The Holiday Headstart

40. 5 Things You Can Do in January to Get Ahead for Next Christmas (Seriously!)

Sat, 24 Jan 2026 04:00:00 -0500

Christmas may feel far away, but it’s never too early to start getting ahead. In this episode, we are bringing back our five easy tasks you can tackle in January to set yourself up for a smoother, more joyful holiday season. Plus, we’ve got creative tips for celebrating lesser-known holidays like Groundhog Day, and we’ll reveal the magic of reflecting on your past holiday experiences to make future celebrations even better. So grab your notes as we give you the tools to stay stress-free and joyous all year round!

Episode Highlights:

[01:04] – Tradition Spotlight on Celebrating Groundhog Day

[03:20] – Getting Ahead for Next Christmas

[04:01] – Tip 1: Reflect and Record

[05:55] – Tip 2: Savings Strategy

[06:42] – Tip 3: Stocking Solutions

[09:13] – Tip 4: Undecorate with Purpose

[10:25] – Tip 5: Recipe Roundup

[14:27] – This week’s Get A Headstart Tip for saving for back-to-school expenses

[15:49] – What’s on our to-do lists this week

[16:51] – Our Nice Lists

What’s Next?

Join us next week for more tips on holiday preparation and planning!
Check out the Holiday Headstart Playbook for more tools and inspiration.

Resources Mentioned:

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39. A Gentle Plan for the Week After Christmas

Sun, 14 Dec 2025 04:00:00 -0500

While there’s so much to manage right now, there’s a gift of slower paced days heading your way. But if you don't think about it even a tiny bit ahead of time, it just... disappears. And then you get to January wondering what happened and why you still feel exhausted.

Since there’s not room to add anything heavy to your plate, we’re keeping things light. In this episode, we're walking you through five different "resets" you might be craving after the holiday rush—recovery, connection, catch-up, fun, or closure—and helping you build a bare minimum plan so that the week between Christmas and the new year actually gives back to you.

You could literally make your whole plan while you listen. So grab your headphones, finish wrapping those gifts, and let's make sure the week after Christmas doesn't slip away.

Highlights from the episode:

[00:01:06] - Tradition Spotlight on sibling gift exchange

[00:03:35] - A gentle post-holiday plan

[00:06:50] - Post-holiday reset 1: recovery

[00:08:08] - Post-holiday reset 2: connection

[00:08:42] - Post-holiday reset 3: catch up

[00:09:29] - Post-holiday reset 4: fun

[00:10:12] - Post-holiday reset 5: closure

[00:11:17] - Bare minimum plan

[00:19:11] - Make your own plan

[00:21:25] - This week’s Get A Headstart Tip for making a Christmas lost-and-found box for lost decor items

[00:22:48] - What’s on our to-do lists this week

[00:25:20] - Our Nice Lists

Resources:

List any resources mentioned in the episode first, and then the evergreen links below them.

🔥 Wish Papers for New Year's Eve: https://www.amazon.com/s?k=wish+papers
📚 Jolabokaflod (Icelandic Book Flood) tradition idea
🎄 My Minds Eye Glitter Christmas Village pieces
📺 The Merry Movie Club on Instagram: @themerrymovieclub
🎬 Merry Christmas Ted Cooper (Hallmark movie recommendation)
Grab The Holiday Headstart Playbook
Take the Holiday Profile quiz
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

More About The Holiday Headstart:

Welcome to The Holiday Headstart podcast, where we get intentional about kicking overwhelm to the curb and bringing joy back to your holidays (and every day). We’re Heidi and Emily, two sisters and former elementary school teachers, who’ve taken the simple strategies and practical tips we mastered in the classroom and put them to work in our personal lives.

And we’re here to help you do the same! Join us each week as we share how, with a little planning and a little prep, you can ensure that the days that make life special don’t become the days that make you stressed.

38. Before You Stuff a Single Stocking, Listen to This

Mon, 01 Dec 2025 04:00:00 -0500

Stockings are such a given that most of us never stop to think about whether they're actually working for us. We just keep doing what we've always done—until the stress piles up or disappointment creeps in.

In this episode, we're walking you through six key areas to consider when it comes to stockings—from clarifying your "why" to setting boundaries around cost and expectations. We're also tackling something that doesn't get talked about nearly enough: what to do when everyone else's stocking is overflowing… and yours is empty.

Whether you're trying to simplify your holiday prep, get everyone on the same page, or just make sure you feel included and cared for this season, this conversation will help you approach stockings with intention instead of stress.

Highlights from the episode:

[00:01:12] - Tradition Spotlight on kazoo caroling

[00:04:04] - Step 1: What matters about stockings?

[00:05:05] - Step 2: Who’s included?

[00:05:57] - Step 3: Style & setting

[00:08:28] - Step 4: What’s the stocking budget?

[00:10:52] - Step 5: Stocking timing and traditions

[00:11:43] - Step 6: Managing stocking disappointment

[00:16:59] - This week’s Get A Headstart Tip for ordering PJs

[00:19:38] - What’s on our to-do lists this week

[00:22:33] - Our Nice Lists

Resources:

List any resources mentioned in the episode first, and then the evergreen links below them.

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37. The Holiday List System That Actually Works

Thu, 06 Nov 2025 13:00:00 -0500

In this episode, we're breaking down exactly how to tackle your holiday planning so you can stop white-knuckling your way to January. And we're starting with something that might surprise you—we're celebrating what you've already done.

Then we'll walk you through our full system: from making your Ta-Da List, to creating your Tackle List for those tasks you dread, building an intentional to-do list, and timing everything so you're not cramming it all into the last two weeks of December.

Plus, we're sharing bonus lists that will save your sanity—like Early Bird Tasks you can knock out now, "one and done" decisions that eliminate decision fatigue, and our favorite TV Tasks for productive relaxing.

Highlights from the episode:

[00:55:00] - Tradition Spotlight on annual Christmas ornaments

[00:07:00] - Make your Ta-Da List

[00:11:20] - Make your Tackle List

[00:14:04] - Make your To-Do List

[00:15:48] - Other helpful lists

[00:20:49] - This week’s Get-A Headstart Tip for preparing for guests

[00:21:49] - What’s on our to-do lists this week

[00:27:52] - Our Nice Lists

Resources:

Miss Mouth’s Messy Eater Stain Treater Spray
Jacquie Lawson Advent Calendar
Grab The Holiday Headstart Playbook
Take the Holiday Profile quiz
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

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36. How to Do Halloween Right (Without Doing Everything)

Fri, 24 Oct 2025 04:00:00 -0500

Halloween can sneak up on you fast, so let’s walk through our 10-step system for planning a Halloween that feels magical instead of manic. From figuring out your budget to mapping your trick-or-treat route, we cover everything you need to know to stay ahead of the chaos. If you want to actually enjoy Halloween this year instead of just surviving it, this episode is for you.

