] Zoey reflects on her biggest mistake of trying to do everything herself instead of outsourcing sooner

[49:14] The lightning round 

Golden Nuggets:

• "Just share what you're doing. It doesn't have to be perfect. People want the behind the scenes. They want to know the challenges.”
• “You, as the investor, need to be logical about your decisions and not as emotional.”
• “You always get three quotes per job no matter what. And that's not to say you pick the lowest or the highest, but you need to know you're in the ballpark for the price you're being charged or quoted.”
• “You cannot get emotionally tied to the deal if the deal doesn't pencil the line items all have to make sense. If it doesn't come out to what you need, you drop the deal. It's literally as simple as that.”
• “Stay aligned on the journey that you're on, and don't compare it to others.”

Let’s Connect:

Instagram: https://www.instagram.com/zoeyberghoff

TikTok: https://www.tiktok.com/@zoeyberghoff

Website: https://www.zoeyberghoff.com/

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In this episode, I sit down with Esmeralda Alba to explore the inner work of abundance and how simple mindset shifts can create profound changes in your financial life. She shares her personal journey from struggle to transformation, and how a powerful practice called Intensati helped her rewrite her inner dialogue and step into a new reality of possibility.

Esmeralda opens up about moving from a scarcity mindset to one of abundance, showing how even small adjustments in thought patterns and daily practices can unlock growth. She also shares practical tools—from gratitude to intentional language—that helped her transform her relationship with money and opportunity.

We dive into the wisdom of her spiritual mentor, Patricia Marino, who taught her that abundance isn’t something you chase, but something you cultivate within yourself. Esmeralda’s raw and vulnerable stories reveal how doing the inner work can lead to breakthroughs that ripple into every area of life.

Whether you’re building a business, investing in real estate, or simply seeking more alignment in your personal journey, this episode will inspire you to reset your mindset. Esmeralda’s story is proof that financial success starts on the inside—and grows outward from there.

HIGHLIGHTS AND KEY POINTS:

[01:20] A short introduction about our guest Esmeralda Alba and shares how an exercise class introduced her to the power of affirmations and an abundance mindset

[05:19] Esmeralda explains how shifting her money mindset during tough times transformed her family’s business journey

[09:21] Esmeralda outlines the daily practices she uses to cultivate an abundance mindset and describes how she actively shifts from fear to gratitude when facing life’s toughest moments

[14:15] How solitude and daily discipline support Esmeralda’s shift toward an abundance mindset 

[16:33] Esmeralda shares how she shifted her money mindset from scarcity to abundance through daily language changes and affirmations

[21:26] Esmeralda explains how repeating present-tense affirmations like “I am a money magnet” programs the subconscious to attract financial abundance 

[25:23] How mindset practices, abundance beliefs, and reframing money stories transformed Esmeralda’s life

[33:00] Esmeralda credits her late mentor for reshaping her money beliefs and emphasizes that abundance requires consistent daily practice

[36:58] How intuition and leaning on a trusted community helps Esmeralda vet opportunities within an abundance mindset 

[41:47] Esmeralda credits Alicia for pushing her out of her comfort zone and helping her step into the spotlight 

[43:17] The lightning round 

Golden Nuggets:

• "What you put out, or what you say, or even what you think is what you're attracting, these are the things that you're going to attract.”
• “We're able to set fuel to our fire and power behind ourselves when we train our brain to work for us.”
• “The more grateful you are for the things that you have, the more abundance that you attract into your life.”
• “Having an attitude of gratitude helps you, not only again organically begin to see shifts in your life, but it also makes life much more joyful.”
• “Sometimes abundance is blocked when we don't feel ready or worthy of it. And I try to explain that to everybody that I come across like, you just have to be open to abundance. Just open to it all of the time, and it's going to come.”
• “Mindset is the foundation. Your beliefs about money shape your financial reality.”
• “I don't chase money. I align myself with opportunities that reflect the abundant life that I'm creating for myself.”
• “Where your attention goes, your energy flows; that absolutely applies to how we view abundance.”

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In this episode, I sit down with Allison Bayley, the powerhouse behind Bayley Vacation Rentals, for a conversation that blends business strategy with personal transformation. Allison’s story proves that passion and grit—not age—are the true drivers of success.

From summers working at her grandparents’ campground to becoming a scuba diving master in California, Allison never followed a straight line. When her mom, a real estate agent, called her home with a bold business proposition, Allison took a leap of faith. While bartending at night and working out of a tiny 600-square-foot office by day, she built the foundation of a company that now dominates her market.

Allison’s journey hasn’t been without challenges. As a young, tattooed, non-traditional professional, she often faced judgment in an industry that loves to size people up by appearances. But she turned those doubts into fuel, building not just a successful business but a women-owned, women-operated powerhouse spanning generations With a cutting-edge tech stack and an obsession with guest experience, she’s redefining what a family business looks like in the modern era.

This episode is more than a success story—it’s a masterclass in resilience, mindset, and the power of bold risks. Whether you’re a seasoned entrepreneur or just dreaming of your first venture, Allison’s journey will inspire you to rethink what’s possible when family, vision, and courage come together.

HIGHLIGHTS AND KEY POINTS:

[01:08] A short introduction about our guest Allison Bayley and how she got into short-term rentals

[03:14] How Allison’s mom’s phone call felt like the right moment to return home and take on more responsibility

[04:47] Allison shares how she and her mom set up the vacation rental business in the early days

[07:43] Allison reflects on the early fatigue and mental strain of building her business while juggling long shifts in hospitality 

[10:52] Allison shares how she faced misjudgments for her tattoos, piercings, and colored hair and the way she navigated those perceptions

[15:41] How Allison’s early responsibility and guidance from her sister and therapist shaped her emotional resilience and wisdom

[18:26] Allison’s perspective on what makes a good boss and recalls lessons from a former mentor about keeping doors open and not burning bridges 

[19:47] Allison talks about her all-female, close-knit team and the challenges of balancing friendship with leadership in her seasonal business

[28:42] Allison describes her evolving use of systems and technology to streamline operations and manage growth

[32:54] Allison shares her evolving perspective on team feedback, communication tools, and embracing growth through discomfort

[37:15] Allison’s post-season shift in strategy and vision for guest experience and future concierge services

[39:46] The lightning round 

Golden Nuggets:

• "They say, mind over matter, and that's where I really just had to often remind myself, is mind over matter. And having a good mindset around it is what is required to continue on.”
• “The grass is only greener where you water it.”
• “Training our brains to actually recognize when those negative thoughts are happening in real time and rewinding and rewiring them to shift them to positive thinking is one of the best gifts you can give yourself.”
• “You cannot control other people's actions. You can only control your reaction.”
• “A good boss to me is someone that you can rely on, and someone that you know the door is always open, and that when and if the time comes, that the opportunity for animosity is always there.”
• “The uncomfortability is the only way that you're going to be able to grow.”

Let’s Connect:

LinkedIn: https://www.linkedin.com/in/allison-bayley-11881b170/

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In this episode, I sit down with Nisha Franklin, co-founder of From Where, a platform that turns your STR into a fully shoppable experience. Imagine your guests falling in love with your mattress, coffee table, or artwork—and then being able to purchase those exact items through your personalized digital storefront.

Nisha’s path to entrepreneurship is anything but typical. From her days as a marketing maven in Los Angeles to running a cheese education business, she and her husband David stumbled on a brilliant idea while vacationing in Hawaii. Their lightbulb moment? Creating a platform where hosts can effortlessly monetize the items guests constantly ask about, earning commissions on every single sale.

We dive into the nuts and bolts of how From Where works, including how to set up your storefront, source forgotten items, and start generating new income streams. Nisha also shares insider tips on promoting your digital store, the types of products guests love most, and how even local furniture finds can be made shoppable.

Beyond the tech and strategy, this conversation is a refreshing look at entrepreneurship, time management, and building a community-driven platform. Whether you’re a seasoned host or just getting started, Nisha’s insights will inspire you to see your short-term rental not just as a place to stay—but as a goldmine of untapped opportunity.

HIGHLIGHTS AND KEY POINTS:

[00:46] A short introduction about our guest Nisha Franklin and including how she first got started in the short-term rental space and what drew her into the industry

[05:17] Nisha explains what From Where is — a unique platform designed for hosts to share, recommend, and earn from the products they use in their properties — and why it’s becoming a valuable tool for the STR community

[07:25] How hosts without receipts or with locally purchased items can still participate on FromWhere and create storefronts that reflect their property’s style

[10:04] Nisha talks about the items that are trending on FromWhere storefronts

[10:48] Nisha walks us through the From Where sign-up process, explaining how pricing works, what commissions look like, and how hosts can leverage promotions to boost their earnings

[14:08] Nisha describes how timing for sales varies depending on host engagement and promotion 

[16:09] How Nisha juggles multiple businesses and family life through planning and time blocking 

[18:00] Nisha shares her vision for From Where’s growth over the next five years and how she relies on her tech-savvy team to power the backend

[20:37] The lightning round 

Golden Nuggets:

• "Don't be afraid to make mistakes.”
• “The biggest failure is not the mistake itself. It's failing to learn from that mistake.”
• “When we have that one thorn in our side, that one pain point, if we ignore it and we just say, Oh, it'll go away; It might, but it might come back to bite you in the future. So take care of that pain point, solve the problem.”

Lets Connect:

Website: https://fromwhere.com/

Facebook: https://www.facebook.com/fromwherefinds

Instagram: https://www.instagram.com/fromwherefinds/

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In this episode, I sit down with Chelsea Cutrer, whose story is as bold as it is inspiring. Chelsea started like many hosts—frustrated with a management company that was nickel-and-diming her while neglecting her property. After uncovering mysterious charges and damage to her property that had been ignored for months, she made the gutsy decision to take control of her rentals herself.

Using her tech background and determination, Chelsea streamlined operations with tools like OwnerRez and PriceLabs—all while still working her full-time job. Her success was immediate, and soon other property owners were asking her to manage their rentals. What began as self-preservation quickly grew into a thriving business.

Chelsea opens up about scaling from managing two properties to 25, the challenges of rapid growth, and the lessons she learned about delegating to a virtual assistant. She also shares why she only takes on properties and owners that align with her vision, maintaining high standards across her portfolio.

Losing her father to cancer shifted her perspective, inspiring her to pursue work that truly excites her rather than staying in a high-paying but unfulfilling career. Chelsea’s journey is proof that pairing systems with passion and courage can lead to extraordinary results. Her insights on owner relationships, property selection, and building a values-driven business are packed with actionable strategies for anyone looking to grow in the short-term rental space.

HIGHLIGHTS AND KEY POINTS:

[01:13] A short introduction about our guest Chelsea Cutrer and how she got into short-term rentals

[03:30] Chelsea explains how lack of transparency and repeated issues with her property manager pushed her to take over and self-manage her rentals

[07:49] How Chelsea’s tech background and sales experience made the transition to self-managing her rental portfolio smooth and manageable

[09:48] Chelsea shares how quickly expanding from two to four properties convinced her to pursue short-term rentals full time

[10:49] Chelsea explains how leaving her tech job and helping others with their setups naturally grew into a co-hosting business that evolved into full-time property management

[12:22] Chelsea shares how mentoring others on tech and self-management grew into co-hosting, which later transitioned into full-time property management

[14:45] How shifting from coaching to full-service management led Chelsea to refine her offerings and streamline her business model

[16:18] Chelsea talks about her owner acquisition process and how her established business attracts more leads than she can handle, allowing her to be selective with owners based on fit, quality, and revenue goals

[18:07] How Chelsea evaluates potential properties for revenue, condition, and fit, while being honest with owners about whether she can take them on

[19:38] How Chelsea vets owners to gauge their openness to upgrades and alignment with delivering a great guest experience

[21:12] Chelsea shares how she’s growing her team with tech tools, a VA, and a real estate license while evaluating the best path for future expansion

[22:29] Chelsea reflects on how losing her father shifted her perspective from chasing money to pursuing passion and fulfillment in real estate and property management

[25:40] Chelsea explains how relocating from Texas to Florida was driven by passion, growth, and the ability to stay hands-on while leveraging her team

[27:27] Chelsea outlines the systems, contracts, and SOPs she built to support rapid growth and reduce liability

[29:41]  Chelsea shares the tasks her VA handles and how delegation has helped her operate at a CEO level

[33:58] What are the biggest challenges that Chelsea has experienced as she has grown her portfolio quickly

[34:53] How Chelsea handled owners who resisted making updates and the difference it made when one owner listened and another didn’t

[39:46] Chelsea’s words of wisdom to those who want to grow their properties

[40:41] The lightning round 

Golden Nuggets:

• "When you get the positioning right, with the decor, the marketing and the operations, it is a fabulous equation for performing above the market.”
• “Pushing through your comfort zone is so important. However, it's so important when it's something that lights you up and brings you joy. If it doesn't bring you joy, don't do it.”
• “Life is way too short to not be doing stuff that we love.”
• “Shifting from a doer to a leader is one of the most impactful gifts you can give yourself if you're wanting to grow your portfolio.”
• “Add value wherever you can. If it's a local market or on Facebook groups, be willing to help people, and don't expect anything in return.”
• “Believe in yourself and put in the work.”

