<?xml version="1.0" encoding="UTF-8"?><?xml-stylesheet href="https://feeds.captivate.fm/style.xsl" type="text/xsl"?><rss xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:content="http://purl.org/rss/1.0/modules/content/" xmlns:atom="http://www.w3.org/2005/Atom" version="2.0" xmlns:googleplay="http://www.google.com/schemas/play-podcasts/1.0" xmlns:itunes="http://www.itunes.com/dtds/podcast-1.0.dtd" xmlns:sy="http://purl.org/rss/1.0/modules/syndication/" xmlns:media="http://search.yahoo.com/mrss/" xmlns:podcast="https://podcastindex.org/namespace/1.0"><channel><atom:link href="https://feeds.captivate.fm/thegtmshift/" rel="self" type="application/rss+xml"/><title><![CDATA[The GTMshift]]></title><podcast:guid>eec3949e-6986-517e-b1d5-88d7e11eaf37</podcast:guid><lastBuildDate>Mon, 02 Nov 2026 16:10:44 +0000</lastBuildDate><generator>Captivate.fm</generator><language><![CDATA[en]]></language><copyright><![CDATA[Copyright 2026 James Kaikis]]></copyright><managingEditor>James Kaikis</managingEditor><itunes:summary><![CDATA[Execution > Theory. GTMshift is the no-fluff GotoMarket interview series for B2B SaaS operators looking to win in today's competitive market. Host James Kaikis interviews leaders on the plays that are cutting through the noise. Expect specific tactics on GTM experimentation, org design, AI-driven workflows, and everything in between. ]]></itunes:summary><image><url>https://artwork.captivate.fm/3531dfa3-22a4-4440-99b4-c41560c98ca5/8kGBEx9P7nOGKl5EItN7reWM.png</url><title>The GTMshift</title><link><![CDATA[https://www.gtmshift.com]]></link></image><itunes:image href="https://artwork.captivate.fm/3531dfa3-22a4-4440-99b4-c41560c98ca5/8kGBEx9P7nOGKl5EItN7reWM.png"/><itunes:owner><itunes:name>James Kaikis</itunes:name></itunes:owner><itunes:author>James Kaikis</itunes:author><description>Execution &gt; Theory. GTMshift is the no-fluff GotoMarket interview series for B2B SaaS operators looking to win in today&apos;s competitive market. Host James Kaikis interviews leaders on the plays that are cutting through the noise. Expect specific tactics on GTM experimentation, org design, AI-driven workflows, and everything in between. </description><link>https://www.gtmshift.com</link><atom:link href="https://pubsubhubbub.appspot.com" rel="hub"/><itunes:subtitle><![CDATA[The B2B SaaS Go To Market Podcast]]></itunes:subtitle><itunes:explicit>false</itunes:explicit><itunes:type>episodic</itunes:type><itunes:category text="Technology"></itunes:category><itunes:category text="Business"></itunes:category><itunes:category text="Education"></itunes:category><podcast:locked>no</podcast:locked><podcast:medium>podcast</podcast:medium><podcast:txt>thegtmshift:txt</podcast:txt><item><title>Kyle Duffy - The New Bar for Revenue Leaders</title><itunes:title>Kyle Duffy - The New Bar for Revenue Leaders</itunes:title><description><![CDATA[<p>Kyle Duffy, Operating Partner at Gradient, has a conversation with James on how the profile of a great revenue leader is changing, what's now expected, and why getting hands-on wins.</p><p>Follow Kyle: https://www.linkedin.com/in/kylerduffy/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></description><content:encoded><![CDATA[<p>Kyle Duffy, Operating Partner at Gradient, has a conversation with James on how the profile of a great revenue leader is changing, what's now expected, and why getting hands-on wins.</p><p>Follow Kyle: https://www.linkedin.com/in/kylerduffy/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">5684a38a-fd6a-4d8c-b568-e87f8615954e</guid><itunes:image href="https://artwork.captivate.fm/44ae01a5-a3c7-4e07-a814-26a543e8b19c/KD.jpg"/><pubDate>Thu, 29 Oct 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/5684a38a-fd6a-4d8c-b568-e87f8615954e.mp3" length="20279240" type="audio/mpeg"/><itunes:duration>21:07</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Kyle Duffy - The New Bar for Revenue Leaders"><podcast:source uri="https://youtu.be/GSPXF-il8ns"/></podcast:alternateEnclosure></item><item><title>Kyle Norton - Your GTM Worked Live</title><itunes:title>Kyle Norton - Your GTM Worked Live</itunes:title><description><![CDATA[<p>Kyle Norton, CRO at Owner.com, sits down for an audience Q&amp;A on building one of the most AI-forward sales orgs in B2B while scaling Owner from $2M to $100M. He fields questions on change management, rep enablement, and why most AI investments stall right after the demo.</p><p>Follow Kyle: https://www.linkedin.com/in/kylecnorton/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></description><content:encoded><![CDATA[<p>Kyle Norton, CRO at Owner.com, sits down for an audience Q&amp;A on building one of the most AI-forward sales orgs in B2B while scaling Owner from $2M to $100M. He fields questions on change management, rep enablement, and why most AI investments stall right after the demo.</p><p>Follow Kyle: https://www.linkedin.com/in/kylecnorton/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">9fcb5a08-8e1d-41d8-944a-ffe4bf1ff763</guid><itunes:image href="https://artwork.captivate.fm/500d9ad5-1057-4530-8662-a630cced466b/KN.jpg"/><pubDate>Thu, 29 Oct 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/9fcb5a08-8e1d-41d8-944a-ffe4bf1ff763.mp3" length="40577428" type="audio/mpeg"/><itunes:duration>42:16</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Kyle Norton - Your GTM Worked Live"><podcast:source uri="https://youtu.be/tX5lb-vx_Bw"/></podcast:alternateEnclosure></item><item><title>Jordan Crawford - Live Case Study Build: The Power Of Claude</title><itunes:title>Jordan Crawford - Live Case Study Build: The Power Of Claude</itunes:title><description><![CDATA[<p>Jordan Crawford builds an outbound campaign live on stage, using Claude Code to go from a raw market to qualified prospects with a personalized reason to reach out. He crawls tens of thousands of company sites, mines case studies for named champions, finds who's since changed jobs, and pulls it all together into a message worth replying to. Before the build he pulls apart a few AI outbound attempts that missed, making his case for starting from imagination and cheap per-prospect intelligence instead of the same old filters.</p><p>Follow Jordan: https://www.linkedin.com/in/jordancrawford/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></description><content:encoded><![CDATA[<p>Jordan Crawford builds an outbound campaign live on stage, using Claude Code to go from a raw market to qualified prospects with a personalized reason to reach out. He crawls tens of thousands of company sites, mines case studies for named champions, finds who's since changed jobs, and pulls it all together into a message worth replying to. Before the build he pulls apart a few AI outbound attempts that missed, making his case for starting from imagination and cheap per-prospect intelligence instead of the same old filters.</p><p>Follow Jordan: https://www.linkedin.com/in/jordancrawford/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">e9cfbef3-4a7c-45d6-9396-a93b5ac03fb8</guid><itunes:image href="https://artwork.captivate.fm/32b11c6e-f361-420b-9a79-23b9673127e6/JC.jpg"/><pubDate>Thu, 29 Oct 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/e9cfbef3-4a7c-45d6-9396-a93b5ac03fb8.mp3" length="50862985" type="audio/mpeg"/><itunes:duration>52:59</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Jordan Crawford - Live Case Study Build: The Power Of Claude"><podcast:source uri="https://youtu.be/WjJzibHhblY"/></podcast:alternateEnclosure></item><item><title>Elaine Zelby - How Do I Do X? Building With AI</title><itunes:title>Elaine Zelby - How Do I Do X? Building With AI</itunes:title><description><![CDATA[<p>Elaine Zelby, founder and CRO of Tofu, breaks down how she's using AI to build pipeline at Tofu. She starts by grounding her ICP in real CRM and call data, then layers signal-based agents on top that watch for the compelling events that actually turn an account into a live deal. She gets into why win rates jump inside a true ICP fit, the buying signals worth acting on, and the patterns she's found that that quietly kill deals.