Highlights from the episode:

[00:01:14] - Tradition Spotlight on Joy Lists

[00:05:11] - Planning Halloween step 1 - Identify your purpose

[00:07:03] - Step 2 - Budget

[00:08:35] - Step 3 - Activities and Traditions

[00:11:07] - Step 4 - Calendar and Coordinate

[00:11:53] - Step 5 - Food

[00:15:46] - Step 6 - Costumes and Photos

[00:18:52] - Step 7 - Home Prep

[00:19:25] - Step 8 - Logistics

[00:21:09] - Step 9 - Halloween Night Details

[00:22:00] - Step 10 - Lists

[00:24:48] - This week’s Get A Headstart Tip for inventorying gift stock piles

[00:26:20] - What’s on our to-do lists this week

[00:27:45] - Our Nice Lists

Resources:

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35. Your September Holiday Reset: The 5 Tasks That Matter Most

Wed, 10 Sep 2025 04:00:00 -0500

Feeling behind on your holiday prep? Don’t worry—you’re not alone, and September is the perfect month to hit reset. In this episode of The Holiday Headstart Podcast, we’re taking a step back from our usual “5 tasks” format and reviewing everything we’ve covered so far this year—40 holiday prep tasks in total! From budgeting to baking, from gift lists to game plans, we’re laying it all out in one place.

But here’s the twist: you don’t need to tackle all 40. Instead, your challenge this month is to choose the 5 tasks that will have the biggest impact on your December. Think of it as holiday triage—focusing on what will matter most to you and your family. Whether you’re just starting now or you’ve been following along all year, this episode will help you prioritize, simplify, and move into fall with confidence and clarity.

Highlights from the episode:

[00:01:04] - Tradition Spotlight on an apple cider bar

[00:01:43] - Tasks for September

[00:03:54] - Money and Planning Tasks

[00:05:40] - Systems and Organization Tasks

[00:09:27] - Food and Entertaining Tasks

[00:10:56] - Gift Tasks

[00:12:28] - Experience and Traditions Tasks

[00:14:19] - Logistical Tasks

[00:16:08] - Your Top 5 Tasks

[00:18:19] - This week’s Get A Headstart Tip for making holiday prep time more enjoyable

[00:19:26] - What’s on our to-do lists this week

[00:20:37] - Our Nice Lists

The Complete List: Holiday Prep Tasks by Category

Money & Planning

Set up automatic savings transfer for Christmas fund
Inventory winter clothing needs (coats, boots, gloves)
List 4th quarter grocery needs and extra expenses

Systems & Organization

Write yourself notes for what to do differently next time
Update your Pinterest boards
Set up stocking bags for year-round gift collecting
Stock up on discounted school supplies for stocking stuffers
Create hiding places for presents (try moving bags!)
Sort holiday decoration bins
Organize holiday items in the garage/attic while weather is nice
Donate holiday items you don’t use anymore
Plan strategic un-decorating for next year
Choose decorating theme and color scheme
Make a wrapping station
Create a Need-to-Know Box for essential holiday items
Declutter crafting area before DIY projects
Buy advent calendars early (best selection available now!)

Food & Entertaining

Gather all holiday recipes in one place
Make and freeze cookie dough
Draft holiday menus (including non-holiday meals around Christmas)
Find and test new holiday recipes

Gifts

Start gathering gift idea for everyone
Start working on DIY gifts NOW (seriously!)
Create gift lists for loved ones and yourself
Draw names for gift exchanges

Experiences & Traditions

Reflect on last holiday season (what worked/didn't work)
Stock a personal recovery kit for post-holiday recuperation
Dream about traditions that support your holiday purpose
Complete the holiday values exercise
Find holiday playlists and book lists
Plan the week after Christmas (Twixmas!)

Logistics

Organize holiday photos into albums
Edit Christmas card list and track down addresses
Book family photographer before they're completely booked
Plan for fall and winter birthdays
Prep guest room/space for holiday visitors
Figure out Elf plans (if applicable)
Create household Minimum Upkeep Plan

Resources:

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34. 5 August Tasks to Make Your December So Much Easier

Tue, 26 Aug 2025 04:00:00 -0500

August is the sweet spot for getting ahead without the pressure. This month, we're sharing five practical tasks that will make your December so much smoother: from coordinating gift exchanges early to booking photographers before they're booked solid. Plus, we'll help you tackle DIY gifts before the last-minute panic sets in and make sure those fall birthdays don't get lost in the holiday shuffle. If you've been following along with our monthly prep series, you're already ahead of the game—and these five tasks will keep that momentum going strong.

Episode Highlights:

[00:01:05] - Tradition Spotlight on back-to-school pencil cookies

[00:04:50] - Task 1 - Draw names now for gift exchanges

[00:05:55] - Task 2- Start shopping for advent calendars

[00:07:38] - Task 3 - Buckle down on DIY gifts

[00:09:25] - Tip 4 - Book your family photographer

[00:10:49] - Tip 5 - Plan any birthdays from September to January

[00:13:07] - This week’s Get A Headstart Tip for using Miss Freddy’s tips to organize and store kid memories

[00:16:19] - What’s on our to-do lists this week

[00:20:24] - Our Nice Lists

Resources Mentioned:

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33. The Back-to-School Roadmap for Busy Moms

Tue, 12 Aug 2025 04:00:00 -0500

What if instead of white-knuckling your way through supply lists and schedule changes, you could actually feel prepared, maybe even excited, for the new school year?

We're taking our proven 10-step holiday planning framework and applying it to back-to-school season. Because just like Christmas, back-to-school isn't a single day, it's a season with its own rhythms, demands, and thousand tiny decisions.

In this episode, we're giving you a roadmap to approach this season with more clarity and way less chaos, even when you can't hit pause on regular life to deal with all of the changes coming your way.

Highlights from the episode:

[00:00:24] - Tradition Spotlight on Backwards Back-to-School Dinner

[00:03:25] - Starting with what matters

[00:08:57] - How to make back-to-school feel special

[00:10:36] - Figuring out logistics

[00:18:43] - Making a game plan to get it all done

[00:22:55] - This week’s Get A Headstart Tip for connecting with your child’s teacher early

[00:24:39] - What’s on our to-do lists this week

[00:26:33] - Our Nice Lists

Resources Mentioned:

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32. 5 Tasks for July to Save Your Sanity in December

Wed, 30 Jul 2025 04:00:00 -0500

In this episode, we're sharing five gentle ways to get ahead on holiday prep while you're still enjoying those pool days and popsicles. From stocking up during back-to-school sales to finally starting that wishlist you always forget about, these low-key tasks are all about making December feel more joyful and way less stressful.

No tinsel required—just a little July planning that will make your future self want to send you a thank-you card.