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Robin shares some of her most creative strategies, from handcrafting hot pink gumballs to drilling vintage statues so they blow bubbles—quirky touches that have become signature features in her rentals. These unique design choices don’t just look cool—they turn guests into raving fans who leave glowing reviews and spread the word far beyond Airbnb.

We also dive into the practical side of design. Robin reveals how she studies the competition to identify what’s standard versus what will make a property stand out. She breaks down her philosophy on balancing creativity with budget, proving you don’t need a massive overhaul to create impact—a little spray paint, resourcefulness, and vision can completely transform a space.

From the psychology behind guest experiences to the marketing power of Instagram-worthy design, Robin’s approach is both refreshing and actionable. Her story of reinvention and her practical tips will inspire you to rethink your own short-term rental and see design as more than décor—it’s the key to creating a business that thrives.

HIGHLIGHTS AND KEY POINTS:

[01:05] A short introduction about our guest Robin Spires and shares how her journey from marketing to motherhood, vintage retail, and interior design led her to being an STR host

[03:58] Robin explains how her divorce became the push she needed to finally bring her vision for her farmhouse guest cottage to life, creating a whimsical and one-of-a-kind short-term rental 

[06:37] Robin’s approach to setting realistic budgets before deciding what investments are truly necessary

[08:44] How Robin layers intentional design, playful details, and guest-centered research to create spaces that spark emotional connections

[15:43] Robin’s shares the the most missed marketing opportunities when it comes to design

[17:20] How phasing updates and reusing quality pieces can create a polished design without overspending

[20:01] Robin shares how she reimagines overlooked pieces with creativity while balancing budget, durability, and design vision

[24:11] Robin shares the important pieces that she likes to invest in from a design perspective

[26:36] What are Robin’s go-to places for sourcing commercial-grade products and unique design pieces

[30:23] Robin shares some of the quirky and unconventional design choices she’s incorporated into her projects

[32:06] Robin shares her favorite tips and hacks for designing small spaces on a budget

[34:46] What are the key questions to ask before hiring a designer

[37:43] Robin’s guidance on deciding whether to design yourself or hire a professional

[40:14] The lightning round 

Golden Nuggets:

• "It's so important if this doesn't come naturally for you, partner with someone, collaborate with someone who it is their natural, God given talent.”
• “Even if you don't have all the money in the world, don't be afraid to engage a professional, because this is business for most of us. It's not a hobby, and it's a business expense.”
• “Designing for an STR is not designing for your home. You don't have to like everything.”
• ‘I followed the butt bump principle, and especially in a small space. If somebody is moving around, and bumps their butt on something because they can't get around. I'm out, I'm done. I feel uncomfortable.”
• “Hire out, but be careful who you hire.”
• “You don't have to know everything right now. Don't let perfection be the enemy of good enough. And it doesn't mean that you're good enough won't get better.”
• “Progress over perfection. Perfectionism will eat you alive, it is the thief of joy.”

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In this episode, I sit down with Annchen Knodt, a neuroscience researcher who joined my STR Accelerator program during its very first beta launch. Annchen’s story is a powerful example of how building an Airbnb business with family can work—even when things get messy.

She opens up about the reality of partnering with her parents: the disagreements that got heated, what it felt like to be outvoted, and the boundaries they created to protect family dinners from turning into business meetings.

Annchen also faced another challenge—having a spouse who wasn’t sold on the time and energy she was putting into real estate investing. She shares the loneliness of being the only one in her circle excited about Airbnb and short-term rentals, and how finding a community of like-minded women gave her the courage to keep moving forward.

From waking up early to analyze deals before heading into the lab, to answering Airbnb guest messages between experiments, Annchen’s dedication shows what’s possible when you refuse to let excuses hold you back. She even reveals the breakthrough moment she realized she was much closer to financial freedom than she thought.

Her journey proves that success in Airbnb and real estate isn’t always about scaling fast or building an empire—it’s about creating a business that supports the life you truly want. With the right systems, boundaries, and support, both family and business can thrive side by side.

HIGHLIGHTS AND KEY POINTS:

[01:06] A short introduction about our guest Annchen Knodt and what she does outside the short-term rental space

[05:38] Annchen shares how she overcame the common fear of partnerships especially when working with her parents

[08:59] Annchen recounts the process of deciding to sell one of the long-term properties she co-owned with her parents in Texas

[11:11] How a major challenge tested Annchen’s family partnership and revealed the importance of balancing values with business decisions

[14:45] Annchen shares how blending business with family creates harmony rather than conflict

[17:30] Annchen opens up about the challenges of pursuing real estate when her spouse shows little interest and how she found strength through community and mindset 

[21:44] How accountability pods provided the structure, support, and community Annchen needed to set goals, stay consistent, and feel less alone in her real estate journey

[26:20] How redefining success beyond rapid portfolio growth allowed Annchen to embrace financial independence more holistically and prioritize family, passive investing, and a fuller life 

[30:05] Annchen shares how embracing pivots and diversification clarified her dream life, strengthened harmony at home, and renewed her joy in the process

[35:59] How finding and building community has been essential for overcoming isolation in real estate investing and hosting

[38:02] The lightning round 

Golden Nuggets:

• “Life is way too short not to enjoy what you're doing.”

• “If you really want to achieve something that's beyond your comfort zone, that's pushing the boundaries of what you've done in the past.”

• “At the end of the day, living your best life is knowing what you want.”

• “Look for a coaching program. Join a coaching program. It's always worth the investment. Talk to other people who are already in the program to get some feedback. From them, you can learn pretty quickly whether it's worth the investment.”

• “Live below your means, something that I had been taught growing up, basically, but it's what's put me in the position, to be able to invest fairly early in life, and then to be able to achieve financial independence fairly early in life.”

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In this episode, I sit down with Kerri Gibson, a former CPA who built a thriving hospitality empire in Quebec. After 22 years in tax and accounting software, Kerri’s breaking point became her breakthrough when a simple house flip spiraled into seven renovated ski chalets—and eventually a full-scale motel transformation. Kerri opens up about the toll of burnout and the moments she missed with family because work always came first. She shares how she and partner Philip navigated the tricky shift from colleagues to business partners to spouses working side by side, and how a few uncomfortable conversations ultimately strengthened both their relationship and their business. Most impressively, Kerri has achieved what many hospitality owners dream of: 70% direct bookings through her own website—without relying on OTAs. She walks us through the exact strategies she built from the ground up, plus how she infused their signature “hygge” concept into a roadside motel, transforming it into a place where guests connect and create lasting memories. Packed with real-world advice and hard-earned wisdom, this episode is a must-listen for anyone feeling stuck—whether you’re plotting your escape from corporate life or striving to build a hospitality business that truly reflects your values.

HIGHLIGHTS AND KEY POINTS:

[01:16] A short introduction about our guest Kerri Gibson and how she got into the world of short-term rentals [03:27] Kerri shares her journey from from CPA to tech leader in tax and accounting software [06:28] Kerri’s breaking point that pushed her to leave the corporate world [13:20] Kerri reveals her two-question strategy for making big decisions without a support system [21:06] Kerri recounts her journey from renovating distressed chalets to revitalizing a roadside motel  [25:39]  Kerri outlines her vision to reinvent the roadside motel experience through Scandinavian-inspired design and communal spaces [30:17] The challenges and growth that come from defining roles when running a business with a spouse [38:04] How Kerri shifted from relying entirely on OTAs to achieving 70% direct bookings [45:15] The power of starting early with a strategy and evolving it over time [48:08] Kerri talks about her self-taught marketing journey and how she strategically brought in outside expertise [52:39] The lightning round 

Golden Nuggets:

• “Find coziness, comfort and the simplicity of the small moments of life surrounded by those that you love the most.” • “I had to learn to find space for him to be a part of the business and flourish. And as we've defined, find our swim lanes, which is super important. It's allowed us to find, like these great things that go in sync together. You know, the Ying and the Yang.” • “Never, ever, ever build your house on someone else's land, no matter how small you are.” • “You have to create the strategy, then go implement the strategy. But without that strategy-first approach, it's just like throwing spaghetti at the wall and hoping that something works.” • “There's nothing you can't do, or nothing you can't be, there's only what you're willing to work for.”

This episode is brought to you by ⁠⁠⁠⁠⁠⁠Lodgify⁠⁠⁠⁠⁠⁠!

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠⁠⁠⁠⁠⁠Visit Lodgify.com

Let’s Connect!

LinkedIn: https://linkedin.com/in/kerri-gibson-cpaInstagram: https://www.instagram.com/kerri_reinventedEnjoyed the show? Subscribe, Rate, Review, Like, and Share!

We dive into the science of human behavior, breaking down how neurochemicals like dopamine and oxytocin shape memory, emotion, and connection. Dawn reveals how to harness these neurological triggers through intentional design choices, subtle surprises, and personalized moments that leave a lasting impact.

This episode is packed with practical strategies that go far beyond throw pillows and curated art. We’ll challenge the traditional idea of luxury and explore why true hospitality is about making guests feel understood, valued, and emotionally engaged. You’ll walk away with fresh inspiration—and a toolkit rooted in science—to turn your property into a story your guests won’t stop talking about.

Tune in now and discover the neuroscience behind next-level guest experiences!

HIGHLIGHTS AND KEY POINTS:

[01:14] A short introduction about our guest Dawn Asher and introduces her creative studio that enhances the guest experience through immersive marketing and storytelling [03:33] Dawn explains the science behind memorable guest experiences and how hosts can use neurological triggers to build trust and emotional connection [09:32] Dawn and I discuss the myth that five-star reviews stem solely from luxury items and consider where emphasis should be placed to ensure guest satisfaction [13:10] Dawn’s advice to decoding guest identity to create deeper brand resonance  [17:10] How hosts can uncover what their ideal guests want and use it to create emotionally resonant experiences [22:30] Why emotional intelligence is the real driver of STR success [29:25] How thoughtful post-checkout nurturing helps to shift from transactional stays to lifelong touchpoints [33:34] Dawn dives into the often-overlooked treasure trove of travel content and inspiration that exists online  [36:11] Dawn talks about how to use AI as a brand amplifier  [37:47] Dawn reveals how hidden design details spark memorable dopamine hits [42:25] Dawn shares the importance of listening to your turnover team as a key source of insight into what guests actually use and what might just be taking up space [45:53] The lightning round  Golden Nuggets:

• “The more that you do to build that trust with your traveler, when those bumps come, there is going to be less friction.” • “If you've been nurturing that relationship long before they arrive, you're activating that hippocampus to tell them you're safe. I've got you. I'm gonna get this taken care of.” • “The best way to get five star reviews, we have to actually provide five star service, and the rest will follow.” • “If you're in this business, you have to invest in yourself personally. You have to care about that traveler that you're serving. And if you don't, you will keep hitting this wall.” • “It's about creating an experience for a guest that they're going to remember and come back to us. And we don't do that through the bottom line of a P& L.”

This episode is brought to you by ⁠⁠⁠⁠⁠Lodgify⁠⁠⁠⁠⁠!

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠⁠⁠⁠⁠Visit Lodgify.com

Let’s Connect! Website: www.theolivejar.co Instagram: https://www.instagram.com/theolivejar.co/ Enjoyed the show? Subscribe, Rate, Review, Like, and Share!

In this episode, I sit down with Aisha Govani—a dynamic entrepreneur who turned financial rock bottom into a midterm rental success story. From living in her in-laws' basement with two young kids and zero income during COVID, Aisha and her husband rewrote their future through grit, resilience, and an entirely new approach to real estate.

We dive into the world of midterm rentals, where Aisha reveals how this overlooked strategy can be your golden ticket—especially if you’re battling short-term rental restrictions. She breaks down how she built a thriving platform connecting independent hosts with corporate clients, turning properties into profit through business-to-business bookings.