</p><p>This session is a practical look for founders and revenue leaders who want more out of AI outbound than volume.</p><p>Follow Elaine: https://www.linkedin.com/in/elainezelby/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></description><content:encoded><![CDATA[<p>Elaine Zelby, founder and CRO of Tofu, breaks down how she's using AI to build pipeline at Tofu. She starts by grounding her ICP in real CRM and call data, then layers signal-based agents on top that watch for the compelling events that actually turn an account into a live deal. She gets into why win rates jump inside a true ICP fit, the buying signals worth acting on, and the patterns she's found that that quietly kill deals.</p><p>This session is a practical look for founders and revenue leaders who want more out of AI outbound than volume.</p><p>Follow Elaine: https://www.linkedin.com/in/elainezelby/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p>---</p><p>The AI-Fluent Revenue Leader was made possible by our sponsors:</p><p>FullEnrich: https://bit.ly/FullEnrich_aifluentrev</p><p>Gradient: https://bit.ly/GradientVentures-aifluentrev</p><p>Captivate Talent: https://bit.ly/CaptivateTalent-aifluentrev</p><p>Clarify: https://bit.ly/Clarify-aifluentrev</p><p>Clay: https://bit.ly/Clay-aifluentrev</p><p>Outworks: https://bit.ly/Outworks-aifluentrev</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">1c0017b6-2678-4eda-ad30-dbc90c7c7918</guid><itunes:image href="https://artwork.captivate.fm/eab9f82d-eee8-476e-ae30-cf038f816e1d/EZ2.jpg"/><pubDate>Thu, 29 Oct 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/1c0017b6-2678-4eda-ad30-dbc90c7c7918.mp3" length="44424324" type="audio/mpeg"/><itunes:duration>46:17</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Elaine Zelby - How Do I Do X? Building With AI"><podcast:source uri="https://youtu.be/2KpemHLy21I"/></podcast:alternateEnclosure></item><item><title>Cristina Cordova - First Principles GTM: Lessons from Stripe, Notion, and Linear</title><itunes:title>Cristina Cordova - First Principles GTM: Lessons from Stripe, Notion, and Linear</itunes:title><description><![CDATA[<p>Cristina Cordova has been an early operator at three of the most beloved software companies ever built. Stripe. Notion. Linear. Each one built a cult following before it built a sales team. That is not a coincidence.</p><p>Now COO at Linear, Cristina joined the group at Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, to share what she has learned about building GTM the hard way: without a famous brand, without a big sales org, and without shortcuts.</p><p>Discussed in this episode:</p><p>Why selling a transformation beats selling a better version of an existing tool</p><p>How Linear evolved its positioning from "the issue tracker you'll love" to a board-level AI conversation</p><p>The first principles mindset that Patrick Collison brought to Stripe and why Cristina has carried it everywhere since</p><p>Why the best salespeople at your company probably did not come from the category leader</p><p>Linear's work trial hiring process and why it reduces turnover on the sales team</p><p>How to build a community moat and turn customers into your distribution channel</p><p>Why Linear went years without SDRs and what finally made outbound work</p><p>How to stay focused when investors, boards, and your own team are all pulling in different directions</p><p>What it means to do the dirty work in 2025 versus 2021 and why the answer has not changed as much as people think</p><p>Key Takeaways:</p><p>1. Sell the transformation, not the tool. "Better than Jira" gets you in the door with early adopters. It does not get you to a board-level conversation. The companies that break out are the ones that connect their product to a shift that is already happening in the market.</p><p>2. Start narrow, then go wide. Stripe was payments for developers. Linear was the issue tracker you'd actually love. Both eventually had much bigger stories to tell. But they earned the right to tell them by winning a niche first.</p><p>3. Hire salespeople who have had to fight for deals. Category leaders attract order-takers. The person at the number two or three company who had to build relationships, navigate procurement, and beat a dominant competitor is the one who will actually help you win.</p><p>4. The work trial is worth it. Three paid days, a product demo, a sales pitch, and an account plan. Linear has less sales turnover because of this process. If someone cannot demo the product with confidence after three days, that tells you something important.</p><p>5. First principles beat best practices. Just because every company has a sales ops hire at a certain stage does not mean you need one too. Ask why before you copy what worked somewhere else.</p><p>6. Saying no is a system, not a habit. The most focused companies are explicit about what they are not doing. That list is as important as the roadmap.</p><p>7. Build in public before you need to. Linear attracted talent, customers, and investors because the founders shared how they were building the company, not just what they were building. That only works if you start before you have something to lose.</p><p>Follow Cristina: https://www.linkedin.com/in/cristinajcordova/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></description><content:encoded><![CDATA[<p>Cristina Cordova has been an early operator at three of the most beloved software companies ever built. Stripe. Notion. Linear. Each one built a cult following before it built a sales team. That is not a coincidence.</p><p>Now COO at Linear, Cristina joined the group at Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, to share what she has learned about building GTM the hard way: without a famous brand, without a big sales org, and without shortcuts.</p><p>Discussed in this episode:</p><p>Why selling a transformation beats selling a better version of an existing tool</p><p>How Linear evolved its positioning from "the issue tracker you'll love" to a board-level AI conversation</p><p>The first principles mindset that Patrick Collison brought to Stripe and why Cristina has carried it everywhere since</p><p>Why the best salespeople at your company probably did not come from the category leader</p><p>Linear's work trial hiring process and why it reduces turnover on the sales team</p><p>How to build a community moat and turn customers into your distribution channel</p><p>Why Linear went years without SDRs and what finally made outbound work</p><p>How to stay focused when investors, boards, and your own team are all pulling in different directions</p><p>What it means to do the dirty work in 2025 versus 2021 and why the answer has not changed as much as people think</p><p>Key Takeaways:</p><p>1. Sell the transformation, not the tool. "Better than Jira" gets you in the door with early adopters. It does not get you to a board-level conversation. The companies that break out are the ones that connect their product to a shift that is already happening in the market.</p><p>2. Start narrow, then go wide. Stripe was payments for developers. Linear was the issue tracker you'd actually love. Both eventually had much bigger stories to tell. But they earned the right to tell them by winning a niche first.</p><p>3. Hire salespeople who have had to fight for deals. Category leaders attract order-takers. The person at the number two or three company who had to build relationships, navigate procurement, and beat a dominant competitor is the one who will actually help you win.</p><p>4. The work trial is worth it. Three paid days, a product demo, a sales pitch, and an account plan. Linear has less sales turnover because of this process. If someone cannot demo the product with confidence after three days, that tells you something important.</p><p>5. First principles beat best practices. Just because every company has a sales ops hire at a certain stage does not mean you need one too. Ask why before you copy what worked somewhere else.</p><p>6. Saying no is a system, not a habit. The most focused companies are explicit about what they are not doing. That list is as important as the roadmap.