Episode Highlights:

[00:00:22] - Tradition Spotlight on a summer picnic

[00:01:02] - Tip 1 - Stock up on school supplies for stockings

[00:02:03] - Tip 2 - Start making your gift lists

[00:04:55] - Tip 3 - Make your own wish list

[00:06:37] - Tip 4 - Think about how you want to spend the week after Christmas

[00:09:22] - Tip 5 - Inventory the supplies you have for hosting guests

[00:11:56] - This week’s Get A Headstart Tip for starting your planning in the right place

[00:14:50] - What’s on our to-do lists this week

[00:19:03] - Our Nice Lists

Resources Mentioned:

Splendor Duel
Somebody Feed Phil on Netflix
Grab The Holiday Headstart Playbook
Take the Holiday Profile quiz
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

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31. 5 Holiday To Dos You Can Check Off in June

Sat, 28 Jun 2025 04:00:00 -0500

We're six months out from the holidays. It’s too early for tinsel, but we’re just in time for some smart prep! In this episode, we share five simple tasks you can tackle now to make December feel a whole lot lighter. From freezing cookie dough to drafting a household "Minimum Upkeep Plan," these June-friendly ideas are all about giving your future self the gift of breathing room.

Trust us—your December self will thank you.

Episode Highlights:

[00:00:20] - Tradition Spotlight on Choosing Your Song of the Summer

[00:03:22] - Tip 1 - Make and freeze cookie dough

[00:05:32] - Tip 2 - Draft holiday menus

[00:06:23] - Tip 3 - Plan non-holiday meals that fall near the holidays

[00:08:05] - Tip 4 - Schedule your Elf antics

[00:09:26] - Tip 5 - Make your household’s Minimum Upkeep Plan

[00:12:13] - This week’s Get A Headstart Tip for cleaning berries

[00:14:27] - What’s on our to-do lists this week

[00:18:02] - Our Nice Lists

Resources Mentioned:

Guide to freezing dough
Guide to cleaning berries in hot water:
NY Times
The Kitchn
Grab The Holiday Headstart Playbook
Take the Holiday Profile quiz
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

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30. The Easiest To Do List: 5 Ways to Plan Christmas from Your Couch This May

Wed, 28 May 2025 04:00:00 -0500

Welcome to the 100 Days of May—also known as May-Cember, the month that feels like it never ends! In this episode, we’re talking TV Tasks—easy, screen-friendly activities you can do on your phone while relaxing on the couch.

We’ve rounded up a handful of low-effort, high-payoff tasks you can tackle during your downtime. If you’re looking for calm, cozy ways to get a little head start, this episode is here to help.

Episode Highlights:

[00:01:02] - Tradition Spotlight on planting pumpkins

[00:04:37] - Tip 1 - Organizing Pinterest

[00:07:40] - Tip 2 - Look for new holiday recipes

[00:09:23] - Tip 3 - Find holiday playlists

[00:12:45] - Tip 4 - Track down addresses

[00:14:36] - Tip 5 - Find book titles for December

[00:08:04] - This week’s Get A Headstart Tip for making a TV Task List

[00:20:28] - What’s on our to-do lists this week

[00:23:20] - Our Nice Lists

Resources Mentioned:

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29. How Knowing Yourself Better Can Bring More Joy to Your Holiday Planning

Sat, 26 Apr 2025 04:00:00 -0500

In this episode of Holiday Headstart, we dive into how understanding yourself through Gretchen Rubin’s Four Tendencies framework can completely change the way you plan for Christmas—and reduce your stress while you're at it. We break down each of the four tendencies—Upholder, Questioner, Obliger, and Rebel—and explore how your response to expectations shapes your ability to plan, prep, and actually enjoy the holidays. Whether you love a checklist or resist all structure, this episode will help you create a holiday planning system that works with your natural tendencies, not against them.

We’ll share personalized tips for each tendency, including how to build in flexibility, avoid analysis paralysis, use accountability to your advantage, or embrace your inner maverick. If you’ve ever felt like your holiday prep always falls short or leaves you burnt out, this episode might just be the mindset shift you need. Plus, check the show notes for a link to Gretchen Rubin’s quick Four Tendencies quiz so you can discover your own type and start planning smarter today!

Episode Highlights:

[00:01:03] - Tradition Spotlight on a Today’s Your Special Day plate

[00:02:51] - Introduction to the 4 Tendencies

[00:08:26] - Using your tendency to thrive

[00:10:16] - Tips for Upholders

[00:12:38] - Tips for Questioners

[00:15:49] - Tips for Obligers

[00:19:07] - Tips for Rebels

[00:21:37] - This week’s Get A Headstart Tip for getting holiday tasks done in advance

[00:24:37] - What’s on our to-do lists this week

[00:27:47] - Our Nice Lists

Resources Mentioned:

If you enjoyed this episode, you'll love this too:

Episode 25 - Why You Should Write Yourself a Permission Slip for the Upcoming Holidays

28. 5 Tasks To Do in April to Get Ahead for Next Christmas

Wed, 09 Apr 2025 04:00:00 -0500

We’re back with five more simple tasks to help you chip away at holiday prep throughout the year! Whether you’re just joining us or have been following along, these tips are designed to make the holiday season less overwhelming and more enjoyable.

In this episode, we share five simple tasks you can complete in April to prepare for the holiday season. By tackling these small, manageable tasks throughout the year, you can reduce the stress and overwhelm that often comes with the holiday rush. This month's tasks include creating a wrapping station, listing fourth-quarter grocery needs, completing a holiday values exercise, inventorying winter items, and assembling a "Need-to-Know Box" for essential holiday items.

Let’s break the holiday chaos into manageable pieces and give ourselves the gift of a calmer, more joyful season!

Episode Highlights:

[00:01:01] - Tradition Spotlight on the Shepherd Supper

[00:04:38] - Tip 1 - Make a wrapping cart

[00:09:28] - Tip 2 - List your fourth-quarter grocery needs

[00:12:35] - Tip 3- Complete the holiday values exercise

[00:14:51] - Tip 4- Inventory winter items

[00:16:16] - Tip 5- Assemble a “Need to Know” box

[00:18:44] - This week’s Get A Headstart Tip for storing wrapping paper

[00:20:38] - What’s on our to-do lists this week

[00:22:18] - Our Nice Lists

Resources Mentioned:

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27. Do These 5 Easy Things in March to Get Ahead for Christmas!

Wed, 19 Mar 2025 04:00:00 -0500

Planning ahead for Christmas can feel overwhelming, but small steps now can make the holiday season smoother and happier. In this episode, we’re sharing five practical ways to get ahead on holiday planning in March. From crafting a personal recovery kit to selecting a holiday decoration theme, we’ve got loads of actionable tips to prevent stress from stacking up in December.