You’ll get actionable tips on everything from cold calling corporate contacts, networking with relocation agencies, to landing contracts with insurance companies. Aisha peels back the curtain on how to structure deals, vet hosts, and maximize bookings—all while building a sustainable, values-driven business.

This isn’t just a roadmap for better bookings—it’s a blueprint for reinvention. Aisha’s story will challenge you to rethink your strategy and show you what’s possible when you bet on yourself. Get ready to turn resilience into revenue and learn why midterm rentals are the smart investor’s next big move!

HIGHLIGHTS AND KEY POINTS:

[01:01] A short introduction about our guest Aisha Govani and her journey from nonprofit work to real estate entrepreneurship

[06:07] Aisha recalls the tough COVID days living in her in-laws’ basement, where grit triumphed over fear

[09:56] The importance of commitment over hesitation, framing failure as an essential step toward mastery and fulfillment

[13:30] How Aisha’s own entrepreneurial evolution reshaped her view on education to empower her children with personalized, real-world education inspired by her entrepreneurial growth

[17:18] Aisha talks about the intensive work behind securing B2B midterm rental bookings and how her platform simplifies access for independent hosts 

[22:45] Aisha explains why cold calling often triggers discomfort and shares the key to overcoming 

[25:38] Aisha breaks down how to identify decision-makers for B2B bookings and highlights the mindset and approach needed to succeed in cold calling 

[30:49] How Aisha’s midterm rental platform connects hosts to both B2C and B2B bookings with a focus on ease and quality of guests

[32:24] Aisha + details the streamlined vetting process for hosts on her platform and highlights high-demand areas, especially in the Greater Toronto Area 

[35:57] The lightning round 

Golden Nuggets:

• “Decide and ignore the noise.”

• “I always choose grit over fear.”

• “There are days I wake up and I'm like, should I be doing this? Is this the right choice? What have I decided to do? Can I even do this? Am I capable of doing what I think I can do? And when those questions come into your brain, you're really the only one that can quiet it. So I always try to choose, one foot, one foot, one foot. Don't worry about the rest of the race.”

• “We have to commit to what we want first before we do anything else.”

• “What I would say to anyone who's trying to cold call anything is, when you call that person, you speak to them like you're providing a solution for their problem.”

• “It's going to be harder than you think, but networking is going to be a large part of the answer.”

• “If you work on your mind and your body, all else will align.

This episode is brought to you by ⁠⁠⁠⁠Lodgify⁠⁠⁠⁠!

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠⁠⁠⁠Visit Lodgify.com

Let’s Connect!

Website: https://aishagovani.com/

https://midtermrentalproperties.com/

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In this episode, I sit down with Kit Leggett, a fearless entrepreneur who went from jobless during COVID to managing 35+ properties —and building a business culture so powerful, her team calls it their favorite place to work.

Kit’s journey is anything but ordinary. After losing her job, she took a leap of faith, and started investing in real estate. But what truly sets her apart isn’t just the number of properties—it’s the heart behind her business. She’s created a supportive, women-powered team where flexibility is real, kids are welcome at work, and team bonding includes zip-lining adventures.

We dive into how Kit scaled her business, the software that keeps things running smoothly, and the mindset shifts that helped her overcome the fear of growing too fast. Her story is a powerful mix of resilience, innovation, and redefining leadership in an industry that often overlooks the human side of success.

If you're dreaming of your first rental or ready to scale with soul, this episode will inspire you to build a business that thrives—from the inside out!

HIGHLIGHTS AND KEY POINTS:

[01:04] A short introduction about our guest Kit Leggett and what made her decide to start in the world of short-term rentals

[05:15] Kit shares what sparked her first STR listing during COVID, jumpstarting her journey in a booming market

[07:04] Kit recounts the emotional toll of doing everything herself early on, leading to a breakdown that pushed her to finally ask for help

[11:48] How hiring a local, all-women team transformed Kit’s business and became a mission-driven extension of her values

[13:59] Kit shares her client reactions and the day-to-day logistics of working with kids 

[16:33] What inspired Kim to create a work culture where kids are welcome

[19:09] How Kit’s team-first mindset and hands-on leadership organically created a loyal, supportive culture among her all-women staff

[24:25] Kit describes how she plans team activities organically and affordably, focusing on connection rather than formal budgets

[28:31] Kit shares how a casual coffee chat led to acquiring 13 hosting contracts through an informal but strategic business offer

[31:44] How Kit calculated a fair purchase price for hosting contracts using a practical, grounded approach

[34:15] Kit reveals how she financed her contract acquisition that did not require upfront cash

[36:01] Kit shares the single biggest factor enabling her to manage over 35 properties

[38:33] Kit’s perception of failure and her response to setbacks

[40:04] Kit reveals a game-changer software for automating operations and managing cleanings at scale

[42:37] How Kit structures scheduling and autonomy for her cleaning team

[44:44] Kit shares about her plan to expand beyond her local market

[47:11] The lightning round 

Golden Nuggets:

• “When we find good team members, they're like gold to our businesses, and we want to do everything we can to keep them.”

• “I just love supporting women, and we're a tight knit group, and we really rely on each other, and help each other.”

• “Any kind of culture starts at the top, and works its way down.”

• “When your team knows that you will bend over backwards to help them, they will do the same for you.”

• “It's so important to test different things on the journey of continuous improvement. But give yourself grace when it doesn't work out and you have to pivot, that's okay.”

• “The cleaners are the backbone of the business. And if you don't have a good team or good systems in place with good software, then you're going to be scrambling.”

• “Surround yourself with people that do encourage you and do help you.”

  
  

Let’s Connect!

Website: https://stayinthevalley.com

Instagram: https://www.instagram.com/stayinthevalley/

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In this episode, I’m joined by Rachel Vigil from Up Close Marketing to uncover a powerful product placement strategy that’s making waves in the short-term rental industry. Whether you host an Airbnb, manage multiple short-term rentals, or operate a high-end vacation rental, this episode will show you how to attract brand partnerships that elevate your guest experience and your bottom line.Imagine stocking your Airbnb with premium products—without spending a dime. Rachel shares how she built a revolutionary platform that connects vacation rental hosts with brands looking to reach travelers in a more authentic, memorable way. No cold pitching. No hidden fees. Just powerful partnerships that make your short-term rental stand out.You’ll learn:

• How product placement works in the vacation rental space
• What brands are actually looking for in an Airbnb host or property
• How to make your short-term rental irresistible to marketing partners
• Ways to enhance your guest experience while earning perks and profit

If you’re ready to transform your Airbnb or short-term rental into a brand magnet, this episode is your step-by-step guide. Tune in and discover how your vacation rental can go from hidden gem to marketing goldmine. HIGHLIGHTS AND KEY POINTS:

[01:00] A short introduction about our guest Rachel Vigil and how she transitioned from rental to launching a product sampling company for vacation rentals

[03:21] Rachel breaks down the tactical side of product placement in short-term rentals

[05:15] Rachel explains the simple but specific requirements for hosts participating in product placement programs

[07:55] Rachel shares brand-specific property requirements and guest demographics to align with their marketing goals

[10:28] Rachel identifies categories of products that may not be ideal for placement due to safety, regulation, or guest perception

[12:19] The strategies hosts can introduce free product placements to enhance guest experience and brand engagement

[14:38] How often would a host expect to be able to get new products for their properties

[15:41] Rachel shares how hosts and property managers can streamline logistics when receiving and stocking product placements in their short-term rentals

[18:51] How new hosts can easily sign up and onboard their properties to start receiving product placement opportunities

[20:48] Rachel addresses common hesitations from hosts who may think product placement is too much work—especially for their cleaners

[22:50] Rachel’s favorite product placements in her own rentals, naming a massive, durable outdoor speaker paired with an outdoor projector to create a cinematic backyard experience

[24:26] Rachel encourages hosts to pitch product ideas—especially if they can help make brand connections, which can lead to mutual benefit

[25:26] Rachel discusses the exciting future of Up Close Marketing, including potential expansion into untapped markets

[27:30] The lightning round

Golden Nuggets:

• “It is so competitive right now, and what you have control of is what is inside your property.”
• “Don't keep it a secret, share it; because it'll just bring us more brands.”
• “Direct bookings - I wish I had started that from the beginning so that I could have really gathered every single guest who has stayed in my properties over those years.”
• “Real estate investing is about leverage and making sure our money is working hard for us.”
• “If you are young enough to afford the time to take the risk, you know it's going to pay off in the end.”

Let’s Connect! Email: info@upclosemktg.com

Facebook: www.facebook.com/upclosemarketing

Instagram: www.instagram.com/upclosemarketing

Website: upclosemktg.com

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Carolyn shares her journey to becoming a data visualization guru, helping entrepreneurs ditch the overwhelm and step confidently into data-driven decision-making. Together, we dive into how visualizing your business metrics—through simple, beautiful dashboards—can unlock powerful strategic insights.

Think you’re “not a numbers person”? Think again. Carolyn walks us through how anyone can build a custom dashboard that tells you exactly what’s working (and what’s not)—from property performance and booking trends to revenue optimization and ROI.

And here’s the best part: Carolyn and I are teaming up for a three-day “Data to Dollars Challenge” this August! You’ll learn how to build your very own real-time, visually stunning dashboard that helps you grow smarter, not harder.

Whether you’re managing a single unit or scaling a full portfolio, this episode will change the way you think about data forever. No more guessing. No more overwhelm. Just clarity, confidence, and serious business intelligence.

Let’s turn your data into dollars! Here is the link to join the challenge!

HIGHLIGHTS AND KEY POINTS:

[01:17] A short introduction about our guest Carolyn O’Brien and how she help business owners understand data and metrics

[03:28] Carolyn shares the game-changing power of visualizing business data and her clients’ feedback

[04:27] Carolyn emphasizes that data doesn’t have to be overwhelming—especially for those intimidated by spreadsheets

[06:56] Carolyn’s strategy for making data review a weekly habit that drives better business decisions

[08:36] Carolyn’s perspective on how clarity with numbers transforms business decisions

[12:36] How clear, visual data not only improves business strategy but also strengthens communication between partners who co-invest

[15:08] Carolyn explains how visual dashboards empower women to confidently engage with their numbers

[22:38] How Carolyn's dashboard design unlocks smarter decisions in the short-term rental space

[23:57] Carolyn emphasizes the value of integrating Airbnb data into custom dashboards to offer clarity and context for short-term rental owners

[25:38] Introducing “The Data to Dollars Challenge” – a three day challenge to empower and help short-term rental hosts turn their data into actionable business insights

[29:07] Carolyn offers advice to anyone intimidated by numbers or spreadsheets, especially those intrigued by the upcoming workshop but feeling hesitant

[30:04] The lightning round

Golden Nuggets:

• “Getting started doesn't mean tracking everything, because tracking too many numbers is almost just as bad as not tracking anything at all.”
• “Data can help back up so many different decisions, no matter what type of business you're in, no matter what size of business you're in.”
• “It's so critically important now, even more than ever, that we are making strategic decisions when it comes to our portfolio, when it comes to our investing, when it comes to perhaps what properties we want to, you know, redeploy money from.”

• “Sometimes you can learn from someone what not to do, which is more helpful than someone telling you what to do.”

This episode is brought to you by ⁠⁠⁠Lodgify⁠⁠⁠!

Ready to take control of your vacation rental business? With Lodgify, you can build your own direct booking website and manage all your reservations in one place — no middleman, no extra fees.

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠⁠⁠Visit Lodgify.com

Let’s Connect!

Instagram: https://www.instagram.com/carolynobrienstrategist/

Website: metricssuccess.com

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In this high-impact episode, I sit down with Ishita Lalan, a powerhouse designer who's redefining what it means to design for profitability. With a background that spans architecture, Bollywood set design, and over 300 short-term rental design projects, Ishita brings a unique, globally inspired approach to transforming properties into wealth-building machines.

We explore how intentional short-term rental design can dramatically boost your property's value—sometimes by hundreds of thousands of dollars. Ishita shares the story of a once-overlooked Asheville home that skyrocketed from $850,000 to $2.1 million in just four months through targeted design upgrades.

But this conversation goes way beyond aesthetics. From maximizing "heads in beds" to leveraging market-specific design strategies, Ishita reveals the behind-the-scenes decisions that separate top-performing rentals from the rest. She also unpacks the costly mistakes investors often make—and how to avoid them if you want real ROI.

If you're ready to see your short-term rental as both a stunning space and a serious investment, this episode will show you exactly how to design with purpose, power, and profit in mind.