</p><p>7. Build in public before you need to. Linear attracted talent, customers, and investors because the founders shared how they were building the company, not just what they were building. That only works if you start before you have something to lose.</p><p>Follow Cristina: https://www.linkedin.com/in/cristinajcordova/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></content:encoded><link><![CDATA[https://youtu.be/iTeAtcTJAOw]]></link><guid isPermaLink="false">2180e3a9-9f7d-4c91-be75-c485d3d345ac</guid><itunes:image href="https://artwork.captivate.fm/f5fbf89d-742e-48b5-93e4-7644fee00fe9/Cristina-Cordova-1-1.jpg"/><pubDate>Thu, 07 May 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/2180e3a9-9f7d-4c91-be75-c485d3d345ac.mp3" length="58039051" type="audio/mpeg"/><itunes:duration>40:18</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Cristina Cordova - First Principles GTM: Lessons from Stripe, Notion, and Linear"><podcast:source uri="https://youtu.be/iTeAtcTJAOw"/></podcast:alternateEnclosure></item><item><title>Scott Albro - The Attention Crisis: Why Most Startup GTM Is Broken and What to Do Instead</title><itunes:title>Scott Albro - The Attention Crisis: Why Most Startup GTM Is Broken and What to Do Instead</itunes:title><description><![CDATA[<p>Most startups are invisible. Not because their product is bad, but because they're competing for attention the wrong way — with the same positioning, the same tactics, and the same noise as everyone else.</p><p>Scott Albro has spent decades building startups and now works closely with a handful of early-stage founders every year helping them solve one problem above all others: the attention crisis.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Scott joined the group to break down why the old GTM playbook is failing and what actually works when your default setting as a startup is obscurity.</p><p>Discussed in this episode:</p><p>Why everything in today's market is downstream of attention and what that means for early-stage GTM</p><p>The difference between viewing your market as a target account list versus a network and why it changes everything</p><p>What 10x hubs are, how to identify them, and how Clay and Granola used them to break through</p><p>Why most founder brand content is doing more harm than good and what to do instead</p><p>The three story types every startup needs to be able to tell: customer story, personal journey, and transformation story</p><p>What makes a narrative dominant versus forgettable</p><p>How to flip the push-to-pull ratio and what it actually looks like when you get it right</p><p>Why ServiceTitan's narrative is the best GTM story of the last 20 years and what you can steal from it</p><p>Key Takeaways:</p><p>1. Obscurity is the default. Attention is the job. Nobody is waiting for your startup. The market doesn't care. Getting attention is not a marketing problem, it's a strategic one that starts with how you think about your market.</p><p>2. Your market is a network, not a list. Target accounts give you funnel leverage. Thinking in networks gives you strategic leverage. Find the 10x hubs that connect to your buyers and infect them with your narrative.</p><p>3. The transformation story is the most powerful story type right now. Status quo, future vision, and a prescriptive journey from here to there. The best narratives make the customer the hero and position the company as the guide.</p><p>4. Founder brand done wrong is a liability. Getting 100 likes on a cringe post doesn't build brand, it erodes it. The goal is to become personally synonymous with the category you're building, not to rack up impressions.</p><p>5. Distribution is an experiment, not a plan. The best companies treat distribution tactics as continuous rapid experimentation. Double down on what works, jettison what doesn't. That requires a system.</p><p>6. Authenticity is earned, not performed. You don't need to have grown up in the trades to tell ServiceTitan's story. But you do need to immerse yourself in your customer's life until you genuinely understand it. That's what makes a narrative believable.</p><p>Follow Scott: https://www.linkedin.com/in/scottalbro/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></description><content:encoded><![CDATA[<p>Most startups are invisible. Not because their product is bad, but because they're competing for attention the wrong way — with the same positioning, the same tactics, and the same noise as everyone else.</p><p>Scott Albro has spent decades building startups and now works closely with a handful of early-stage founders every year helping them solve one problem above all others: the attention crisis.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Scott joined the group to break down why the old GTM playbook is failing and what actually works when your default setting as a startup is obscurity.</p><p>Discussed in this episode:</p><p>Why everything in today's market is downstream of attention and what that means for early-stage GTM</p><p>The difference between viewing your market as a target account list versus a network and why it changes everything</p><p>What 10x hubs are, how to identify them, and how Clay and Granola used them to break through</p><p>Why most founder brand content is doing more harm than good and what to do instead</p><p>The three story types every startup needs to be able to tell: customer story, personal journey, and transformation story</p><p>What makes a narrative dominant versus forgettable</p><p>How to flip the push-to-pull ratio and what it actually looks like when you get it right</p><p>Why ServiceTitan's narrative is the best GTM story of the last 20 years and what you can steal from it</p><p>Key Takeaways:</p><p>1. Obscurity is the default. Attention is the job. Nobody is waiting for your startup. The market doesn't care. Getting attention is not a marketing problem, it's a strategic one that starts with how you think about your market.</p><p>2. Your market is a network, not a list. Target accounts give you funnel leverage. Thinking in networks gives you strategic leverage. Find the 10x hubs that connect to your buyers and infect them with your narrative.</p><p>3. The transformation story is the most powerful story type right now. Status quo, future vision, and a prescriptive journey from here to there. The best narratives make the customer the hero and position the company as the guide.</p><p>4. Founder brand done wrong is a liability. Getting 100 likes on a cringe post doesn't build brand, it erodes it. The goal is to become personally synonymous with the category you're building, not to rack up impressions.</p><p>5. Distribution is an experiment, not a plan. The best companies treat distribution tactics as continuous rapid experimentation. Double down on what works, jettison what doesn't. That requires a system.</p><p>6. Authenticity is earned, not performed. You don't need to have grown up in the trades to tell ServiceTitan's story. But you do need to immerse yourself in your customer's life until you genuinely understand it. That's what makes a narrative believable.</p><p>Follow Scott: https://www.linkedin.com/in/scottalbro/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></content:encoded><link><![CDATA[https://youtu.be/nkCCRTD4KoA]]></link><guid isPermaLink="false">344912b3-a224-4967-ac94-0ba261882196</guid><itunes:image href="https://artwork.captivate.fm/d97c2a7d-63f5-4d3b-a3d0-c78bdd8425d3/Scott-Albro-1-1.jpg"/><pubDate>Thu, 07 May 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/344912b3-a224-4967-ac94-0ba261882196.mp3" length="52041163" type="audio/mpeg"/><itunes:duration>36:08</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Scott Albro - The Attention Crisis: Why Most Startup GTM Is Broken and What to Do Instead"><podcast:source uri="https://youtu.be/nkCCRTD4KoA"/></podcast:alternateEnclosure></item><item><title>Sydney Sloan - AEO, GEO, and the New Rules of B2B Visibility</title><itunes:title>Sydney Sloan - AEO, GEO, and the New Rules of B2B Visibility</itunes:title><description><![CDATA[<p>51% of B2B buyers now start their research in an LLM, not Google. A year ago that number was 24%. That shift happened in 12 months, and most GTM teams aren't ready for it.