Episode Highlights:

[00:00:44] - Tradition Spotlight on gentle April Fools jokes

[00:04:20] - Task 1: Stock a personal recovery kit

[00:07:40] - Task 2: Pick a decorating theme

[00:11:47] - Task 3: Organize your garage before it gets hot

[00:12:32] - Task 4: Edit your Christmas card list

[00:13:46] - Task 5: Search for ideas of traditions you might like

[00:14:34] - What’s on our to-do lists this week

[00:16:55] - Our Nice Lists

What's Next?

Need motivation to get started? Try scheduling a Holly Day this month to focus on holiday prep!

Resources Mentioned:

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26. Easy Festive Traditions You Can Try For St. Patrick's Day [Episode 26]

Wed, 05 Mar 2025 04:00:00 -0500

Hey friends! In this episode of Holiday Head Start, we’re sharing a fun roundup of St. Patrick’s Day ideas—some from our own childhood traditions and some fresh inspiration from others. The beauty of celebrating smaller holidays like this one is that there are no big expectations—just fun little touches to add a little sparkle to the day!

We chat about our favorite traditions, like a leprechaun visit that leaves behind tiny footprints and a pot of gold, plus an easy festive punch and a creative take on “Irish” haystacks. We also share a fun printable dice game to use up leftover candy and a sweet shamrock-shaped pretzel treat.

If you’re looking for simple ways to celebrate, we’ve got you covered! Tune in for all the details, and be sure to connect with us on Instagram @theholidayheadstart to share your favorite St. Patrick’s Day ideas.

Resources Mentioned in This Episode:

What’s Next:

Choose something festive to add surprise and delight to your St. Patrick’s Day!

If You Enjoyed This Episode, You’ll Love These Too:

Episode 22 – Easy Valentine’s Day Traditions to Start With Your Family This Year

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25. Why You Should Write Yourself a Permission Slip for Upcoming Holidays

Wed, 26 Feb 2025 04:00:00 -0500

Ever feel like you need permission to set boundaries, take up space, or just be yourself in tough situations? In this episode, we’re diving into one of Brené Brown’s most genius ideas—permission slips. No, not the kind you signed for field trips, but the ones you write for yourself to navigate emotionally vulnerable moments.

From work meetings to holiday gatherings, permission slips are a powerful tool for claiming your agency and setting your own rules. Join us as we explore how writing these simple notes can help you manage expectations, reduce stress, and show up as your best self—especially during the holiday season.

Highlights from the episode:

[00:00:53] - Tradition Spotlight on personal whimsy

[00:07:31] - What Are Permission Slips

[00:09:38] - Permission Slips You Might Want

[00:14:57] - Writing Your Own Permission Slips

[00:18:00] - This week’s Get A Headstart Tip for Grocery Lists

[00:20:06] - What’s on our to-do lists this week

[00:21:41] - Our Nice Lists

What’s Next:

Take a moment today to write a few permission slips for yourself. Need help getting started? Try these prompts:

👉 I give myself permission to feel…

👉 I give myself permission to do…

👉 I give myself permission to not…

Whatever it is, write it down. Make it real. And most importantly, give yourself permission to embrace the life you want.

Resources Mentioned:

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24. How To Decide if Your Holiday Traditions Still Work For You

Wed, 19 Feb 2025 04:00:00 -0500

Traditions make the holiday season feel magical, but they can also lead to stress and overwhelm. In this episode, we’re taking a step back to evaluate which traditions are truly meaningful and which ones might be more hassle than joy. Just because you’ve always done something doesn’t mean you have to keep doing it! Using six key questions, we’ll walk through how to assess your traditions—considering their purpose, who’s involved, the opportunity cost, and whether small adjustments could make them more enjoyable.

Now is the perfect time to reflect, long before the holiday rush, so you can make thoughtful changes without pressure. Our goal? A holiday season focused on connection, not stress. Tune in to learn how to simplify your traditions in a way that keeps the meaning but ditches the overwhelm!

Highlights from the episode:

[00:00:57] - Tradition Spotlight on bedroom picnics

[00:02:35] - Why February is the perfect time for reflection

[00:06:13] - Reflecting on what matters

[00:11:53] - Is this tradition worth continuing?

[00:13:07] - Where to start with reflection

[00:15:08] - This week’s Get A Headstart Tip for managing wish lists

[00:17:10] - What’s on our to-do lists this week

[00:18:35] - Our Nice Lists

What’s Next:

Choose a tradition that’s causing some headaches, and use the guiding questions to help you decide if your tradition needs to be tweaked or retired.

Resources:

If you enjoyed this episode, you'll love these too:

Episode 11 - 10 easy steps to create a new holiday tradition for your family

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23. 5 Easy Tasks To Do in February to Get Ahead for Next Christmas

Wed, 12 Feb 2025 04:00:00 -0500

In January, we shared five simple ways to get ahead on your Christmas prep (check out Episode 20 if you missed it). Today, we’re continuing the momentum with five simple tasks you can tackle in February to make your holiday season smoother and less stressful.

The key to a stress-free Christmas is starting early. Taking small, manageable steps each month can spread out the workload and avoid last-minute panic. Whether it’s getting ahead on gift planning, organizing storage spaces, or preparing for DIY projects, this episode will help you take proactive steps now that your future self will appreciate. Tune in as we break down each task and share practical tips to make your holiday preparations more effortless and more enjoyable!

Highlights from the episode:

[01:03] - Tradition Spotlight on simmer pots

[03:12] - Tip 1: Start gift idea lists

[06:26] - Tip 2: Find hiding places for gifts

[08:50] - Tip 3: Organize photos

[10:55] - Tip 4: Organize crafts

[11:42] - Tip 5: Start DIY gifts now

[16:06] - This week’s Get A Headstart Tip for identifying your holiday stressors

[17:00] - What’s on our to-do lists this week

[19:06] - Our Nice Lists

What’s Next:

Schedule your February Holly Day and add these tasks to your to-do list.

Resources Mentioned:

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The Holiday Headstart Episode 20 - 5 Things You Can Do in January to Get Ahead for Next Christmas

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22. Easy Valentine's Day Traditions To Start With Your Family This Year

Tue, 04 Feb 2025 04:00:00 -0500

Welcome back to Holiday Head Start! Today, we’re sharing a roundup of Valentine’s Day traditions—some we’ve loved for years, and some fun new ideas we’ve gathered along the way. From Secret Cupid exchanges to heart-y pizza, we’re sharing our favorite ways to use Valentine’s celebrations to foster love and connection.