HIGHLIGHTS AND KEY POINTS:

[00:59] A short introduction about our guest Ishita Lalan and shares the foundation of her work as both an investor and a designer

[03:12] Ishita shares how short-term rental design makes it the perfect culmination of her life experiences and professional passions

[08:36] What are some of the best upgrades that Ishita is seeing to drive impact when it comes to return on investment with property upgrades these days

[15:11] How Ishita manages multiple projects across different geographies successfully and opens up about a challenging project in Tennessee that didn’t go as planned

[19:03] Ishita breaks down how thoughtful design, strategic layout changes, and underutilized space conversions can unlock major equity gains and long-term wealth

[27:09] What are some of the most common mistakes that Ishita is seeing these days in short term rental design

[31:34] Ishita shares how strategic design—even within the confines of a small condo—can create impact, boost functionality, and help listings stand out

[37:52] Ishita shares how thoughtful, minimalist, and upscale design plays just as vital a role in urban rentals as it does in vacation properties

[43:22] Ishita explains the importance of the design process should be collaborative, phased, and tailored—not a one-size-fits-all handoff

[45:52] Why Ishita encourages getting a designer and emphasizes the importance of designing with detachment, market appeal, and long-term goals in mind

[48:49] The lightning round

Golden Nuggets:

• “Short term rental has been a game changer in my life as an investor. It has literally changed our lives, not only my own, but it had a ripple effect in our family's life as well. We are able to have financial freedom.”
• “We need to be able to be in constant communication with our contractors. And setting expectations for those contractors is absolutely critical.”
• “I'm a big believer that a vacation should start from the minute your guest steps in on your doorstep, and they should feel like that's where the vacation starts.”

This episode is brought to you by ⁠Lodgify⁠!

Ready to take control of your vacation rental business? With Lodgify, you can build your own direct booking website and manage all your reservations in one place — no middleman, no extra fees.

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠Visit Lodgify.com

Let’s Connect!

Instagram: https://www.instagram.com/ishita.interiors

Facebook: https://www.facebook.com/ishita.nagda/

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In this powerful episode of The STR Sisterhood podcast, I sit down with Anja Schaer, a fearless short-term rental investor whose journey is anything but ordinary. From growing up behind the Berlin Wall to building a thriving portfolio of Airbnb and mid-term rental properties in Atlanta, Anja’s story is a masterclass in reinvention and real estate success.

We talk about her surprising pivot—from running a lighting store to diving headfirst into the world of Airbnb hosting and property investing. It all began with a single Facebook ad and a $35,000 coaching program that changed the trajectory of her life.

Anja shares the mindset shifts that helped her break free from limiting beliefs, the power of risk in growing a short-term rental business, and how her East German upbringing shaped her relentless pursuit of freedom and financial independence.

But this episode isn’t just about real estate—it’s about reclaiming your story and designing a life you love. Anja also reveals how she’s using hybrid rental strategies (think Airbnb meets mid-term stays) to scale smarter—and how she's empowering other women to build wealth through property-backed income.

If you’ve ever felt the pull to do something bigger, this episode is for you. You’ll walk away with inspiration, practical takeaways for your Airbnb business, and a fresh reminder that sometimes the boldest leaps bring the biggest rewards.

Tune in now—and get ready to dream bigger, invest smarter, and live life on your terms.

HIGHLIGHTS AND KEY POINTS:

[01:30] A short introduction about our guest Anja Schaer and a glimpse on her short-term rental portfolio

[02:47] How Anja’s journey from East Germany to the U.S. shaped her mindset around risk, freedom, and money

[09:22] How the fall of the Berlin Wall and reunification of Germany impacted her emotionally and shaped her worldview

[17:38] Anja and her husband’s transition from a lighting business to real estate investing

[24:06] Anja’s view on balancing education and action when taking a leap into something new

[35:52] How building and being part of communities provided Anja with emotional support, strategic feedback, and validation during pivots in her business journey

[45:41] Anja talks about her book, The Hybrid Rental Strategy —based entirely on her real-life experiences and experiments

[50:32] The lightning round

Golden Nuggets:

• “We just have to be open to new things, to be ready to adapt, not holding onto old structures for too long, keeping our eyes open for opportunities.”

• “There's always good things and bad things. It's just weighing your options and making a decision that aligns with your goals, that aligns with your values.”

• “Jump and grow your wings on the way down.”

• “It might feel hard and uncomfortable for now, but there is light at the end of the tunnel. Just keep on going, push through.”

• “The power of a community is not only having the ability to ask questions and get plugged into formalized education, but also learning from other people's challenges before it ever occurs in our own businesses.”

Resources Mentioned:

• Live Big Book : https://tinyurl.com/mvdvetb6

• The Hybrid Rental Strategy : https://tinyurl.com/48hskfrs

This episode is brought to you by ⁠Lodgify⁠!

Ready to take control of your vacation rental business? With Lodgify, you can build your own direct booking website and manage all your reservations in one place — no middleman, no extra fees.

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 ⁠Visit Lodgify.com

Let’s Connect!

Instagram: https://www.instagram.com/anja_invests/

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In this heartfelt episode of The STR Sisterhood podcast, I sit down with the amazing Jodie Odlin—the visionary behind the global Hospitable Hosts movement. What started as a leap of faith in the Cotswolds has grown into a worldwide celebration of heart-led hosting and elevated guest experiences.

We dive deep into what hospitality really means—and spoiler alert: it’s not just about clean linens or five-star reviews. It’s about human connection. It’s about storytelling. It’s about showing up with soul and creating spaces that leave a lasting impact on every guest who walks through your door.

Jodie shares how following her intuition and leading with love helped her turn a single short-term rental into something far greater—a movement that’s redefining what it means to be a host.

We also chat about the bold new STR Sisterhood Edition of Hospitable Hosts—a one-of-a-kind collaboration featuring 40 powerhouse women in the short-term rental industry. This isn’t just another book. It’s a movement rooted in empowerment, authenticity, and purpose-driven hosting.

Whether you're an Airbnb host, a short-term rental investor, or simply someone who believes in the power of hospitality to change lives, this conversation will leave you inspired to lead with heart—and scale with soul.

Want to become a featured author in the STR Sisterhood Edition of Hospitable Hosts? Get all the details here: https://www.hospitablehosts.com/HHSTRSisterhoodEdition

Let this episode remind you: Hosting isn’t just a business model—it’s a calling.

HIGHLIGHTS AND KEY POINTS:

[01:23] A short introduction about our guest Jodie Odlin and how she got started in the world of short-term rentals

[10:09] Jodie shares how the idea for Hospitable Hosts was born

[14:34] How publishing the Hospitable Hosts books transformed Jodie’s life

[22:27] Jodie highlights the powerful shift from “trying” to deciding and how taking committed action must also align with the season of life you’re in

[28:36] How contributing to Hospitable Hosts Volume One sparked my journey I never imagined – writing my own book

[35:10] Jodie highlights the transformational ripple effect of storytelling, how contributing even one chapter can unlock purpose and confidence, and encourages everyone

[40:27] Jodie and I announce our newest collaboration—Hospitable Hosts: STR Sisterhood Edition—a global anthology celebrating the personal and professional journeys of women in the short-term rental space

[45:06] The lightning round

Golden Nuggets:

• “Hospitality skills are a learned skill.”
• “Trust your gut and your intuition. I call it your GodRod. Your GodRod will lead you, naturally and organically to people and opportunities that you may not have had in your five year plan.”
• “People do get too caught up in when they're so set on these five year plans, and it doesn't happen, they get disappointed. Don't see it as a disappointment. See what was the opportunity that you could have learned from.”
• “Just think big, Be open. Be open to everything.”

This episode is brought to you by Lodgify!

Ready to take control of your vacation rental business? With Lodgify, you can build your own direct booking website and manage all your reservations in one place — no middleman, no extra fees.

👉 Use the code STRSH20 at checkout for 20% off any yearly plan and start owning your bookings today.

🔗 Visit Lodgify.com

Resources Mentioned:

• STR Sisterhood Edition of Hospitable Hosts: https://www.hospitablehosts.com/HHSTRSisterhoodEdition

Let’s Connect!

• Website: hospitablehosts.com
• Instagram: https://www.instagram.com/hospitablehosts/

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What began as a side hustle hosting on Airbnb quickly escalated into a legal battle when her Michigan township tried to shut down vacation rentals with a sweeping ban. Katie shares her eye-opening journey from new Airbnb host to legal advocate for over 100 property owners—and why this fight could affect every short-term rental operator across the country.

We’re talking:

• The biggest legal mistakes Airbnb hosts and STR investors make
• Why surface-level research isn’t enough when buying a short-term rental property
• How deed restrictions and local zoning laws can quietly kill your cash flow
• And why having a STR-savvy real estate attorney is no longer optional

Katie is on a mission to educate, empower, and protect Airbnb hosts and vacation rental owners who feel like they’re at the mercy of shifting regulations. This episode isn’t just about legal fine print—it’s about defending your right to host, protecting your real estate investment, and understanding the legal foundation your STR business must be built on.If you’re serious about growing a profitable, long-term Airbnb business, this legal deep dive is your non-negotiable wake-up call. Don’t miss it. HIGHLIGHTS AND KEY POINTS:

[01:19] A short introduction about our guest Katie Johnson and how she got started in the short term rental space

[04:22] What is a Deed Restriction and why should short term rental owners be on the lookout for them

[07:05] Michigan’s interpretation of residential zoning in relation to rental types

[08:04] What should you do if you encounter unclear language in a Deed Restriction or zoning rule

[08:54] Katie explains how deed restrictions are typically created and is there a way to get it removed

[11:05] Katie weighs the risks of self-research versus hiring an attorney for deed restrictions

[14:01] Katie shares her firsthand experience challenging a short-term rental ban in Park Township, Michigan

[16:44] Katie outlines the process of organizing short-term rental owners in response to a local ban

[18:00] How the short-term rental owner coalition quickly scaled, structured funding, and secured major legal support

[22:18] Katie outlines the ideal mix of skills and roles needed to build an effective nonprofit board for STR advocacy

[24:52] Katie’s experience navigating post-lawsuit challenges to preserve STR rights in Park Township

[27:10] Katie’s shares her personal and professional transformation through STR litigation involvement

[29:33] What does Katie advise hosts who are facing similar scenarios involving local restrictions or ordinances

[32:37] Katie’s advice for women in STRs to protect themselves and their businesses

[34:49] The lightning round

Golden Nuggets:

• “Getting organized and banding together, finding an attorney, a local attorney, ideally, that knows the board or knows the town that you're dealing with to help you navigate through this process, is the best advice I can give anyone.”
• “Finding people who are doing the same things, finding people who are thinking big like you, that's been immensely helpful.”
• “If the numbers work, you should buy it like you can buy everything you can. So I wish I had started buying earlier.”
• “How you do anything is how you do everything.”

Let’s Connect!

Website: katiejohnsonplc.com

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In this episode, I sit down with Erika and Lana from Jurny—a revolutionary AI-driven platform that’s transforming how Airbnb hosts and short-term rental property managers run their businesses.

Imagine a smart system that handles automated guest communication, manages phone reservations, optimizes Airbnb and vacation rental listings, and delivers personalized guest experiences—all while maintaining your brand voice. That’s not a dream—it’s Jurny.

We dive into how this all-in-one platform goes beyond automation to empower Airbnb hosts and vacation rental managers to streamline daily operations, reduce manual tasks, and bring joy back into their hospitality business. Erika and Lana share how their own struggles in short-term rental management led them to build a solution designed to save time, reduce burnout, and help hosts thrive in today’s competitive market.

If you're ready to simplify your short-term rental workflow, eliminate operational overwhelm, and reignite your love for hosting, this episode is your sneak peek into what’s possible with AI-powered property management.