</p><p>Sydney Sloan has been studying this longer than almost anyone. As CMO at G2, she sits on top of one of the most cited data sources in the entire AI research ecosystem, and she's watched buyer behavior change in real time.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Sydney joined the group to break down exactly what Answer Engine Optimization is, why it matters more than most teams realize, and what to actually do about it today.</p><p>Discussed in this episode:</p><p>Why 51% of buyers now start their research in an LLM and what that means for your pipeline</p><p>AEO vs. GEO: what the terms actually mean and why the distinction matters</p><p>How G2 architected their content to become one of the top citation sources for AI research tools</p><p>Why the shortlists AI returns are shrinking and how to make sure you're on them</p><p>The two tactics nobody is talking about yet: G2 discussions and community forums as LLM citation sources</p><p>Why PR is back and how to use it for AEO, not just brand awareness</p><p>How to think about content freshness, page pruning, and the math of LLM indexing</p><p>The consensus signal amplification strategy: how to get the same answer surfaced in multiple places so the LLM treats it as truth</p><p>Self-reported attribution: why it's making a comeback and how to automate it</p><p>Key Takeaways:</p><p>1. Where your buyers do research has changed faster than anyone expected. 51% of B2B buyers start in an LLM today. That number doubled in a year. Your brand needs to show up where they're looking, not where they used to look.</p><p>2. Own the answer, not just the keyword. AEO is about being the definitive response to the questions your buyers are actually asking. Think in question-and-answer format, not in blog posts.</p><p>3. Citation sources are the new backlinks. G2, Reddit, and partner pages are where LLMs go to validate answers. If you're not investing in those placements, you're invisible to a growing share of your market.</p><p>4. Consensus signal amplification is the game. When an LLM sees the same answer in multiple places, it treats that as authoritative. Replicate your core answers across your site, partners, G2, communities, and influencer content.</p><p>5. Content freshness beats content age. LLMs favor recency. Take your top SEO pages and build AEO versions. Prune the rest. G2 cut their site by 25-30% and saw results.</p><p>6. PR is back, but for different reasons. Publications that have structured partnerships with AI vendors are being cited heavily. A VentureBeat placement or Forbes Contributor post is now an LLM visibility play, not just a brand play.</p><p>7. Start with the AEO tool. You can't track what you can't see. Before you build a content strategy, buy a tool that shows you what questions are being asked, what's being cited, and where you're showing up versus competitors.</p><p>Follow Sydney: https://www.linkedin.com/in/sydsloan/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></description><content:encoded><![CDATA[<p>51% of B2B buyers now start their research in an LLM, not Google. A year ago that number was 24%. That shift happened in 12 months, and most GTM teams aren't ready for it.</p><p>Sydney Sloan has been studying this longer than almost anyone. As CMO at G2, she sits on top of one of the most cited data sources in the entire AI research ecosystem, and she's watched buyer behavior change in real time.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Sydney joined the group to break down exactly what Answer Engine Optimization is, why it matters more than most teams realize, and what to actually do about it today.</p><p>Discussed in this episode:</p><p>Why 51% of buyers now start their research in an LLM and what that means for your pipeline</p><p>AEO vs. GEO: what the terms actually mean and why the distinction matters</p><p>How G2 architected their content to become one of the top citation sources for AI research tools</p><p>Why the shortlists AI returns are shrinking and how to make sure you're on them</p><p>The two tactics nobody is talking about yet: G2 discussions and community forums as LLM citation sources</p><p>Why PR is back and how to use it for AEO, not just brand awareness</p><p>How to think about content freshness, page pruning, and the math of LLM indexing</p><p>The consensus signal amplification strategy: how to get the same answer surfaced in multiple places so the LLM treats it as truth</p><p>Self-reported attribution: why it's making a comeback and how to automate it</p><p>Key Takeaways:</p><p>1. Where your buyers do research has changed faster than anyone expected. 51% of B2B buyers start in an LLM today. That number doubled in a year. Your brand needs to show up where they're looking, not where they used to look.</p><p>2. Own the answer, not just the keyword. AEO is about being the definitive response to the questions your buyers are actually asking. Think in question-and-answer format, not in blog posts.</p><p>3. Citation sources are the new backlinks. G2, Reddit, and partner pages are where LLMs go to validate answers. If you're not investing in those placements, you're invisible to a growing share of your market.</p><p>4. Consensus signal amplification is the game. When an LLM sees the same answer in multiple places, it treats that as authoritative. Replicate your core answers across your site, partners, G2, communities, and influencer content.</p><p>5. Content freshness beats content age. LLMs favor recency. Take your top SEO pages and build AEO versions. Prune the rest. G2 cut their site by 25-30% and saw results.</p><p>6. PR is back, but for different reasons. Publications that have structured partnerships with AI vendors are being cited heavily. A VentureBeat placement or Forbes Contributor post is now an LLM visibility play, not just a brand play.</p><p>7. Start with the AEO tool. You can't track what you can't see. Before you build a content strategy, buy a tool that shows you what questions are being asked, what's being cited, and where you're showing up versus competitors.</p><p>Follow Sydney: https://www.linkedin.com/in/sydsloan/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></content:encoded><link><![CDATA[https://youtu.be/Ivv-b5LdOcU]]></link><guid isPermaLink="false">21a2226c-ba5c-4ff5-beac-d26bdc9c66af</guid><itunes:image href="https://artwork.captivate.fm/5b361d76-76be-400e-9b29-720e7a30cc9e/Sydney-Sloan-1-1.jpg"/><pubDate>Thu, 07 May 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/21a2226c-ba5c-4ff5-beac-d26bdc9c66af.mp3" length="51521611" type="audio/mpeg"/><itunes:duration>35:47</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Sydney Sloan - AEO, GEO, and the New Rules of B2B Visibility"><podcast:source uri="https://youtu.be/Ivv-b5LdOcU"/></podcast:alternateEnclosure></item><item><title>Carilu Dietrich &amp; Maya Spivak - Marketing That Actually Works in Today&apos;s Market</title><itunes:title>Carilu Dietrich &amp; Maya Spivak - Marketing That Actually Works in Today&apos;s Market</itunes:title><description><![CDATA[<p>Carilu Dietrich took Atlassian public and has spent the years since advising some of the fastest-growing companies in B2B tech, including Lovable. Maya Spivak is the brand marketer behind campaigns for Segment, Lovable, LinkedIn, and Hightouch.</p><p>Together, they have a simple thesis: most of what passes for B2B marketing right now is either derivative, tasteless, or both. The companies breaking through are doing something different.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Carilu and Maya joined the group to break down what is actually working, what is not, and why copying the thing that worked for someone else almost never works for you.