Highlights from the episode:

[00:00] - Secret Cupid

[7:15] - Planning a new Valentine tradition

[15:45] - Valentine’s Day gift tradition

[17:58] - Valentine candy letter boxes

[20:28] - This week’s Get A Headstart Tip for making playlists

[23:31] - What’s on our to-do lists this week

[26:36] - Our Nice Lists

Resources Mentioned:

If you enjoyed this episode, you'll love these too:

More About The Holiday Headstart:

21. Top 10 Tips for Planning a Holiday Class Party

Wed, 29 Jan 2025 04:00:00 -0500

Every year since 2001, we’ve been knee-deep in the joys (and chaos!) of holiday class parties. After two and half decades, we’ve collected invaluable insights to help make class parties fun and manageable. In this episode, we’re sharing our top 10 tips for hosting a successful class party that keeps kids engaged without the chaos.

If you’re someone who’s ever felt overwhelmed by trying to entertain 25 energetic kids, this episode is for you! We’re sharing practical advice for planning, organizing, and running a party that’s enjoyable for kids, stress-free for you, and appreciated by teachers.

Highlights from the Episode:

[00:00] - Tradition Spotlight on half birthdays

[00:04:43] - Communication is Key

[00:10:34] - Deal with the Details in Advance

[00:17:07] - Keep it Simple

[00:23:51] - This week’s Get A Headstart Tip for

[00:24:30] - What’s on our to-do lists this week

[00:27:01] - Our Nice Lists

Resources mentioned:

If you enjoyed this episode, you'll like these too:

More about the Holiday Headstart:

Do you want to make the holidays magical and memorable but life gets in the way and things end up feeling stressful instead of special? You’re in the right place. Co-hosts Emily and Heidi are two sisters and former elementary school teachers who have cracked the code on how to keep up with all the annual holidays, events, and day-to-day to-dos.

They’ve learned how to bring their experience and planning in the classroom into their personal lives - and now they want to share their best tips with you. Tune in weekly to learn how to work just a little at a time so the days that you look forward to most don’t get sacrificed to the busyness of daily life. They’ll talk holiday planning (hello, Christmas!), traditions, and ordinary days too…because those should feel just as significant!

20. 5 Things You Can Do in January to Get Ahead for Next Christmas (Seriously!)

Wed, 22 Jan 2025 04:00:00 -0500

Christmas may feel far away, but it’s never too early to start getting ahead. In this episode, we’re sharing five easy tasks you can tackle in January to set yourself up for a smoother, more joyful holiday season later this year. Plus, we've got creative tips for celebrating lesser-known holidays like Groundhog Day, and we'll reveal the magic of reflecting on your past holiday experiences to make future celebrations even better. So grab your notes as we give you the tools to stay stress-free and joyous all year round!

Highlights from the episode:

[01:04] - Tradition Spotlight on celebrating Groundhog Day

[03:20] - Getting Ahead for Next Christmas

[04:01] - Tip 1: Reflect and Record

[05:55] - Tip 2: Savings Strategy

[06:42] - Tip 3: Stocking Solutions

[09:13] - Tip 4: Undecorate with Purpose

[10:25] - Tip 5: Recipe Roundup

[14:27] - This week’s Get A Headstart Tip for saving for back-to-school expenses

[15:49] - What’s on our to-do lists this week

[16:51] - Our Nice Lists

What’s Next?

Join us next week for more tips on holiday preparation and planning!
Check out the Holiday Headstart Playbook and Reflection Journal for more tools and inspiration.

Resources:

Holiday Headstart Reflection Journal
Grab The Holiday Headstart Playbook
Take the Holiday Profile quiz
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/christmas-planning-in-january/

19. You Did It! Now What? 5 Themes to Help Plan the Year Ahead

Wed, 15 Jan 2025 04:00:00 -0500

The holidays may be behind us, but that doesn’t mean the work stops. We're here to keep the holiday spirit alive while planning ahead for a stress-free and joyful year. From meaningful, memorable traditions like celebrating Martin Luther King Day to low-key fun with half-birthday parties, we're here to make every season shine.

In this episode, we share tips for organizing your annual files, scheduling monthly holidays, and making relaxed productivity your new favorite thing. Let's make every holiday special, stress-free, and a little more magical together. Don't miss out on transforming your holiday prep into a year-round celebration!

Highlights from the episode:

[01:15] - Tradition Spotlight on Martin Luther King Day

[04:13] - Big picture quintile planning

[09:17] - Planning ahead with Holly Days

[12:50] - Reflecting in quintile 1

[13:52] - This week’s Get A Headstart Tip for transitioning files from 2024 to 2025

[16:23] - What’s on our to-do lists this week

[17:48] - Our Nice Lists

What’s Next?

Subscribe to the podcast for our upcoming deep dive into holiday reflections and practical takeaways.
Let us know if you'd be interested in a dedicated Holly Day planner—we’d love to support your year-long holiday journey!

Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/plan-the-year/

18. The Big Holiday Debrief Episode: What Went Well and What Didn't

Wed, 08 Jan 2025 04:00:00 -0500

Christmas is officially behind us, but before we get too far into January, we're pausing to reflect on the holiday season we just experienced. In this episode, we share our highs and lows, lessons learned, and plans to enhance our future holidays. We discuss how we balanced holiday tasks with self-care and how we aligned our actions with personal goals. Join us on this reflective journey full of practical advice and holiday insights, so you can make your next holiday season the best one yet!

Episode Highlights:

[00:01:09] - Tradition Spotlight on Lunar New Year

[00:02:49] - 5 Rs of post-holiday reflection

[00:05:30] - Our highlights of the season

[00:07:00] - When did your efforts contribute to our holiday celebrations?

[00:10:05] - What did you learn about planning and preparing this year?

[00:14:58] - What aspects of the season caused you the most stress?

[00:20:28] - What is your plan for saving for Christmas this year?

[00:22:10] - How could next year’s holidays more closely reflect your values?

[00:28:18] - How did you practice self-care during the holidays?

[00:32:42] - What advice would you give your future self as you move toward another holiday season?

[00:37:06] - This week’s Get A Headstart Tip for post-holiday Ta-Da! Lists

[00:39:19] - What’s on our to-do lists this week

[00:40:39] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Holiday Headstart Episode 9: How’s It Going? How To Take Stock Of Your Holiday Prep So Far

More About The Holiday Headstart:

17. Holiday Pep Talk: New Year, Same You

Wed, 01 Jan 2025 04:00:00 -0500

Can you believe we’ve stepped into a brand-new year? As we kick off this year, we’re here with a pep talk that skips the pressure to reinvent yourself and instead invites you to start from where you are.

Sit back, take a deep breath, and let's journey into the new year with grace and gratitude, armed with small steps for meaningful progress. January isn’t magic; it’s just another month. Let's start this year not by transforming who we are but by building on the strengths that make us unique. Join us as we continue the conversation on embracing imperfect progress, adding a dash of joy to everyday moments, and sticking together on this exciting journey ahead.

Episode Highlights:

[00:47] - Happy New Year!