HIGHLIGHTS AND KEY POINTS:

[01:25] A short introduction about our guests Erika and Lana of Jurny, a vacation rental property management platform

[07:21] What is Jurney, and how it helps short-term rental hosts and property managers simplify operations and reclaim their time

[13:34] How Jurney’s AI-driven communication system, Nia, supports hosts while preserving brand tone and guest trust

[20:51] How hosts can stay in control of guest messaging with Jurney’s AI, using assisted mode and feedback loops

[22:38] How hosts are using Jurney’s network of AI agents to streamline operations, improve guest service, and optimize performance

[25:46] Jurney’s approach to integration streamlines platform connectivity for property managers

[28:36] How Jurney’s use of digital welcome guides enhances the guest experience through its integrated app

[30:15] Jurney’s upcoming features and community focus aim to empower hosts through smarter automation

[33:31] Erika and Lana’s favorite aspects of working at Jurney

[37:23] The lightning round

Golden Nuggets:

• “I love communities. The power of your community is so incredible, and not only to provide support, but to get your finger on the pulse of what other hosts are doing in other locations, whether it's across the state, across the country, or around the globe. It's tremendously helpful to learn from, from other hosts.”
• “Yes, we work with AI and yes, we work with technology, but there are humans behind all this technology. And we are people that are looking for ways on how to improve human life, not replace something that a robot can do better.”
• “Listen to your gut, we are women, right? I think we have a very well developed sense of our intuition. So listen to it, if you have something in you telling you that that's the right move, you’ve got to pull the trigger. Just do it. Don't hesitate, don't think twice. Just do it.”

Let’s Connect!

Website: www.jurney.com

Facebook: https://www.facebook.com/jurnyinc/

LinkedIn: https://www.linkedin.com/company/jurny

Twitter/X: https://twitter.com/jurnyinc

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From generating custom artwork for pennies to sourcing designer furniture at a fraction of the cost, Chandni reveals the exact tools and workflows that helped her slash expenses and build unforgettable Airbnb properties. She shows us how AI isn’t just a trend—it’s a transformational tool for savvy entrepreneurs ready to innovate.

We dive into her five pillars of property design, her journey from tech to real estate, and how she’s building a prop-tech empire that’s making high-end investing more accessible than ever. This episode will open your eyes to what's possible when tech and creativity collide.

This isn’t the future, it’s happening now! Tune in and learn how to turn AI into your rental business’s secret weapon!

HIGHLIGHTS AND KEY POINTS:

[01:12] A short introduction about our guest Chandi Dhanji and her short-term rental journey and portfolio

[03:33] Chandi talks about her strategy behind market selection and why she intentionally spread her short-term rentals across several states

[05:49] Chandi’s approach to integrating AI into market analysis to improve decision-making and reduce risk in short-term rental investing

[08:07] Chandi talks about her idea of using AI for furnishing and design to save over $20,000 while elevating guest experience and ROI

[15:39] Chandi’s strategy to leveraging AI tools as a design collaborator for high-end STR efficiency

[22:49] How anyone can get started with AI tools—even without tech skills

[26:11] Chandi talks about how much time she spends using AI tools and how she uses them in pricing strategies to save time and money on property renovations

[36:23] How Chandi delegates pricing research and uses AI-generated artwork to significantly reduce costs in her real estate projects

[40:41] Chandi explains how she prints AI-generated artwork and how it enables unique, custom design solutions that save time and money

[44:48] Chandi shares her plan of design innovation and creating customized decor using 3D printing

[46:40] Chandi shares how experimentation, persistence, and team collaboration drive her innovation and savings

[48:50] The lightning round

Golden Nuggets:

• “I'm a very data driven person. Once you decide to invest remotely, it doesn't matter if it's North Carolina, Maine or wherever it is, the drill is the same.”
• “You just can't pick something you like, you have to see if it is worth it.”
• “Don’t let the jargon scare you.Think of it like an assistant. T If you have a VA or somebody the way you ask your VA or talk with the VA, just use ChatGPT like that.”
• “If you're putting your vision, I'm putting my vision, that is one way that we can build truly unique properties is by creating our own artwork.”
• “Don't forget to make life while you're making a living.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings!

⁠⁠⁠http://stayfi.com/STRSisterhood⁠⁠⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

AI Tools Mentioned:

SketchUp: https://www.sketchup.com/

Enscape: https://www.chaos.com/enscape

Google Lens: https://lens.google/

Leonardo.Ai: https://leonardo.ai/

Imagen: https://deepmind.google/technologies/imagen-3/

Let’s Connect!

Website: www.charmingvacationhomes.com

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In this episode of the STR Sisterhood Podcast, I’m joined by Liz Lyons—an expert in short-term rental photography who knows exactly how to turn a listing into a scroll-stopper. With her deep hospitality roots and a creative eye that knows what converts, Liz breaks down how high-quality, professional photos can dramatically increase your occupancy rates and revenue.

We explore how to turn your Airbnb or vacation rental into a booking magnet through visual storytelling—because it’s not just about snapping pretty pictures. It’s about showcasing the experience guests can expect and highlighting the unique features that make your property unforgettable.

From lighting and angles to staging tips and must-have hero shots, Liz shares the insider secrets every host needs to know to attract the right guests—and get them to click “Book Now” faster than ever.

If you're ready to elevate your short-term rental listing and create visuals that sell your stay before guests even arrive, don’t miss this game-changing conversation.

HIGHLIGHTS AND KEY POINTS:

[01:18] A short introduction about our guest Liz Lyons and how she ventured in the world of the hospitality industry

[05:35] Liz’s perspective on how photography serves as a marketing tool to attract your ideal guest

[07:55] Liz shares how to vet the right photographer for short-term rentals to align with your style and creative vision

[12:31] Liz’s insights on using outside photo inspiration that aren't within the photographer’s portfolio

[14:20] What are the must-have shots every short-term rental needs to create a wow factor

[17:57] What are the key things to prepare for when your photographer shows up to ensure that the space is ready and clutter-free

[24:59] Liz's approach to detailed client collaboration to enhance the client-photographer relationship in short-term rental photography

[29:59] Liz’s perspective to navigating remote property management and collaborating with photographers to capture the essence of a space in short-term rental photography

[32:34] Liz's thoughts on professional photography and iPhone photography

[37:47] The importance of high-quality photos to enhance the appeal of short-term rental listings and attract ideal guests

[40:17] The lightning round

Golden Nuggets:

“The number one thing that people tend to forget, is that, at the end of the day, your photography really is just a marketing tool.”

“Short-term rental photography is becoming such a very kind of niche little industry, because you really have to understand what your marketing and what your client wants to market.”

“Your photography is the only way that you have to show people what you have to offer.”

“Our responsibility as owners and operators hosts, is to position the property in the best way possible, so that what we want it to do is be a magnet for our ideal guests.”

“It's so common for us to be people pleasers. I believe, as a woman, as a wife, as a mom, as a sister, a daughter, that we are okay with setting boundaries and saying no, and saying, you know what, I'm sorry, this doesn't feel right, and that's not easy to do sometimes.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings!

⁠⁠http://stayfi.com/STRSisterhood⁠⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

Website: strphotography.com

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From themed workdays to long-term vision planning, Melissa shares the systems and routines that keep her short-term rental business running smoothly without sacrificing her sanity. We dive into how she balances hosting, handles disruptions in her Airbnb operations, and embraces delegation as a key to growth.

This isn’t about rigid schedules or perfection—it’s about creating a week that aligns with your life, your business goals, and your values. Whether you’re managing one vacation rental or scaling a portfolio of Airbnbs, Melissa’s approach will inspire you to rethink what balance and productivity look like as a short-term rental host.

If you're ready for more alignment, more ease, and more clarity in how you run your Airbnb or short-term rental business (and your life!), this episode is your permission slip to build success your way.

HIGHLIGHTS AND KEY POINTS:

[01:09] A short introduction about our guest Melissa Mondzelewski and how she got started in the world of short-term rentals

[03:44] Melissa talks about how balancing motherhood and business requires constant adjustment and shares that her “ideal week” evolves regularly

[05:03] Melissa’s ideal week concept and how it evolved from managing a busy family schedule to setting firm personal and family priorities first

[08:29] Melissa share her experience and approach to navigating disruptions and prioritizing family over business during a crisis

[11:27] Melissa share her weekly planning tools and strategies for family and business balance

[16:31] Melissa’s advice for non-planners highlights how planning helps manage stress and progress toward goals

[23:19] How Melissa manages guest communications for her four properties and the importance of delegation

[29:03] How  Melissa structures her workweek to keep herself on track and productive

[32:56] Melissa shares how she structures her workdays, incorporating creative time and flexibility

[36:48] How Melissa handles the unpredictability of her schedule and the importance of avoiding overwhelm

[42:12] The lightning round

Golden Nuggets:

• “There are certain things that I just won't compromise on. I won't compromise on my kids schedule. I won't compromise on my workouts. I won't compromise, doing family stuff. So when I create my ideal week, all of that goes into my week first, then I put the business stuff in.”

• “I think you really need to have that five year vision of where you want to go. And if you don't have that five year vision, you're never going to get there.”

• “I think those priorities come front and center, and they're always there to remind us, hey, I have a business. I love my business, but my family comes first.”

• “Be true to yourself and your values; find your why and just stick to it.”

• “Talk to yourself like you would your best friend.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings!

⁠http://stayfi.com/STRSisterhood⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

Website: https://www.stylishstay.com/

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In this game-changing episode of The STR Sisterhood Podcast, I sit down with Carrie Drier, a Northern Michigan entrepreneur who has successfully scaled her short-term rental portfolio while staying true to her peace, her personal life, and her core values.

Carrie pulls back the curtain on her real, unfiltered journey of growing a profitable Airbnb and vacation rental business with purpose and intention—proving that success doesn’t have to come at the cost of your well-being.

Inside this episode, we dive into:

Carrie’s early days as a real estate investor and Airbnb host

How embracing uncertainty led to both purpose and profit

The mindset shifts that helped her overcome fear and take bold action

The systems and strategies she uses to scale her short-term rental business—without losing the personal touch that sets her apart

The hard lessons she learned about managing expectations (especially her own!)

If you’ve ever dreamed of growing your Airbnb or vacation rental business your way—aligned with your values and vision for life—this episode is your permission slip to make it happen.

HIGHLIGHTS AND KEY POINTS:

[01:11] A short introduction about our guest Carrie Drier and what inspired her to dive into short term rentals

[03:27] Carrie reflects on her initial thoughts when her husband suggested they move to Traverse City and become real estate investors

[08:45] Carrie discusses how she taps into her gut feelings to stay true to herself, prioritizing balance, family, and personal happiness

[12:04] Carrie shares how her journey of self-discovery taught her it's okay to pivot, embrace discomfort, and stay true to her desires, creating an authentic life despite others' perceptions of failure

[18:35] What are Carrie's game-changing systems for scaling her portfolio while maintaining a personal touch

[24:11] Carrie shares how creating distance from her work helped her to break free from the limiting belief around pricing

[31:03] Carrie shares her experience navigating the challenges of building a team while balancing her naturally high expectations with her desire to avoid conflict

[35:55] The emotional and logistical consequences of keeping a team member who isn’t the right fit

[41:00] The importance of paying yourself, creating separation between personal finances and the business

[44:53] The lightning round

Golden Nuggets:

“This is your life, and you need to be living it the way that you want to live it.”

“Try, I believe should be removed from everyone's vocabulary, because I feel like it is a dangerous word, because it gives us an excuse for not actually stepping into the person or the human we want to be.”

“For me, it has been a learning curve on hiring people, and I think by letting go of the people that I know aren't going to work has been really helpful for me to find the people that do work.”

“Whether you have one property, 100 properties, or anything in between, we are operating businesses. And when we make that mindset shift that we have to be the leader of a business, things tend to actually get executed very differently.”

“Find the gratitude, find the joy. There's a silver lining in everything. Sometimes it's harder to see that silver lining, especially in the midst of the struggle, but it's often revealed to us only when we're looking for it.

This episode is brought to you by StayFi — the easiest way to grow your direct bookings!

http://stayfi.com/STRSisterhood
Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

Instagram: https://www.instagram.com/roostnorthrentals

https://www.instagram.com/carrie.drier/

Website: https://www.roostnorth.com/

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In this episode, I sit down with short-term rental revenue management experts Jillian Heilman and Karin Leung to uncover how small pricing and listing tweaks can unlock big profits for Airbnb hosts.

We dive deep into key strategies every short-term rental owner needs to know—like optimizing booking windows, avoiding common Airbnb pricing mistakes, and eliminating revenue leaks you may not even realize are happening. Jillian and Karin reveal how they use dynamic pricing tools, create high-performing seasonal rate profiles, and why a reactive pricing approach is causing many Airbnb hosts to miss out on bookings and revenue.

But it’s not just about pricing—listing optimization plays a massive role in increasing your Airbnb or short-term rental property’s visibility and profitability. We break down the power of photo placement, keyword-rich descriptions, and how to position your short-term rental to attract high-value guests without slashing your nightly rate.

If you’re an Airbnb host or short-term rental investor who’s ready to increase occupancy, boost average nightly rates, and grow your bottom line—this episode is packed with actionable strategies and insider tips to help you master Airbnb revenue management and become a more profitable host.