</p><p>Discussed in this episode:</p><p>Why great products with word of mouth still beat everything else, including AI-powered distribution</p><p>Edutainment as the foundation of modern B2B marketing and what it actually looks like in practice</p><p>The PostHog campaign breakdown: what made it work in 2024 and why copying the format in 2026 is already a mistake</p><p>Why Lovable's two most viral tweets of their first year were completely unplanned</p><p>The founder social playbook: how consistency builds pipeline and what separates it from vanity metrics</p><p>Why enterprise buyers are not visiting your website and where they are actually learning about you</p><p>How influencer strategy works in B2B, including micro influencers, and why it matters even for small budgets</p><p>The "zig when others zag" principle: how to find your version of it instead of copying someone else's</p><p>What out-of-home advertising actually costs, who it works for, and what bad taste looks like in the wild</p><p>Why speed is the new creative constraint and what a 32-hour campaign launch actually requires</p><p>Key Takeaways:</p><p>1. Nothing has changed about what makes marketing work. Great products that serve real needs, that people love and talk about. That is still the foundation. AI does not change that.</p><p>2. Edutainment is not a tactic, it is the baseline. If your content is not entertaining, people scroll past it. The companies winning at RSA, on LinkedIn, and on billboards all understand this. The ones losing do not.</p><p>3. Copying campaigns is the fastest way to look like you have no ideas. PostHog's injury attorney format worked because nobody had done it. The company biting the format on a bus in San Francisco right now is invisible.</p><p>4. Viral is overrated. Consistency is underrated. Almost every marketer who has gone viral will tell you the same thing: it did not move the needle as much as they expected. What builds pipeline is showing up every week for a long time.</p><p>5. Enterprise buyers are on LinkedIn, not your website. Fortune 100 buyers responsible for AI purchasing decisions are following industry leaders on LinkedIn and booking demos without ever visiting a website. Your founder's presence is your top-of-funnel.</p><p>6. Zig when others zag, but find your own zig. The fuzzy heart works for Lovable. The wrestling ring works for Commvault at RSA. Neither of those works for you unless it is authentically yours and genuinely unexpected in your context.</p><p>7. Taste is a competitive advantage. When you are spending real money on out-of-home, events, or social, the difference between good and mid is visible to everyone. Find the people in your orbit who have taste and listen to them.</p><p>Follow Carilu: https://linkedin.com/in/cariludietrich/</p><p>Follow Maya: https://www.linkedin.com/in/mayagrinbergspivak/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></description><content:encoded><![CDATA[<p>Carilu Dietrich took Atlassian public and has spent the years since advising some of the fastest-growing companies in B2B tech, including Lovable. Maya Spivak is the brand marketer behind campaigns for Segment, Lovable, LinkedIn, and Hightouch.</p><p>Together, they have a simple thesis: most of what passes for B2B marketing right now is either derivative, tasteless, or both. The companies breaking through are doing something different.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Carilu and Maya joined the group to break down what is actually working, what is not, and why copying the thing that worked for someone else almost never works for you.</p><p>Discussed in this episode:</p><p>Why great products with word of mouth still beat everything else, including AI-powered distribution</p><p>Edutainment as the foundation of modern B2B marketing and what it actually looks like in practice</p><p>The PostHog campaign breakdown: what made it work in 2024 and why copying the format in 2026 is already a mistake</p><p>Why Lovable's two most viral tweets of their first year were completely unplanned</p><p>The founder social playbook: how consistency builds pipeline and what separates it from vanity metrics</p><p>Why enterprise buyers are not visiting your website and where they are actually learning about you</p><p>How influencer strategy works in B2B, including micro influencers, and why it matters even for small budgets</p><p>The "zig when others zag" principle: how to find your version of it instead of copying someone else's</p><p>What out-of-home advertising actually costs, who it works for, and what bad taste looks like in the wild</p><p>Why speed is the new creative constraint and what a 32-hour campaign launch actually requires</p><p>Key Takeaways:</p><p>1. Nothing has changed about what makes marketing work. Great products that serve real needs, that people love and talk about. That is still the foundation. AI does not change that.</p><p>2. Edutainment is not a tactic, it is the baseline. If your content is not entertaining, people scroll past it. The companies winning at RSA, on LinkedIn, and on billboards all understand this. The ones losing do not.</p><p>3. Copying campaigns is the fastest way to look like you have no ideas. PostHog's injury attorney format worked because nobody had done it. The company biting the format on a bus in San Francisco right now is invisible.</p><p>4. Viral is overrated. Consistency is underrated. Almost every marketer who has gone viral will tell you the same thing: it did not move the needle as much as they expected. What builds pipeline is showing up every week for a long time.</p><p>5. Enterprise buyers are on LinkedIn, not your website. Fortune 100 buyers responsible for AI purchasing decisions are following industry leaders on LinkedIn and booking demos without ever visiting a website. Your founder's presence is your top-of-funnel.</p><p>6. Zig when others zag, but find your own zig. The fuzzy heart works for Lovable. The wrestling ring works for Commvault at RSA. Neither of those works for you unless it is authentically yours and genuinely unexpected in your context.</p><p>7. Taste is a competitive advantage. When you are spending real money on out-of-home, events, or social, the difference between good and mid is visible to everyone. Find the people in your orbit who have taste and listen to them.</p><p>Follow Carilu: https://linkedin.com/in/cariludietrich/</p><p>Follow Maya: https://www.linkedin.com/in/mayagrinbergspivak/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></content:encoded><link><![CDATA[https://youtu.be/crSmjYS796I]]></link><guid isPermaLink="false">57f4faa7-39f4-4ef4-95b3-fb949e48b1a6</guid><itunes:image href="https://artwork.captivate.fm/da6880c1-2972-497f-ab78-0b5180e7b417/4-people-podcast-square-5th-1.jpg"/><pubDate>Thu, 07 May 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/57f4faa7-39f4-4ef4-95b3-fb949e48b1a6.mp3" length="48777259" type="audio/mpeg"/><itunes:duration>40:39</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Carilu Dietrich &amp; Maya Spivak - Marketing That Actually Works in Today&apos;s Market"><podcast:source uri="https://youtu.be/crSmjYS796I"/></podcast:alternateEnclosure></item><item><title>Chris Degnan - From $0 to Billions: Selling in Today&apos;s Difficult Market</title><itunes:title>Chris Degnan - From $0 to Billions: Selling in Today&apos;s Difficult Market</itunes:title><description><![CDATA[<p>Chris Degnan was the first sales rep at Snowflake. He took a 50% pay cut, joined a room full of engineers, and was told he probably wouldn't close a deal for two years. Eleven years later, he was CRO of one of the largest software IPOs in history.</p><p>This isn't a highlight reel. It's the actual playbook: what it takes to find product-market fit, build a GTM engine, and sell when conditions aren't perfect.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Chris joined the group to dig into what separates the operators who survive the grind from those who don't.</p><p>Discussed in this episode:</p><p>Why desperation is the most underrated quality in early sales hires</p><p>How Chris found product-market fit in AdTech and Online Gaming after the product broke under load</p><p>The "this week, last week" transparency email that turned sales intel into product roadmap</p><p>The Top 100 account framework that fixed Snowflake's demand generation problem overnight</p><p>Why Chris eliminated standalone customer success and what replaced it</p><p>The feedback loop with John McMahon that kept a CRO in seat for 11 years when the average tenure is 18 months</p><p>Why qualified meetings beat MQLs every time</p><p>What it actually looks like to build pipeline from zero when nobody's heard of you</p><p>Key Takeaways:</p><p>1. Hire for desperation, not pedigree. Big-company reps inherit playbooks. Early-stage reps have to build them. Know which one you need and don't confuse the two.