[02:06] - Fresh Start Framework

Resources Mentioned:

What’s Next?

The new year isn’t about a complete overhaul—it’s about continuing your beautiful, imperfect story. Stick with us, because we’ve got big plans for 2025:

More traditions to explore
Practical tips to simplify your life
And, of course, plenty of lists to make!

Whatever this year holds, we’re here to cheer you on every step of the way. Let’s make it a great one—together.

If you enjoyed this episode, you'll love this one too:

Episode 15: Holiday Pep Talk: What's Important Now?
Episode 16: Holiday Pep Talk: The Magic of the Week After Christmas

More About The Holiday Headstart:

16. Holiday Pep Talk: The Magic of the Week After Christmas

Wed, 25 Dec 2024 04:00:00 -0500

Merry Christmas! You did it! We're here with a special post-Christmas pep talk to help you embrace the sweet, quiet magic of the time after the holidays.

Now, you’ve arrived in the quiet, magical in-between—the week after Christmas. In today's episode, we'll explore how you can give yourself permission to rest, savor the joys around you, and let the joy of the season settle in before life picks up again. So grab a cozy blanket, settle in, and let's dive into how you can be intentional and gentle during this slower-paced week.

Episode Highlights:

[1:56] - Slowing down

[2:50] - Embracing the pause

Resources Mentioned:

What’s Next?

As we look ahead to the new year, take time to savor this slower pace. Reflect on the joys and lessons of the season, and think about how you want to step into January. We’ll be back soon with tips to help you transition into the new year with intention and peace.

If you enjoyed this episode, you'll love this one too:

Episode 15: Holiday Pep Talk: What's Important Now?

More About The Holiday Headstart:

15. Holiday Pep Talk: What's Important Now?

Wed, 18 Dec 2024 04:00:00 -0500

It’s the week before Christmas, and the whirlwind is real. Your to-do list is long, your time is short, and the pressure feels intense. But here’s the truth: Christmas isn’t about perfection. It’s about connection, joy, and being present for the moments that matter most.

Today, we’re here with a pep talk to help you find peace in the chaos. Join us as we share helpful strategies for slowing down, focusing on what really matters, and finding those precious pockets of joy. So tune in, take a deep breath, and let's navigate this holiday season together with intention and calm.

Highlights from the episode:

[1:53] - Slow down and breathe

[3:33] - Write it all down

[5:46] - Find pockets of joy

Resources:

What’s Next?

Plan Your Reset: Set aside time after the holidays to reflect, recharge, and gently ease back into your routines.
Reflect & Learn: Jot down what worked well this season and what you’d like to adjust for next year. Use tools like the Holiday Headstart Playbook to capture those insights.

If you enjoyed this episode, you'll love these too:

Episode 12 - How To Use a Task Docket to Make Managing Your Holiday To Dos Easy Peasy
Episode 14 - Top Christmas Tip: Use a Script to Save Your Sanity on the Big Day

More About The Holiday Headstart:

14. Top Christmas Tip: Use a Script to Save Your Sanity on the Big Day!

Wed, 11 Dec 2024 04:00:00 -0500

Do you feel overwhelmed trying to keep track of everything during the holidays? Today, we’re sharing one of our best-kept teacher secrets: creating a script for big days like Christmas. A script is more than a plan—it’s a minute-by-minute outline that acts as your safety net, support system, and freedom-giver during hectic events. Listen in as we unpack how this simple tool can help you stay organized, enjoy the holiday, and preserve your energy.

Highlights from the episode:

[01:04] - Tradition Spotlight on Christmas Night adventures

[05:09] - 3 Reasons you need a script

[08:16] - How to write your Christmas Day script

[13:19] - This week’s Get A Headstart Tip for making a Christmas Morning basket

[15:59] - What’s on our to-do lists this week

[17:42] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/holiday-planning-script/

13. Holiday Housekeeping: How a December Upkeep Plan Will Save Your Sanity

Wed, 04 Dec 2024 04:00:00 -0500

In this episode, we tackle the stress that comes with the holiday season and explore proactive strategies to manage overwhelm. Instead of waiting for the inevitable meltdown, we’ll discuss how to build a plan that simplifies your responsibilities while ensuring your home stays functional and festive. From revisiting your personal holiday values to crafting a Minimum Upkeep Plan (MUP), you’ll walk away with practical tools to navigate the season with more joy and less chaos.

If you have the Holiday Headstart Playbook, grab it now to follow along. Don’t have it yet? Download it here.

Highlights from the episode:

[01:00] - Tradition Spotlight on Grinch Dinner

[09:43] - What a Minimum Upkeep Plan (MUP) is and why it’s essential during December

[13:54] - Cleaning styles: Beat-the-Buzzer, One-and-Done, and Bespoke Cleaning

[14:57] - Tools and pages in the Holiday Headstart Playbook to streamline your routines

[16:31] - This week’s Get A Headstart Tip for planning for Winter Break

[17:37] - What’s on our to-do lists this week

[18:49] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/holiday-housekeeping-december-upkeep-plan/

12. How to Use a Task Docket to Make Managing Your Holiday To-Dos Easy Peasy

Wed, 27 Nov 2024 04:00:00 -0500

In today's episode, we are diving into the festive yet sometimes daunting task of holiday planning. From managing the expectations and potential pitfalls of putting up your Christmas tree to smart strategies for tackling your gift lists and holiday checklists, we've got you covered. Learn how to streamline your holiday tasks with our unique approach to task dockets, helping you to turn overwhelming lists into manageable actions. Plus, discover a fun tip for getting a head start on next year's plans. Get ready to embrace an organized and joyful holiday season with practical tips and ready-made strategies!

Highlights from the episode:

[01:09] - Tradition Spotlight on decorating the tree

[04:38] - Introduction to the Task Docket

[09:22] - Filling out your to-do lists

[16:05] - This week’s Get A Headstart Tip for getting ahead on your decorating

[18:05] - What’s on our to-do lists this week

[19:34] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/holiday-tasks-docket/

11. 10 Easy Steps to Create a New Holiday Tradition for Your Family

Wed, 20 Nov 2024 04:00:00 -0500

Welcome back to the Teacher Approved podcast! In today's episode, we're sharing 10 easy steps for starting a new tradition. We discuss the significance of traditions in building a healthy, happy, connected life and provide a comprehensive guide to starting new traditions with purpose and intention.

Plus, stick around for our "Get a Head Start Tip" on planning your holiday sensory experiences and an insight into what we're personally working on this week. Join us as we unfold the magic and reduce the stress of the holiday season.