HIGHLIGHTS AND KEY POINTS:

[00:59] A short introduction about our guests Jillian Heilmann and Karin Leung, and how they got into managing revenue for owners and hosts of short term rentals

[06:05] What is a booking window or lead time, and why is it important for owners and hosts to pay attention to it

[10:09] The strategic use of discounts based on where you are within your average booking window

[14:18] Jllian and Karin’s thoughts on how often should someone continue to inch their prices down

[19:20] The seasonal profile approach and why they are so important to have at a more granular level than just the four seasons of the year

[23:45] What is the best approach or recommendation to pricing for those far-out bookings

[29:08] The declining daily rates in saturated short-term rental markets and how to monitor them using market data tools

[31:11] Staying competitive in saturated markets without dropping prices

[33:44] The importance of comprehensive listing optimization and captions for each photo to enhance the guest experience

[36:24] Karin and Jillian’s words of wisdom for hosts to get started and get comfortable with managing their revenue

[39:59] The value of outsourcing tasks in your business that you don't enjoy to focus on what you excel at and love doing

[41:42] The lightning round

Golden Nuggets:

“It's really important that you understand where your market is and where people are and how people are booking within that lead time. So if your booking window has really shortened, you’ve got to make sure that your pricing is right in line.”

“If a week or two goes by and you don't have any activity, then you know that something needs to happen in your pricing to move the needle. So the longer you wait, you know the more negative impact can happen.”

“Keep your prices competitive enough that if you were to get that booking a year out or three months out, you're still happy with it.”

“I would not recommend utilizing any pricing optimization through any of the OTAs, because a lot of times they're pricing for the benefit of getting as many bookings as possible, which means, not necessarily maximum revenue.”

“Think about what you enjoy doing and the value of your time leading your business.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings! ⁠http://stayfi.com/STRSisterhood⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

Website: stepbystepbnb.com

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Sharon opens up about stepping into unfamiliar territory—taking over their short-term rental business, learning new systems, and facing daily challenges—while processing unimaginable loss. But her turning point came at the LIVE BIG Beach Retreat, where community, mindset shifts, and emotional support sparked her healing and helped her rediscover purpose in her work.

We talk about the realities no one prepares for: how to plan ahead as a couple, the unpredictable waves of grief, and the power of saying yes to growth even when you feel anything but ready. Sharon’s story is filled with vulnerability, courage, and wisdom—reminding us that in the darkest seasons, support and intention can light the path forward.

Whether you're building a business with your partner, navigating solo entrepreneurship, or simply searching for strength during life’s toughest moments, this conversation will leave you inspired to keep going—and to believe in what’s possible!

HIGHLIGHTS AND KEY POINTS:

[01:03] A short introduction about our guest Sharon Pace and how she got started with short-term rentals space

[03:05] Sharon shares the deeply personal story of her husband's prolonged health battles and how it became the catalyst for her to start their investment journey

[11:22] Sharon shares how she took over their short-term rental business from her husband, navigating the challenges with support from friends and a supportive community

[17:35] Sharon reflects on the importance of planning ahead to ease the burden on the surviving spouse and emphasizes the value of legal, financial, and tech support to avoid extra stress

[21:05] How a pivotal mindset shift occurred when Sharon attended Live Big Retreat, which became a turning point in her healing process

[25:27] Sharon talks about how grief is unpredictable and emphasizes the power of supportive groups as essential pillars in her healing

[28:43] Sharon shares that after going through deep personal loss, she’s become intentional about only keeping supportive, positive people in her life and business

[31:27] How Sharon approached learning new things even when she didn't feel ready

[33:53] Sharon’s advice for someone who may be starting out on their short term rental journey and maybe doing this solo or with their spouse

[37:23] The lightning round

Golden Nuggets:

• “I would say that to anyone out there, oh, have a will, have a trust, do all these things, put everything in order, make sure your properties are in the right LLC, or if they're in a personal name, the beneficiary is listed out because it's so much work on the surviving spouse to have to figure all this out.”
• “Your network really is your net worth, honestly, but not only in the real estate realm, but also friendship.”
• “Find a real estate agent who has their own short term rentals that knows the industry inside and out.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings! ⁠http://stayfi.com/STRSisterhood⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

Instagram: https://www.instagram.com/sharonkaypace/

Facebook: https://www.facebook.com/sharon.d.pace

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Dawn didn’t do it alone — her story proves that surrounding yourself with the right people can transform your business and unlock opportunities you never imagined.

We dive into the key strategies behind her rapid success—hiring and team-building, scaling smartly, and investing with intention. Whether you’re dreaming of leaving your corporate job or looking to grow your hospitality business, this episode is packed with game-changing insights to help you take bold steps toward your own success.

Don't miss this conversation—it might just change the way you think about your future!

HIGHLIGHTS AND KEY POINTS:

[01:00] A short introduction about our guest Dawn Cornett and how she got into the short term rental world

[04:30] How Dawn expanded from a single lake house to boutique hotels and retreat centers while staying connected to family

[05:45] Dawn emphasizes investing with intention, choosing locations based on personal connections, lifestyle, and long-term vision

[07:03] Dawn shares how she navigates uncertainty in her journey 

[07:56] What made Dawn choose to transition in asset classes from single family homes into boutique hotels 

[09:28] Dawn shares her journey in expanding her boutique hotel portfolio and her transition into managing and investing in boutique hotels 

[11:25] The challenges and differences Dawn encountered when transitioning from managing single-family homes to managing boutique hotels

[12:35] Dawn shares her approach to finding and retaining loyal cleaning staff for her boutique hotels and the importance of values-based hiring and building a family-like team culture

[17:48] What has been one of the biggest challenges Dawn navigated throughout her journey, and how did she deal with that challenge

[19:02] Dawn shares an experience of struggling to separate from a challenging client who managed six properties

[20:42] Dawn shares the personal and professional decision to separate from her W2 job

[23:07] Dawn offers advice to those considering co-hosting boutique hotels or larger retreat centers

[24:19] The importance of being intentional about what excites you and pursuing personal and spiritual growth

[25:50] Dawn shares her daily routine, which includes meditation, gratitude practice, and self-care

[28:56] Dawn's next piece of advice for someone starting out in the boutique hotel world

[32:22] The lightning round

[39:45] How Dawn vets her potential partners

Golden Nuggets:

• “If you want to go fast, do it alone. If you want to go far, do it with others. Take secret shortcuts from people who have done it before.”
• “We're going to be in flow better if we do things that get us excited.”
• “You absolutely have to vet your partners like you're marrying them.”

This episode is brought to you by StayFi — the easiest way to grow your direct bookings! ⁠http://stayfi.com/STRSisterhood⁠

Use the code “SISTERHOOD” at checkout for 50% off your first 3 months.

Let’s Connect!

YouTube: https://www.youtube.com/@HospitalityHustle

Instagram: https://www.instagram.com/dawnofagreatday/

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Christina shares her journey of transitioning from long-term to short-term rentals and how she and her husband achieved over $2.5 million in gross revenue in 2024. Get to know how the strategic backyard renovations became the game-changer, which drove their bookings and revenue through the roof.

We also peel back the curtains and learn how Christina and her team pulled off this transformation, from the planning stages to the results that exceeded expectations. Discover the key factors they considered when assessing properties and how their design choices elevated the guest experience.

Christina also reveals how she’s built a thriving local community of short-term rental enthusiasts through monthly meetups and the strategies she’s used to build a strong, effective team.

This episode is filled with actionable insights and strategies to help you grow your short-term rental business. Christina's journey and success story offer valuable takeaways for both newcomers and experienced operators looking to elevate their business!

HIGHLIGHTS AND KEY POINTS:

[00:58] A short introduction about our guest Christina McNaught

[02:18] Christina’s transition journey from long-term to short-term rental space

[05:35] The challenges of scaling a short-term rental portfolio and the importance of systems, structure, and the right team to grow successfully

[07:04] What are the things that Christina is looking for to assess a property that could potentially fit within her portfolio

[13:30] Christina shares the process of building a backyard pickleball court and key considerations for execution

[16:42] Christina talks about the breakdown cost, contractors, and key considerations for installing a pickleball court

[19:58] How the backyard build-out led to a massive revenue boost, increased occupancy, and a near-instant return on investment

[22:41] Christina’s approach to vibrant interior design and the bold decision to use a neon green pickleball court

[25:41] Christina explains how she tailors her approach to clients, sharing insights on backyard builds while respecting their unique goals for co-hosting

[27:07] Christina explains how she uses floor plans and apps like Cubicasa to assess and convert spaces, turning a three-bedroom into a four-bedroom

[28:51] How Christina selects your contractors and what types of things she’s looking for in finding the right folks to help her

[31:45] Christina explains how her Meetup attracts a mix of property managers, investors, co-hosts, and real estate agents, and the importance of collaboration over competition

[34:42] How Christina and her husband manage their business operations with the help of VAs to handle day-to-day tasks

[38:07] Christina’s challenges of working with her husband in a shared office space, navigating different work schedules and communication styles

[40:14] The lightning round

Golden Nuggets:

• “It is so incredibly helpful to get perspective from other people.”
• “Building community is one of the most powerful ways, not only to expand your network and meet new people, but it's one of the most powerful ways to learn.”
• “Collaborating with people versus competing with them is so incredibly important.”
• “As you do grow, make sure that you are freeing yourself up to focus on what lights you up – the things that you enjoy and also the things that you're good at. I think one of the biggest challenges that I've seen entrepreneurs make is that they try to do everything themselves, and you get to a point where you're you're in your own way.”

Let’s Connect!

Facebook: https://www.facebook.com/chrissy.riddle.5

Email: christina@theshortermshop.com

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In this episode, we share powerful, transformative moments from our previous retreat that left attendees feeling recharged, empowered, and ready to conquer their dreams. Karey and I dive into how this unique retreat blends relaxation with growth, helping you break free from stress, gain clarity, and step into your true power.

Get an exclusive sneak peek into our luxurious new international retreat location, where stunning accommodations, curated workshops, and a supportive, inspiring community await you. This is an immersive and rejuvenating experience designed to help you achieve personal transformation.

Whether you’re an entrepreneur aiming to elevate your business or someone ready for profound personal growth, this retreat is the catalyst for your next big leap. If you’re ready to say “yes” to a life-changing adventure, tune in and discover how the LIVE BIG Beach Retreat (May 12-16, 2025) can help you unlock your potential and transform your life.

Don’t miss out on this extraordinary opportunity. Let the LIVE BIG Beach Retreat be the breakthrough you’ve been waiting for!

HIGHLIGHTS AND KEY POINTS:

[02:33] A short introduction to our guest, Karey Hall, and what excites her about the upcoming Live Big Beach Retreat compared to last year’s retreat

[07:35] I share my personal experience from a past vacation, highlighting the tranquil, disturbance-free atmosphere of the upcoming beach retreat

[08:41] Karey and I highlight the adult-only, romantic resort atmosphere, ensuring a peaceful and relaxing environment

[15:14] The retreat’s transformative power, where women support each other through personal growth and vulnerability, creating life-changing experiences

[19:56] The community-building aspect of the retreat, focusing on making everyone feel included and supported, especially for introverts

[25:45] We discuss how an introvert can feel more comfortable in a small group setting, avoiding the stress of forced networking

[30:39] How the retreat's detailed planning provides attendees with schedules free them from having to guess about logistics

[33:17] The value of having professional headshots taken during the retreat, emphasizing how it helps female business owners put their best foot forward

[39:28] We talk about giving away a diamond at the retreat as a symbolic gesture of the personal transformation and clarity attendees will experience during the retreat

[42:48] The Live Big Beach Retreat sign-up process, accommodation options, and how entrepreneurs from all industries can benefit

[48:51] What is my biggest mission with The Live Big Beach Retreat

[49:49] The lightning round

Golden Nuggets:

• “It's just such a powerful getaway for personal transformation. And I'm sure everyone's goals are different when they go but what you uncover inside while you are going through the retreat is not only a personal journey, but at the same time, you have other women that are journeying with you. And the camaraderie, I think, and the friendship that just develops because you all get vulnerable about what's limiting you and where you want to go, and then you're brainstorming to help each other. And it's powerful.”
• “You can't really describe the experience until you experience it.”
• “We're doing all of these things to serve other people in our lives, and oftentimes it is the mere fact that that person looking back in the mirror is really the one that needs care.”
• “The grass isn't greener on the other side. It's greener where you water it.”