</p><p>2. Be the student of what you sell. Chris knew Snowflake's product, pricing, and contracts better than almost anyone in the company. That's how he earned credibility with engineers and customers alike.</p><p>3. Drop MQLs. Measure qualified meetings. When Denise Persson came in as CMO, she stopped talking about MQLs entirely. The only thing that counted was whether the sales team was in front of the right customers.</p><p>4. Transparency compounds. A weekly "this week, last week" email sent to the entire company, board included, created alignment, accountability, and product feedback loops that shaped Snowflake's roadmap.</p><p>5. When there's doubt, there's no doubt. Frank Slootman's rule. If someone's wrong for the role, fixing it fast is an act of leadership, not cruelty.</p><p>6. Customer success is everyone's job. Chris scrapped standalone CS and embedded accountability into sales and SEs. Customers who paid for professional services were more successful. Incentives matter.</p><p>Grab Chris's book: Make It Snow — makeitsnowbook.com</p><p>Follow Chris: https://www.linkedin.com/in/chris-degnan/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></description><content:encoded><![CDATA[<p>Chris Degnan was the first sales rep at Snowflake. He took a 50% pay cut, joined a room full of engineers, and was told he probably wouldn't close a deal for two years. Eleven years later, he was CRO of one of the largest software IPOs in history.</p><p>This isn't a highlight reel. It's the actual playbook: what it takes to find product-market fit, build a GTM engine, and sell when conditions aren't perfect.</p><p>At Engineering Tailwinds, a live event in San Francisco co-hosted by GTMshift and The Transaction, Chris joined the group to dig into what separates the operators who survive the grind from those who don't.</p><p>Discussed in this episode:</p><p>Why desperation is the most underrated quality in early sales hires</p><p>How Chris found product-market fit in AdTech and Online Gaming after the product broke under load</p><p>The "this week, last week" transparency email that turned sales intel into product roadmap</p><p>The Top 100 account framework that fixed Snowflake's demand generation problem overnight</p><p>Why Chris eliminated standalone customer success and what replaced it</p><p>The feedback loop with John McMahon that kept a CRO in seat for 11 years when the average tenure is 18 months</p><p>Why qualified meetings beat MQLs every time</p><p>What it actually looks like to build pipeline from zero when nobody's heard of you</p><p>Key Takeaways:</p><p>1. Hire for desperation, not pedigree. Big-company reps inherit playbooks. Early-stage reps have to build them. Know which one you need and don't confuse the two.</p><p>2. Be the student of what you sell. Chris knew Snowflake's product, pricing, and contracts better than almost anyone in the company. That's how he earned credibility with engineers and customers alike.</p><p>3. Drop MQLs. Measure qualified meetings. When Denise Persson came in as CMO, she stopped talking about MQLs entirely. The only thing that counted was whether the sales team was in front of the right customers.</p><p>4. Transparency compounds. A weekly "this week, last week" email sent to the entire company, board included, created alignment, accountability, and product feedback loops that shaped Snowflake's roadmap.</p><p>5. When there's doubt, there's no doubt. Frank Slootman's rule. If someone's wrong for the role, fixing it fast is an act of leadership, not cruelty.</p><p>6. Customer success is everyone's job. Chris scrapped standalone CS and embedded accountability into sales and SEs. Customers who paid for professional services were more successful. Incentives matter.</p><p>Grab Chris's book: Make It Snow — makeitsnowbook.com</p><p>Follow Chris: https://www.linkedin.com/in/chris-degnan/</p><p>Follow James: https://www.linkedin.com/in/jameskaikis/</p><p>Follow Craig: https://www.linkedin.com/in/craigrosenberg/</p><p>Follow Matt: https://www.linkedin.com/in/matt-amundson-91657236/</p><p>Read more from GTMshift: https://gtmshift.substack.com/</p><p></p><p>Produced in partnership with The Transaction</p><p>https://thetransactionpod.com</p><p></p><p><strong>Engineering Tailwinds was made possible by our sponsors:</strong></p><p>FullEnrich: https://bit.ly/FullEnrich_GTM</p><p>UserGems: https://bit.ly/UserGems_GTM</p><p>Avarra: https://bit.ly/Avarra_GTM</p><p>Captivate Talent: https://bit.ly/CaptivateTalent</p><p>Storypath: https://bit.ly/Storypath_GTM</p><p>&amp; LinkedIn</p>]]></content:encoded><link><![CDATA[https://youtu.be/ZVTBrrxDeng]]></link><guid isPermaLink="false">961b1a19-1995-4ca7-8a9a-c77236c87be8</guid><itunes:image href="https://artwork.captivate.fm/ea9b4eb0-4c4c-45c8-8f7e-6b6bfbdcb6bc/4-people-podcast-square-1st-1.jpg"/><pubDate>Wed, 06 May 2026 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/961b1a19-1995-4ca7-8a9a-c77236c87be8.mp3" length="42846379" type="audio/mpeg"/><itunes:duration>35:42</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Chris Degnan - From $0 to Billions: Selling in Today&apos;s Difficult Market"><podcast:source uri="https://youtu.be/ZVTBrrxDeng"/></podcast:alternateEnclosure></item><item><title>Lessons in Scaling with Kyle Norton</title><itunes:title>Lessons in Scaling with Kyle Norton</itunes:title><description><![CDATA[<p>James Kaikis interviews Kyle Norton, CRO at Owner.com, about driving transformative SaaS growth. Kyle shares how Owner.com achieved 10x revenue growth in two years through strategies like centralized lead research and customer-focused comp plans. They discuss the evolving CRO role, the importance of enablement and rev ops, and actionable AI applications. Learn how to scale smartly, foster customer-centric growth, and build high-performing teams. Tune in for tactical insights to create your SaaS success playbook.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(04:30) Kyle’s Journey </p><p>(09:15) Scaling Through Customer-Centricity</p><p>(15:45) Investing in Enablement and RevOps</p><p>(21:30) Hiring for Growth Mindset and Curiosity</p><p>(28:40) Transitioning Trust Post-Sale</p><p>(34:50) Leveraging AI for Internal Efficiency</p><p>(42:15) The Future of Sales Roles in SaaS</p><p>(50:00) Unconventional GTM Strategies for the Future</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/BNr6iIqWDZ8</strong></p><p>Follow Kyle on LinkedIn: https://www.linkedin.com/in/kylecnorton/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>James Kaikis interviews Kyle Norton, CRO at Owner.com, about driving transformative SaaS growth. Kyle shares how Owner.com achieved 10x revenue growth in two years through strategies like centralized lead research and customer-focused comp plans. They discuss the evolving CRO role, the importance of enablement and rev ops, and actionable AI applications. Learn how to scale smartly, foster customer-centric growth, and build high-performing teams. Tune in for tactical insights to create your SaaS success playbook.