Highlights from the episode:

[01:03] - Tradition Spotlight on Sinterklaas

[03:58] - Importance of Traditions

[05:56] - 10 Steps for starting a new tradition

[16:45] - This week’s Get A Headstart Tip for planning your holiday sensorium

[18:28] - What’s on our to-do lists this week

[20:17] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/create-new-holiday-traditions

10. 5 Keys to Holiday Elf Magic Without All the Headaches

Wed, 13 Nov 2024 04:00:00 -0500

Managing the Christmas Elf tradition can feel daunting, especially as the holidays get busy. In this episode, we explore a 5-step process to create Elf Magic that keeps things joyful and manageable. With the help of our Elf Magic Made Easy planner, we’re giving you the tools to make elf planning a plug-and-play experience.

Join us as we explore the magic of holiday traditions and share creative tips for managing them without stress. Make it a season full of joy for both you and your family!

Highlights from the episode:

[01:11] - Tradition Spotlight on Stir-Up Sunday

[06:19] - Step 1 for Creating Elf Magic: Clarify Your Mindset

[08:09] - Step 2 for Creating Elf Magic: Build Your Framework

[10:47] - Step 3 for Creating Elf Magic: Know Your Limits

[13:19] - Step 4 for Creating Elf Magic: Gather Your Ideas

[16:06] - Step 5 for Creating Elf Magic: Make Your Plans

[18:19] - This week’s Get A Headstart Tip for recording Elf memories

[20:02] - What’s on our to-do lists this week

[21:41] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Episode 6 - The Ultimate Guide to Planning Your Holiday Traditions

Show Notes: https://www.secondstorywindow.net/hh-podcast/elf-on-the-shelf

9. How's It Going? How to Take Stock of Your Holiday Prep So Far

Wed, 06 Nov 2024 04:00:00 -0500

In this episode, we reflect on where we stand with our holiday preparations. With Halloween behind us and Thanksgiving quickly approaching, this is the perfect moment to pause, celebrate what we've accomplished, and figure out what still needs to be done before Christmas. We follow a simple, three-step process: first, we evaluate our progress so far, then make some course corrections, and finally, create a plan for moving forward.

We share some of our wins, like staying on track with the Holiday Head Start playbook and prepping gifts for our neighbors. There are things we wish we had done earlier, but we’re managing our expectations and not aiming for perfection. Of course we share plenty of practical tips for how listeners can make their own holidays a little less stressful.

We hope listeners will be encouraged to evaluate their own progress, manage expectations, and consider making Thanksgiving dishes in advance to enjoy more downtime during the holidays.

Highlights from the episode:

[01:15] - Tradition Spotlight on Pie Night

[03:34] - Taking Stock week

[17:17] - Course correcting

[21:39] - Plan for moving forward

[24:06] - Reflection questions for taking stock

[26:04] - This week’s Get A Headstart Tip for making Thanksgiving dinner in advance

[28:23] - What’s on our to-do lists this week

[29:53] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Episode 4 - How to Craft Your Holiday Values For A More Meaningful Christmas Season

Show Notes: https://www.secondstorywindow.net/hh-podcast/holiday-prep-check-in

8. Make Your Christmas Baking Game Plan with the Holiday Headstart

Wed, 30 Oct 2024 04:00:00 -0500

Ready to kick off your holiday baking season? Join us as we dive into the joys and challenges of holiday baking! From long-cherished traditions to finding that perfect recipe, we’re sharing tips and stories to inspire your festive creations.

Not a cooking enthusiast? You're not alone! But there's something magical about holiday treats. Discover how to prioritize your favorite recipes, plan ahead with premade doughs, and balance the joy of baking with the hectic holiday schedule. Plus, a fun chat on festive traditions and our favorite seasonal treats.

Get ready to make your holidays delicious, memorable, and perfectly planned. Tune in to the episode and get all of our tips for creating your personalized holiday baking plan.

Episode Highlights:

[01:01] - Tradition Spotlight on making a meaningful Thanksgiving decoration

[02:30] - Baking memories

[03:44] - Baking priorities

[07:28] - Making a baking plan

[18:32] - This week’s Get A Headstart Tip for making upcoming grocery lists

[20:00] - What’s on our to-do lists this week

[22:10] - Our Nice Lists

Links & Resources:

If you enjoyed this episode, you'll love these too:

Episode 5 - How to Organize Your Holiday Gift List

Show Notes: https://www.secondstorywindow.net/hh-podcast/christmas-baking-game-plan/

7. Unlock the Power of the 3 Cs: Your Ultimate Guide to Holiday Planning

Wed, 23 Oct 2024 04:00:00 -0500

The holiday season is just around the corner, and we're here to help you make it your best one yet! In our latest episode of the Teacher Approved podcast, we explore the 3 Cs of Holiday Planning: Calendaring, Confirming, and Coordinating. These are your secret weapons for turning holiday chaos into a well-orchestrated holiday celebration!

Get those important holiday events on your calendar now so you won't miss out on the magic. Remember, it's not about scheduling a perfect December, but about ensuring you enjoy what's truly important to you.

Stay ahead by keeping everyone in the loop. Whether you're hosting a party or coordinating family gatherings, early communication is key!

Discover how to collaborate effectively with family and friends to make the holiday season smooth and enjoyable for all.

For those who love a good planning system, check out the Holiday Headstart Playbook for seamless scheduling. Transform chaos into coordinated Christmas cheer!

Episode Highlights:

[01:02] - Tradition Spotlight on Halloween Fashion Show

[03:42] - Using the 3 Cs to ensure holiday plans become reality

[04:10] - Calendaring

[10:50] - Confirming

[12:01] - Coordinating

[13:52] - This week’s Get A Headstart Tip for creating a Holiday Command Center to optimize holiday planning

[15:17] - What’s on our to-do lists this week

[16:38] - Our Nice Lists

Links & Resources:

If you enjoyed this episode, you'll love these too:

Show Notes: https://www.secondstorywindow.net/hh-podcast/guide-to-holiday-planning/

6. The 5 Step Action Plan for Traditions

Wed, 16 Oct 2024 04:00:00 -0500

In this exciting episode, we're diving into the planning and preparation of holiday traditions. Have you ever considered all the details that go into planning traditions or activities? We have! And our Holiday Headstart Action Plan is the perfect tool for getting all the details out of your head and into reality. Join us as we put our Action Plan into action and use it to plan our new Reindeer Games Tradition.

We walk through the big details (when and where is this happening?) and the tiny details (are we going to have enough pretzels?) to make sure that we’ve accounted for all the ups and downs that come with planning a family activity.

We also reflect on last year's highlights and explore new ideas to make this year’s event even more memorable. Stay tuned for tips on managing holiday traditions, fun activities, and how to maintain a low-stress, high-fun environment. Let’s get a head start on making this holiday season unforgettable!