Let’s Connect!

Website: www.livebigwithstacey.com/events

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I’m sharing the game-changing mindset shifts that helped me go from feeling stuck to creating a life of massive impact and success. Spoiler alert: Living BIG isn’t about doing more—it’s about becoming MORE. More confident. More fearless. More unapologetically YOU.

Inside this conversation, we’ll dive into:

• The Story Behind LIVE BIG – The personal struggles and defining moments that led me to write this book and create a movement.
• From Self-Doubt to Unshakable Confidence – How I overcame self-image struggles, rewired my mindset, and stepped fully into my power.
• What Makes LIVE BIG Different? – Why this book isn’t just another business or mindset book—it’s a transformational roadmap for women entrepreneurs.
• The 90-Day Momentum Maker – How this companion guide helps you put LIVE BIG into action and build real momentum in your life and business.
• Ignite Your Impact Sneak Peek! – A behind-the-scenes look at my free 4-hour workshop on April 4, designed to help you implement the LIVE BIG system and take bold action.

If you're curious about the heart and story behind LIVE BIG, this episode is where I share it all

Hit play and start your journey to LIVING BIG right now!

HIGHLIGHTS AND KEY POINTS:

[01:45] A short introduction about Lauryn Summerly 

[03:14] The personal experiences and challenges that inspired me to write my new book, LIVE BIG

[08:13] The meaning behind the title of LIVE BIG and how it reflects my journey

[10:42] My journey to living big, from overcoming self-image struggles to embracing unshakable confidence

[13:18] How a podcast inspired my mindset journey and helped me shift negative thought patterns

[17:27] How my mindset exercises have sharpened my intuition and how this has become essential for my decision-making process

[20:14] How LIVE BIG differs from other business and mindset books for women entrepreneurs and what sets it apart

[23:47] How LIVE BIG combines powerful mindset techniques with actionable tools for living a positive, intentional life

[27:13] The 90-Day Momentum Maker and how it complements the main content of LIVE BIG

[33:48] My vision for LIVE BIG and how it can empower women who feel stuck and recognize their own capability, beauty, and limitless potential

[37:05] The power of positivity and empathy and how embracing joy internally can transform ourselves and impact others

[39:52] My advice to women who are a bit hesitant to take that first step towards “Living Big”

[45:03] The plan to expand my impact and help a broader audience thrive

[46:37] A preview of Ignite Your Impact, a free 4-hour workshop on April 4, featuring business and mindset strategies, breakout sessions, and hot seat coaching

[49:21] My advice for anyone who is thinking of writing their own book

Let’s Connect!

Pre-Order the LIVE BIG Book: https://livebigwithstacey.com/book

Website: https://livebigwithstacey.com/

Instagram: https://www.instagram.com/livebigwithstacey/

Ignite Your Impact: https://livebigwithstacey.com/ignite-your-impact/

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Brianna takes us through her journey as both a short-term rental owner and a design professional, sharing how her personal experiences have shaped her unique design philosophy. She reveals how she uses in-depth market research to make informed decisions, ensuring that each property resonates with the right guests. You'll hear about her process for sourcing the perfect products, balancing design with budget, and her approach to creating interiors that leave a lasting impression.

If you're ready to elevate your short-term rental and deliver an unforgettable guest experience that keeps people coming back, Brianna’s insights will provide you with the tools to take your business to the next level.

Tune in to hear actionable strategies, expert design tips, and the key to turning your space into a guest magnet—perfect for anyone looking to enhance their rental and increase bookings!

HIGHLIGHTS AND KEY POINTS:

[01:54] A short introduction about our guest Brianna Amigo and her journey becoming a short-term rentals designer specialist

[04:29] Brianna shares how she specialized in short-term rental design before purchasing her own rental property

[07:48] Brianna’s advice on managing the overwhelming amount of packaging when setting up a short-term rental

[09:01] How Brianna ensures accurate online product selection for short-term rental design when it comes to color and quality

[10:19] Brianna explains how research is crucial to creating a property that stands out in a saturated market

[13:17] Brianna discusses the time and effort required for someone to do their own market research if they want to design their property

[17:18] How Brianna transforms data insights into actionable design strategies for short-term rental properties

[20:04] Brianna talks about how she balances contrasting preferences when it comes to design between clients

[25:05] Brianna shares insights on budgeting for short-term rental design and managing differing opinions with varying expectations

[26:59] Brianna’s favorite sources for design materials and her approach to sourcing furniture for short-term rental properties

[30:51] Brianna highlights styling as an essential element in a kitchen design, emphasizing unique, personal touches that elevate the space

[33:49] Brianna emphasizes the importance of creating cozy and functional family spaces in short-term rental designs

[37:49] The importance of using data to inform outdoor space design when it comes to amenities that can drive bookings

[40:04] Brianna shares the importance of having a separate amenity budget to cover these larger investments in outdoor features

[41:18] The lightning round

Golden Nuggets:

• “I'm really focused on quality. I don't want to fill your property with a bunch of inexpensive options that, of course, are going to fit the budget but also not withstand the wear and tear of short term rental usage, that are not easily maintained, and potentially break on a guest because it's poor quality.”
• “Outdoors is definitely something that should not be neglected. It's usually one of the top reasons why people book properties, and so we want to make sure we really highlight that throughout the design, and we're fully amenitizing the space.”
• “For me, one of the most important parts is having a community of people around me who get what I'm doing, who understand me, who support me, and can give me words of wisdom when I'm lost.”

Let’s Connect!

Instagram: https://www.instagram.com/briannamicheleinteriors

Website: https://briannamicheleinteriors.com/

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Kim shares the strategies that helped her expand her portfolio, from acquiring and designing properties that cater to large groups to optimizing operations for efficiency. She dives into the challenges of managing high-occupancy rentals, keeping guest experiences seamless, and ensuring top-tier cleanliness despite high turnover. Plus, she reveals her secrets to building a loyal customer base and staying ahead in the competitive vacation rental market.

If you're looking to scale your short-term rental business or break into large-group hosting, Kim’s insights will give you the tools and inspiration to take your rentals to the next level. Don’t miss this expert-packed conversation!

HIGHLIGHTS AND KEY POINTS:

[02:18] A short introduction about our guest Kim Herrlein

[03:06] How Kim started in short-term rental industry and scaling her first property

[03:54] Kim shares the planning and renovation of expanding a four-bedroom house into 10 bedrooms

[05:19] Kim explains how personal experience and a prime Coachella location drove her investment decision

[06:24] How Kim gradually expanded a four-bedroom home to 10 to maximize its rental potential

[08:06] Kim shares how she expanded to 14 properties across five regions, adapting designs and learning how guest needs differ by location

[10:20] Kim highlights the importance of market timing to sell properties at their peak value

[13:25] Kim talks about new owners' unrealistic expectations, the evolution of property management, and using tech and VAs to stay ahead

[17:52] How Kim manages and overcomes the challenges of managing large vacation properties

[23:55] Kim talks about the challenges of turnovers for large vacation rental properties and maintaining cleaning standards

[27:04] What Kim looks for when hiring a host and the qualities and systems she values to ensure a great guest experience

[30:32] How Kim manages guest communications for large groups to ensure a seamless experience

[33:47] Kim talks about the challenges of securing repeat bookings for large-group vacation rentals

[37:00] Kim highlights the biggest lesson she has learned in hosting large groups of people

[39:29] The lightning round

Golden Nuggets:

• “I have found that sometimes inheriting property management clients, I think, is one of the most difficult types of clients to bring on to your business, because they may not have, or may not have the exposure to the broad span of the market to really understand what's going on.”
• “Having the right team members is so critically important. Having the right systems and processes in place is so important. I could not do what I do without my team of people and systems and tech, you know, everything intertwined that makes our worlds go round.”
• “I think the biggest problem for people when they come to a home and there's an issue is not that there's an issue; it's that there's an issue, and no one is acknowledging it."
• “This too shall pass. That's been my number one go to whenever anything feels kind of, even when it's good to say this too shall pass; like to be in gratitude and really appreciate the fullness of that. It's not always a negative thing that this too shall pass, that it's the concept that time is always moving.”

Let’s Connect!

Website: https://purveyorsofleisure.com/

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Sheila takes us through her incredible journey—from accidentally stepping into the vacation rental world to strategically using her self-directed IRA to grow her real estate portfolio. She shares the challenges she faced, the lessons she learned, and the strategies that helped her succeed.

Get insights into her unique approach to property management, her passion for design, and the importance of building a strong community. Whether you're an experienced investor or just starting out, Sheila’s story will equip you with the knowledge and motivation to scale your own short-term rental business.

Don't miss this insightful conversation—it just might change the way you think about real estate investing!

HIGHLIGHTS AND KEY POINTS:

[01:46] A short introduction about our guest Sheila Dickinson and how she got started in the world of short-term rentals 

[06:25] Sheila’s growth path from two to nine short-term rentals using diverse financing strategies

[08:47] Sheila’s experience co-investing in real estate with her son and how it shaped his path into flipping properties

[12:29] Navigating real estate investing with Sheila’s husband and the challenges and rewards of working together as a couple

[15:48] Sheila’s insights on building a support network in the short-term rental community

[21:35] Sheila explains the self-directed IRA and the benefits and challenges of using it for real estate investments

[27:11] How Sheila educated herself on self-directed IRAs and real estate investing

[29:12] What are the biggest surprises Sheila encountered in growing her real estate portfolio

[34:30] How Sheila’s goals have changed over the years while growing her real estate portfolio

[39:42] Sheila’s favorite thing about having or being in short term-rental industry

[42:40] The lightning round

Golden Nuggets:

• “If you don't have a supportive spouse at home, I think it is so incredibly important to surround yourself with people who are a support system, whether It's other women in the short term rental space, folks in your local communities, I think it's so important to have a support network.”
• “There are so many wonderful benefits about having an online community. But when you're able to come together and sit next to each other, and sometimes hold each other's hand or hold up a glass of wine, there's just something so incredibly powerful about that.” 
• “My recommendation is find the stuff that you don't like to do and hire great people to do it, because they'll be lit up by that work if it's within their zone of genius, and it frees you up to do what you love too.”
• “When I have something hard to do, if you have to swallow a frog, swallow it quickly, so just get it done.”

Let’s Connect!

Facebook: https://www.facebook.com/EscapesBySheila

Instagram: https://www.instagram.com/escapes_by_sheila/

Website: https://escapesbysheila.com/

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In this episode, Trudy Cox shares how they faced challenges from vacation rental bans and how they convinced the city to pass an ordinance allowing vacation rentals, paving the way for their success.

Trudy gives us a look into their thoughtfully designed properties, sharing how she and her husband built and created their first three homes. She explains how they manage operations, attract guests, and maintain positive relationships with neighbors. Trudy also walks us through her daily operations, inspection process, and cleaning system, including how she effectively manages her cleaning team.

Whether you're an experienced investor or dreaming of your first short-term rental, this episode is filled with valuable insights on perseverance, strategy, and creativity. Listen now to learn how this couple overcame the odds and turned their dream into a thriving business!

HIGHLIGHTS AND KEY POINTS:

[01:20] A short introduction about our guest Trudy Cox 

[02:48] What got Judy started in short-term rental space

[04:29] The biggest challenges that Judy faced doing ground up construction and how they’ve overcome them

[05:29] How Jessica and her husband tackled short-term rental regulations challenges in Arlington

[07:59] Trudy shares how her husband’s relentless efforts helped shape short-term rental regulations

[10:15] Trudy's husband's strategic research to influence short-term rental regulations

[13:20] Trudy talks about his  husband's ongoing involvement in city policy and advocacy for short-term rentals

[15:07] How Trudy and her husband built and designed their first three short-term rental homes

[19:59] How Trudy manages operations and drive traffic to their short-term rentals

[22:03] Trudy’'s positive experience with their neighbors and the beneficial impact of short-term rentals on the neighborhood

[23:44] Trudy talks about their day to day operations and her inspection process

[28:25] Trudy's cleaning process and how she manages her cleaning team

[32:20] Trudy’s advice for newcomers to the short-term rental space

[34:41] Overcoming doubts and challenges in the growth of a short-term rental business

[37:46] Navigating challenges in the building process, specifically related to hiring contractors

[40:20] The lightning round

Golden Nuggets:

• “Make sure that they're investing in an area where they're going to get a good return on their investment.”
• “A second set of eyes always helps.”
• “The best gift you can give to yourself is to ask questions and get feedback from people who have been there and done that.”

Let’s Connect!