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(04:30) Kyle’s Journey </p><p>(09:15) Scaling Through Customer-Centricity</p><p>(15:45) Investing in Enablement and RevOps</p><p>(21:30) Hiring for Growth Mindset and Curiosity</p><p>(28:40) Transitioning Trust Post-Sale</p><p>(34:50) Leveraging AI for Internal Efficiency</p><p>(42:15) The Future of Sales Roles in SaaS</p><p>(50:00) Unconventional GTM Strategies for the Future</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/BNr6iIqWDZ8</strong></p><p>Follow Kyle on LinkedIn: https://www.linkedin.com/in/kylecnorton/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/BNr6iIqWDZ8]]></link><guid isPermaLink="false">6b851f3c-cc0e-4ca3-9738-9f2ca6ad36b5</guid><itunes:image href="https://artwork.captivate.fm/87f4bdd1-2eb3-444b-ab7b-2b806bd6671e/GTMshift-Podcast.jpg"/><pubDate>Thu, 11 Dec 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/6b851f3c-cc0e-4ca3-9738-9f2ca6ad36b5.mp3" length="42437719" type="audio/mpeg"/><itunes:duration>43:51</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Lessons in Scaling with Kyle Norton"><podcast:source uri="https://youtu.be/BNr6iIqWDZ8"/></podcast:alternateEnclosure></item><item><title>Aligning Solutions with Business Outcomes with Josh Aranoff</title><itunes:title>Aligning Solutions with Business Outcomes with Josh Aranoff</itunes:title><description><![CDATA[<p>James Kaikis sits down with Josh Aranoff, VP of Sales and Solutions at Trimble, to explore the evolving role of solutions professionals in SaaS. Josh shares insights from his time at Salesforce and Procore, highlighting how solutions engineers are moving beyond demos to become strategic partners in revenue growth. He discusses deal scoring, hybrid roles, and the integration of presales and post-sales functions. Learn how customer expectations are reshaping GTM strategies and how enabling solutions teams with training, tools, and incentives creates better business outcomes.</p><p>Jump into the conversation:</p><p>(01:05) Introduction to Josh Aranoff and his career journey</p><p>(07:30) Expanding the solutions role: From demos to strategic impact</p><p>(14:50) How deal scoring improves forecasting and alignment</p><p>(21:15) Bridging presales and post-sales: Hybrid roles and GTM alignment</p><p>(29:40) The importance of enabling solutions teams with tools and training</p><p>(36:20) How evolving customer expectations reshape SaaS strategies</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/IAQ0AMnNtqU</strong></p><p>Follow Josh on LinkedIn: https://www.linkedin.com/in/josharanoff/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>James Kaikis sits down with Josh Aranoff, VP of Sales and Solutions at Trimble, to explore the evolving role of solutions professionals in SaaS. Josh shares insights from his time at Salesforce and Procore, highlighting how solutions engineers are moving beyond demos to become strategic partners in revenue growth. He discusses deal scoring, hybrid roles, and the integration of presales and post-sales functions. Learn how customer expectations are reshaping GTM strategies and how enabling solutions teams with training, tools, and incentives creates better business outcomes.</p><p>Jump into the conversation:</p><p>(01:05) Introduction to Josh Aranoff and his career journey</p><p>(07:30) Expanding the solutions role: From demos to strategic impact</p><p>(14:50) How deal scoring improves forecasting and alignment</p><p>(21:15) Bridging presales and post-sales: Hybrid roles and GTM alignment</p><p>(29:40) The importance of enabling solutions teams with tools and training</p><p>(36:20) How evolving customer expectations reshape SaaS strategies</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/IAQ0AMnNtqU</strong></p><p>Follow Josh on LinkedIn: https://www.linkedin.com/in/josharanoff/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/IAQ0AMnNtqU]]></link><guid isPermaLink="false">80dd22cd-5d79-49d3-8b9d-60c08091c38f</guid><itunes:image href="https://artwork.captivate.fm/306b0d3b-f752-453b-aa98-f6ba804abc93/GTMshift-Podcast-4.png"/><pubDate>Thu, 04 Dec 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/80dd22cd-5d79-49d3-8b9d-60c08091c38f.mp3" length="42841206" type="audio/mpeg"/><itunes:duration>44:09</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Aligning Solutions with Business Outcomes with Josh Aranoff"><podcast:source uri="https://youtu.be/IAQ0AMnNtqU"/></podcast:alternateEnclosure></item><item><title>Leading Change through an AI Revolution with Diana Cappello</title><itunes:title>Leading Change through an AI Revolution with Diana Cappello</itunes:title><description><![CDATA[<p>Diana Cappello, Director of Solutions Consulting, US &amp; Demo Engineering at Eightfold, reveals how AI is revolutionizing hiring from entry-level to executive roles—and why every professional needs to prepare for bot interviews. She shares battle-tested strategies that cut onboarding from 12 months to 4 months, her "Demo Dojo" training methodology, and how managed sessions using real customer data consistently beat competitors. Learn why she hires performers over techies, how AI will augment rather than replace human roles, and why solutions engineers must choose their evolution: deeper into customer success or broader into sales.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(4:20) - Hiring for potential: The gregarious performers who succeed in solutions</p><p>(10:47) - Managed sessions: The demo strategy that beats competitors every time</p><p>(13:54) - Enabling AEs to demo: Movie trailers that earn discovery calls</p><p>(18:14) - Eightfold's AI interviewer: Revolutionary hiring at scale</p><p>(26:04) - Removing bias: How AI creates equal playing fields in hiring</p><p>(29:45) - The future of solutions: Picking sides between sales and customer success</p><p><strong>Watch This Episode on YouTube: https://youtu.be/ArViri73Rek</strong></p><p>Follow Diana on LinkedIn: https://www.linkedin.com/in/dianacappello/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Diana Cappello, Director of Solutions Consulting, US &amp; Demo Engineering at Eightfold, reveals how AI is revolutionizing hiring from entry-level to executive roles—and why every professional needs to prepare for bot interviews. She shares battle-tested strategies that cut onboarding from 12 months to 4 months, her "Demo Dojo" training methodology, and how managed sessions using real customer data consistently beat competitors. Learn why she hires performers over techies, how AI will augment rather than replace human roles, and why solutions engineers must choose their evolution: deeper into customer success or broader into sales.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(4:20) - Hiring for potential: The gregarious performers who succeed in solutions</p><p>(10:47) - Managed sessions: The demo strategy that beats competitors every time</p><p>(13:54) - Enabling AEs to demo: Movie trailers that earn discovery calls</p><p>(18:14) - Eightfold's AI interviewer: Revolutionary hiring at scale</p><p>(26:04) - Removing bias: How AI creates equal playing fields in hiring</p><p>(29:45) - The future of solutions: Picking sides between sales and customer success</p><p><strong>Watch This Episode on YouTube: https://youtu.be/ArViri73Rek</strong></p><p>Follow Diana on LinkedIn: https://www.linkedin.com/in/dianacappello/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/ArViri73Rek]]></link><guid isPermaLink="false">ee5a2785-82f2-4ee5-88e9-c1e6d06d2790</guid><itunes:image href="https://artwork.captivate.fm/4a3e3322-213c-4937-a6b0-0c9ece7bf323/GTMshift-Podcast-1.jpg"/><pubDate>Thu, 27 Nov 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/ee5a2785-82f2-4ee5-88e9-c1e6d06d2790.mp3" length="34024023" type="audio/mpeg"/><itunes:duration>34:44</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Leading Change through an AI Revolution with Diana Cappello"><podcast:source uri="https://youtu.be/ArViri73Rek"/></podcast:alternateEnclosure></item><item><title>The AI Revolution in Solutions Engineering with Stephen Morse</title><itunes:title>The AI Revolution in Solutions Engineering with Stephen Morse</itunes:title><description><![CDATA[<p>Solutions engineering veteran Stephen Morse discusses how AI is transforming go-to-market strategies and reshaping the SE profession. From the convergence of pre- and post-sales to outcome-based pricing trends, this episode explores what the future holds for technical sales professionals. </p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(03:15) Stephen’s 30-year journey through tech paradigms</p><p>(12:30) Why AI feels different from previous disruptions</p><p>(18:45) The consolidation of pre-sales and post-sales functions</p><p>(28:20) Solutions engineers transitioning to AE