Highlights from the episode:

[01:21] - Tradition Spotlight on offering potatoes to trick-or-treaters

[02:45] - Diving into holiday activities and traditions

[04:15] - Our 5-step action plan

[06:52] - Planning our Reindeer Games tradition

[23:05] - This week’s Get A Headstart Tip for creating a Need To Know box (this can be a real lifesaver!)

[25:16] - What’s on our to-do lists this week

[26:48] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Episode 5 - Making a Plan for Gift Giving

Show Notes: https://www.secondstorywindow.net/hh-podcast/action-plan-for-holiday-traditions/

5. Making a Plan for Gift Giving

Wed, 09 Oct 2024 04:00:00 -0500

In this episode, we explain how to approach holiday gift giving with an intentional plan. Our Holiday Headstart method includes:

Listing and categorizing recipients.
Deciding who will receive single or multiple gifts.
Determining the type of gift each person will receive—personal, thoughtful, or friendly.

We explain how to use the "Holiday Head Start Playbook" for detailed organization. And we share a tip for inventorying the gifts you already bought before your holiday shopping ramps up.

Episode Highlights:

[01:20] - Tradition Spotlight on Emily’s Harry Potter dinner

[05:48] - Your “Who To Give To” List

[11:29] - 3 Tiers of Gifts - personal gift, thoughtful gift, or friendly gift

[13:53] - This week’s Get A Headstart Tip for inventorying your gift stash

[15:06] - What’s on our to-do lists this week

[17:15] - Our Nice Lists

Links & Resources:

If you enjoyed this episode, you'll love these too:

Episode 4 - Crafting your values for a more meaningful holiday

Show Notes: https://www.secondstorywindow.net/hh-podcast/making-a-plan-for-gift-giving

4. How to Craft Your Holiday Values For A More Meaningful Christmas Season

Wed, 02 Oct 2024 04:00:00 -0500

In this episode of "The Holiday Headstart," we identify and organize our core holiday values using a structured exercise from our Holiday Headstart Playbook. Then we use our values to craft a purpose statement to help guide our holiday planning.

Episode highlights:

[01:04] - Tradition Spotlight on Fall Drives

[05:21] - Starting with the Why of planning

[14:17] - Writing a Holiday Purpose Statement

[21:37] - This week’s Get A Headstart Tip for scheduling time to plan

[24:13] - What’s on our to-do lists this week

[25:55] - Our Nice Lists

Resources:

If you enjoyed this episode, you'll love these too:

Episode 3 - How to Plan Your Ideal Holiday

Show notes: https://www.secondstorywindow.net/hh-podcast/meaningful-christmas-values/

3. How to Plan Your Ideal Holiday

Wed, 25 Sep 2024 06:00:00 -0500

Have you ever thought about what truly matters to you during the holiday season? Sometimes as adults, we end up with default holidays instead of our ideal holidays, especially at Christmas! For example, maybe your Christmas celebrations are full of traditions that you grew up with, or traditions that you see others doing, but they don’t really bring you enjoyment.

On this podcast, we want to create space that helps you create a clear vision of what it would look like to have the kind of holiday that you look forward to celebrating. The first step in crafting this vision, and making it a reality, is to take our Holiday Profile Quiz.

This quiz will clearly identify what matters most to you when it comes to the holidays…and what matters the least! Then you will be able to start planning your ideal holiday. It’s never too early to start your holiday preparation!

Episode Highlights:

[01:00] - Thinking about different Christmas traditions

[02:54] - How to figure out your full holiday profile

[06:51] - Important conversations to have with your loved ones to ensure the holidays are enjoyable for everyone

[09:23] - Our “Get A Headstart Tip” for adding to your wallet now to help with holiday spending later

[11:59] - What’s on our to-do list this week

Links & Resources:

Show Notes: https://www.secondstorywindow.net/hh-podcast/plan-your-ideal-holiday/

2. Learning From Our Holiday Planning Mistakes

Wed, 25 Sep 2024 04:00:00 -0500

Having intentions to make the holidays feel special and actually bringing your ideas to life are two very different things! Whether you tend to leave things to the last minute, let overwhelm take over, or struggle to be present for the moments that matter most, we can relate.

There was a time where we resisted the need to plan ahead for holidays, but now we want to help you learn from our mistakes. Just like we created our own curriculum for the classroom when we saw a need, we’ve mastered the art of systems for holiday prep.

In today’s episode, we’re sharing how we discovered a need for step-by-step holiday prep that keeps stress levels down. Plus, you’ll hear how to utilize Pinterest for getting organized without getting overwhelmed.

Episode Highlights:

[01:03] - Why we care so much about planning and preparing for the holidays

[02:42] - How we learned to keep stress levels down during holiday planning

[07:43] - A “get a headstart tip” for using Pinterest to get organized

[11:09] - What’s on our to-do list this week

Links & Resources:

Show Notes: https://www.secondstorywindow.net/hh-podcast/holiday-planning-mistakes-episode/

1. Why You Should Plan Your Holidays Early

Wed, 25 Sep 2024 02:00:00 -0500

Welcome to the very first episode of The Holiday Headstart, where we help you plan and prepare for all your celebrations so that you can truly enjoy them! We love any excuse to celebrate, so we’ll be covering so much more than major holidays like Christmas.

We know it’s Spring, but trust us, this is actually the perfect time to start preparing for the holiday season. Inside this episode, we dive into the power of traditions, the benefits of planning your holidays early and share a practical tip for organizing your holiday lists.

Don’t forget to tap the follow or subscribe button in your podcast listening app so that you never miss an upcoming episode. We can’t wait to share more holiday prep with you in the weeks to come!

Episode Highlights:

[00:50] - Welcome to the show

[02:36] - Where so many of us go wrong in our planning

[03:47] - This week’s “get a headstart” tip to help you keep track of your lists

[05:28] - What we’re working on this week to get ahead

[07:00] - What’s made it on our nice list this week

Links & Resources:

Ready or Not, by Cara Bastone
Nampons
Follow on Instagram @theholidayheadstart
Leave us a review on Apple Podcasts!

Show Notes: https://www.secondstorywindow.net/hh-podcast/plan-your-holidays-early/

Welcome to The Holiday Headstart!

Tue, 02 Apr 2024 04:00:00 -0500

Holidays are great, but the stress that comes with them? Not so much.

It’s time for a change! Welcome to The Holiday Headstart, the podcast that’s here to revolutionize the way you approach your celebrations!

We’re your hosts, Heidi and Emily. We’re two sisters and former elementary school teachers who are on a mission to help you reclaim the joy in your holidays.

On this podcast, you’ll learn how to master the art of planning and prep to ensure that the days that make life special don’t become the days that make you stressed. We’ll share our secrets for getting ahead with all your holiday planning, from Christmas to Birthdays, and everything in between.

Don’t forget to follow or subscribe within your listening app so you never miss an episode!

Join us on Instagram and be part of the conversation @theholidayheadstart.