Website: arlingtonvacationrentals.com

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After a crushing setback in her medical career, Jessica made the bold decision to reinvent her life. That’s when she discovered the game-changing power of rental arbitrage—and built a thriving short-term rental empire from the ground up.

In this episode, Jessica pulls back the curtain on her hustle, sharing how she secures properties, creates jaw-dropping spaces, and stacks up serious profits. You’ll be on the edge of your seat as she reveals how she faced 77 “no’s” before landing her first deal.

Jessica’s journey wasn’t all sunshine and rainbows. She opens up about the gritty reality of working with apartment complexes, the critical importance of a backup plan, and the mindset shifts that transformed her business. Her resilience and passion are downright contagious. Don’t miss this insider’s look at how she built a 24-unit portfolio from scratch—and how you can walk away with a blueprint for success and the fire to level up your rental arbitrage game!

HIGHLIGHTS AND KEY POINTS:

[02:03] An introduction about our guest Jessica Katz and how she discovered rental arbitrage

[11:13] How did Jessica manage stress and find stability during uncertainty

[17:51] Jessica’s rental arbitrage journey and how she overcame initial challenges

[23:29] What strategies did Jessica use to land her first arbitrage deal

[25:43] Jessica’s journey in landing her first arbitrage deal

[28:15] Jessica describes how she targeted apartment complexes as part of her arbitrage strategy

[30:03] Jessica’s take on apartment complexes versus for single family homes arbitrage

[34:24] Jessica’s approach to investing in upgrades and furniture for properties she doesn’t own

[37:22] How Jessica allocates budget for furnishing properties and ensures competitive edge

[40:17] The lightning round

Golden Nuggets:

• “What helped me the most was finding something to be able to rely on if the worst case scenario happened again.”
• “We can do anything as women, as long as we believe in ourselves and we're intentional about how we focus our time, energy, and efforts.”
• “If you follow the guides that have worked for other people, and you are willing to put in the time it takes to learn how to analyze the right property and do all the right things, you could be successful in this. People should not be so scared to start something if they want to.”

Let’s Connect!

Website: https://jk2properties.com/

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In this episode, Brianne shares her best-kept secrets for showing up authentically, saving time, and creating content that truly connects with your audience. She’s spilling the tea on everything from content creation hacks and the magic of Facebook groups to beating the dreaded comparison trap.

You’ll also hear all about Brianne’s signature “STAY” content framework and her favorite tools for batching posts like a pro—because who doesn’t love a little extra time back in their day?

If social media has ever felt like a constant source of stress, this conversation will flip the script. Brianne’s actionable tips will help you simplify your strategy, grow your audience, and turn them into followers (and future guests!).

It’s time to take the guesswork—and the overwhelm—out of your social media game! Let’s dive in and make it happen!

HIGHLIGHTS AND KEY POINTS:

[02:30] A short introduction about our guest Brianne Hamilton 

[04:36] How Brianne uses her creativity and corporate skills to grow her short-term rental business

[07:53] How can short-term rental hosts use the "STAY" framework to create meaningful and manageable social media content

[13:37] Balancing the "STAY" content pillars for consistent and engaging social media posts

[14:51] How can short-term rental hosts turn social media comparison into a strategy for improvement and engagement

[17:33] Brianne’s insight in leveraging social media inspiration and collaborations to improve content and boost engagement

[19:54] Brianne’s thoughts and recommendations on creating a social media content calendar in advance

[22:18] The benefits of using third-party scheduling tools for short-term rental social media

[25:36] Brianne’s top tools short-term rental hosts can use to enhance social media content creation

[29:01] Some common challenges short-term rental hosts face with social media content creation

[31:10] Brianne’s tips to overcome the challenges of creating social media content and effectively grow audience

[39:20] The lightning round

Golden Nuggets:

• “One of the biggest hurdles I hear from people is that they don't have time to do this. So one of the main things I look to just drive home is it's really just about being consistent with what you can give to it.”
• “Do what you can. Don't criticize, don't judge yourself. Don't think, oh, it's not good enough. Done is better than perfect. Nobody's looking for perfection.”

Let’s Connect!

Facebook: https://www.facebook.com/profile.php?id=695800536

Instagram: https://www.instagram.com/junctionhousegetaways/

Website: https://www.junctionhouse.co/

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Marissa’s mission is simple: to help Airbnb hosts and short-term rental owners harness the power of social media to attract more guests and grow their businesses. In this must-listen episode, she reveals insider tips and actionable strategies to elevate your social media game and turn your online presence into a booking magnet.

Discover why a strong social media strategy is essential for today’s Airbnb hosts and how you can use it to showcase your property’s unique appeal. Marissa shares her proven framework for crafting story-driven, engaging posts that captivate potential guests. She also breaks down which social platforms are the most impactful for short-term rental success and how to leverage collaborations to amplify your reach and build your following.

Whether you’re a seasoned Airbnb host ready to take your bookings to the next level or a newcomer eager to stand out in a competitive market, this episode is packed with actionable insights tailored for short-term rental success. Tune in now to hear Marissa’s expert advice and start maximizing your bookings through social media today!

HIGHLIGHTS AND KEY POINTS:

[03:09] A short introduction about our guest Marissa Schulze

[05:32] Why Social Media Marketing is important for short term rental hosts in today's landscape

[07:23] Marissa shares her best practices when creating content for social media

[11:23] Marissa discusses storytelling techniques to elevate social media content

[15:47] Strategies for creating consistent and engaging content for social media

[18:03] Marissa shares insights on the cost and logistics of hiring a professional to build a property content library

[20:02] Marissa’s practical tips on creating engaging video content for social media

[21:40] How often should you update your content library

[23:14] What social media platforms are most impactful for short-term rental hosts

[25:24] Marissa’s perspective on social media collaboration and how it “changes the game”

[28:57] The importance of targeting the right audience through influencer collaborations

[31:09] Marissa shares the 80/20 rule for content creation

[32:53] The power of answering common guest questions through storytelling on social media

[36:50] Marissa’s advises on repurposing content across platforms

[39:03] Marissa shares advice on how often short-term rental hosts should post on social media

[40:20] Marissa’s advises for short-term rental hosts on building a beautiful social media feed and running ads

[42:53] The lightning round

Golden Nuggets:

• “Collabs change the game.”
• “It is extremely important to make sure that the influencer has the audience that you are targeting.”
• “Just keep going.”
• “I don't have to know everything. I need to use my God given talents and my work experience and learn along the way, but apply the skill sets I already have and leverage that.”
• “You never treat anybody differently. It doesn't matter where you are in life, where they are in life, you are the same person to everyone, every day.”

Let’s Connect!

Instagram: https://www.instagram.com/haymakermarketing/

Website: https://www.haymakersocial.com/

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From the supposed "must-haves,” we discuss the operational truths that truly boost Airbnb profitability and guest satisfaction.

Whether you're a seasoned Airbnb host or just launching your short-term rental journey, this episode is packed with actionable insights to elevate your business. Get ready to learn proven strategies and hard-earned lessons to help you navigate guest expectations and maximize your property’s potential.

Don’t miss this candid conversation that challenges the status quo and shows you how to build a short-term rental business that aligns with your goals, lifestyle, and long-term success. Tune in now and transform your Airbnb strategy!

HIGHLIGHTS AND KEY POINTS:

[03:20] A short introduction about our guest Beata Lorinc and her experiences in managing both self-owned and client-owned properties

[07:14] Beata dispels the number 1 myth in the short-term rental industry

[10:53] How Beata how approaches the choice of towel as part of her overall design and operational strategy

[14:14] Beata’s perception of white linens and towels as a necessity in short-term rentals

[17:22] The myth surrounding welcome baskets in short-term rentals

[21:59] Beata dispels the myth of having coffee bars or a wide range of coffee options is essential

[26:57] The myth of passive income in short-term rental management

[29:20] The misconceptions on self-managing and property managers

[32:47] Beata’s journey and evolution of how she became a successful vacation rental property manager

[35:31] The importance of making business and life decisions that align with one's current season of life

[39:22] Beata’s strategies for maximizing profitability in short-term rental business

[51:20] The lightning round

Golden Nuggets:

• “I will always err on operations slightly over esthetics, where some others would pick esthetics over operations.”
• “It's important that as we are setting up our properties, we're thinking like consumers.”
• “You can get five star reviews by focusing on the foundational elements. When you nail that, you're setting yourself up for success in your business.”
• “Even if you have the right skills and you have the time, if it doesn't light you up, if you don't enjoy it, don't do it.”
• “If you make it a habit to pay attention to your income and your expenses on a monthly basis, at a minimum, I have a feeling you're going to see improvement, because what gets measured gets improved.”

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Kara’s story is packed with real-world lessons that every Airbnb host and short-term rental owner needs to hear. From a difficult chargeback battle to crucial financial and legal hurdles, Kara reveals the essential strategies that helped her protect her business. Her secret weapons? Clear policies, rock-solid documentation, and a commitment to authentic hosting that builds trust and creates unforgettable guest experiences.

But that’s just the beginning. Kara also pulls back the curtain on how she balances family life while running her short-term rental business. We discuss the power of building a reliable team and how communication and systems are the secret sauce to a smooth operation.

Whether you’re launching your first Airbnb or scaling your short-term rental empire, this episode is a goldmine of actionable tips, inspiring stories, and expert advice. Don’t miss out on the chance to learn from Kara’s invaluable experience. Tune in now and get ready to level up your short-term rental success!

HIGHLIGHTS AND KEY POINTS:

[02:05] A short introduction about our guest Kara Margraf

[03:32] How Kara got started and how she selected her market

[10:10] The challenges Kara faced in her journey as a short-term rental host and how she navigated them

[14:15] Kara shares her experience and thoughts on genuine hosting and how it is vital for building strong guest relationships and a positive experience

[20:15] The value of building systems and a reliable team around your short-term rental business

[24:01] Kara shares her experience dealing with a chargeback issue as a short-term rental host

[33:05] The serious issue of chargebacks and fraudulent activity that can happen in the short-term rental industry

[36:26] The importance of maintaining professional standards and implementing security measures

[38:26] Kara discusses the challenges and dynamics of running a business with her spouse

[44:28] The lightning round

Golden Nuggets:

• “Don't go into it if you think that it's going to do it by itself. You have to have a heart for taking care of people.”
• “My biggest piece of advice is learning to host your guests. It doesn't happen overnight. You're not going to do it perfectly from the beginning. You're going to do your absolute best.”
• “Surround yourself with a good group of people.”

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Jen shares her expert strategies for staging and interior design, tailored to Airbnb and short-term rental properties. From creating functional spaces that cater to large groups to stocking kitchens with must-have essentials, she reveals the small details that make a big difference.

Jen also dives into the personal side of her journey, opening up about how she balances running big design projects with homeschooling and family life. With faith as her foundation, she shares how she’s overcome challenges and made the design process a family affair.

This episode is packed with practical tips and heartfelt stories that will inspire Airbnb hosts and short-term rental owners alike. If you’re ready to take your vacation rental design to the next level, don’t miss this conversation.

Listen now and learn how to create spaces that not only look stunning but feel like home.

HIGHLIGHTS AND KEY POINTS:

[02:41] A short introduction about our guest Jen Arkell

[04:57] Jen’s approach to designing large vacation rentals or expansive properties

[07:02] What are the key considerations when furnishing a kitchen for large vacation rental properties

[10:01] Jen walks us through her process of designing large vacation rental properties

[12:55] How Jen manages the receiving and labeling of shipments for property staging

[15:20] Jen explains how she intuitively designs large vacation rental spaces despite not having formal interior design training

[17:40] How Jen and her husband balance budget and functionality to furnish large vacation rentals, and create a comfortable, high-quality guest experience

[23:41] Jen’s approach in designing vacation rental properties with events in mind

[25:06] Jen advice to those new to staging and furnishing large properties

[26:42] How Jen balances homeschooling, raising her kids, and managing a short-term rental business

[28:51] Jen's way of involving her kids in property setup and fostering a family-oriented work environment

[33:39] Jen shares how she gets to know her cleaners builds strong relationships with them

[36:00] How Jen personally deals with stress

[39:05] The lightning round

Golden Nuggets:

• “Start small, and scale from there.”
• “Show yourself grace when you can't always find that exact piece that you want to find; in the end, it'll come together.”
• “When you pour into the kids you and you're pouring into your family, there's a natural outward flow of being on the same team so that you can manage what you need to do.”
• “I truly know the Lord has His hand and everything allows everything to happen for a reason, and those are the most beautiful moments.”

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