roles</p><p>(35:40) The rise of outcome-based pricing</p><p>(42:15) What sales engineering will look like in five years</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/P8edj0rJ0L0</strong></p><p>Follow Stephen on LinkedIn: https://www.linkedin.com/in/morsestephen/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Solutions engineering veteran Stephen Morse discusses how AI is transforming go-to-market strategies and reshaping the SE profession. From the convergence of pre- and post-sales to outcome-based pricing trends, this episode explores what the future holds for technical sales professionals. </p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(03:15) Stephen’s 30-year journey through tech paradigms</p><p>(12:30) Why AI feels different from previous disruptions</p><p>(18:45) The consolidation of pre-sales and post-sales functions</p><p>(28:20) Solutions engineers transitioning to AE roles</p><p>(35:40) The rise of outcome-based pricing</p><p>(42:15) What sales engineering will look like in five years</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/P8edj0rJ0L0</strong></p><p>Follow Stephen on LinkedIn: https://www.linkedin.com/in/morsestephen/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/P8edj0rJ0L0]]></link><guid isPermaLink="false">d95550af-efe2-46c0-ac23-0b9a7ecc32aa</guid><itunes:image href="https://artwork.captivate.fm/98b8aa05-7faa-4c92-9755-8001195b53a9/Stephen-Podcast.jpg"/><pubDate>Thu, 20 Nov 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/d95550af-efe2-46c0-ac23-0b9a7ecc32aa.mp3" length="38398734" type="audio/mpeg"/><itunes:duration>39:47</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="The AI Revolution in Solutions Engineering with Stephen Morse"><podcast:source uri="https://youtu.be/P8edj0rJ0L0"/></podcast:alternateEnclosure></item><item><title>Building World Class Solutions Orgs within a Private Equity-backed Business with Sharon Martin</title><itunes:title>Building World Class Solutions Orgs within a Private Equity-backed Business with Sharon Martin</itunes:title><description><![CDATA[<p>Sharon Martin, SVP of Global Sales Engineering at Alteryx, breaks down how to position solutions teams as the strategic drivers of organizational AI adoption. She explains why solutions engineers are uniquely equipped to bridge technical capabilities with business outcomes during periods of massive change.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(3:28) - Thriving in private equity: Career-building years, not career-ending</p><p>(10:51) - Building AI specialist teams organically through volunteer hand-raisers</p><p>(18:03) - Monthly C-suite operational reviews: Elevating solutions engineering strategy</p><p>(19:56) - Individual revenue goals for every solutions engineer: The controversial shift</p><p>(24:06) - The death of traditional UIs: Conversational data and agentic AI</p><p>(35:20) - Channel strategy as foundation: Getting scale through partners right from day</p><p><strong>Watch This Episode on YouTube: https://youtu.be/_7rL9OTvprA</strong></p><p>Follow Sharon on LinkedIn: https://www.linkedin.com/in/shamarti/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Sharon Martin, SVP of Global Sales Engineering at Alteryx, breaks down how to position solutions teams as the strategic drivers of organizational AI adoption. She explains why solutions engineers are uniquely equipped to bridge technical capabilities with business outcomes during periods of massive change.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(3:28) - Thriving in private equity: Career-building years, not career-ending</p><p>(10:51) - Building AI specialist teams organically through volunteer hand-raisers</p><p>(18:03) - Monthly C-suite operational reviews: Elevating solutions engineering strategy</p><p>(19:56) - Individual revenue goals for every solutions engineer: The controversial shift</p><p>(24:06) - The death of traditional UIs: Conversational data and agentic AI</p><p>(35:20) - Channel strategy as foundation: Getting scale through partners right from day</p><p><strong>Watch This Episode on YouTube: https://youtu.be/_7rL9OTvprA</strong></p><p>Follow Sharon on LinkedIn: https://www.linkedin.com/in/shamarti/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/_7rL9OTvprA]]></link><guid isPermaLink="false">ee6c28b0-9601-46b0-b8ce-3218f402f328</guid><itunes:image href="https://artwork.captivate.fm/77977190-0511-4684-a357-f17bc5c7f1c9/GTMshift-Podcast-2.jpg"/><pubDate>Thu, 13 Nov 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/ee6c28b0-9601-46b0-b8ce-3218f402f328.mp3" length="38661004" type="audio/mpeg"/><itunes:duration>39:35</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Building World Class Solutions Orgs within a Private Equity-backed Business with Sharon Martin"><podcast:source uri="https://youtu.be/_7rL9OTvprA"/></podcast:alternateEnclosure></item><item><title>The Solution Exec Guide to Navigating the Great AI Shift with Jeff Margolese</title><itunes:title>The Solution Exec Guide to Navigating the Great AI Shift with Jeff Margolese</itunes:title><description><![CDATA[<p>Jeff Margolese, SVP of Global Solution Consulting at ServiceNow and 20+ year industry veteran, explores how AI is fundamentally transforming enterprise sales and the solutions engineering profession. Having guided ServiceNow's SE organization through explosive growth from $300M to over $10B in revenue, Jeff shares insights on navigating massive technological shifts while building trust with enterprise customers who now demand "show me my data in your product" rather than traditional demos.</p><p>Jump into the conversation:</p><p>(0:00) - Welcome to the Episode</p><p>(7:05) - From coding to solutions: Jeff's journey through the tech evolution</p><p>(10:02) - The "hook demo" era and why it doesn't work anymore</p><p>(16:03) - ServiceNow's billion-dollar AI revenue and dual LLM strategy</p><p>(28:28) - Leaning into POCs: Using Miro, Obsidian, and Cursor to build live solutions</p><p>(32:05) - Forward Deployed Engineers: The new competitive advantage</p><p>(38:02) - The future of solutions engineering: Will AI replace or enhance the role?</p><p><strong>Watch This Episode on YouTube: https://youtu.be/YIZVPWNK4tY</strong></p><p>Follow Jeff on LinkedIn: https://www.linkedin.com/in/jeff-margolese-816478/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Jeff Margolese, SVP of Global Solution Consulting at ServiceNow and 20+ year industry veteran, explores how AI is fundamentally transforming enterprise sales and the solutions engineering profession. Having guided ServiceNow's SE organization through explosive growth from $300M to over $10B in revenue, Jeff shares insights on navigating massive technological shifts while building trust with enterprise customers who now demand "show me my data in your product" rather than traditional demos.</p><p>Jump into the conversation:</p><p>(0:00) - Welcome to the Episode</p><p>(7:05) - From coding to solutions: Jeff's journey through the tech evolution</p><p>(10:02) - The "hook demo" era and why it doesn't work anymore</p><p>(16:03) - ServiceNow's billion-dollar AI revenue and dual LLM strategy</p><p>(28:28) - Leaning into POCs: Using Miro, Obsidian, and Cursor to build live solutions</p><p>(32:05) - Forward Deployed Engineers: The new competitive advantage</p><p>(38:02) - The future of solutions engineering: Will AI replace or enhance the role?</p><p><strong>Watch This Episode on YouTube: https://youtu.be/YIZVPWNK4tY</strong></p><p>Follow Jeff on LinkedIn: https://www.linkedin.com/in/jeff-margolese-816478/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/YIZVPWNK4tY]]></link><guid isPermaLink="false">52e44379-478c-4a6f-b654-b3b038385c08</guid><itunes:image href="https://artwork.captivate.fm/bc2cef93-2c5d-4a8f-85da-7776ce5fc5e9/GTMshift-Podcast-3.jpg"/><pubDate>Thu, 06 Nov 2025 06:00:00 -0600</pubDate><enclosure url="https://episodes.captivate.fm/episode/52e44379-478c-4a6f-b654-b3b038385c08.mp3" length="45530152" type="audio/mpeg"/><itunes:duration>47:00</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="The Solution Exec Guide to Navigating the Great AI Shift with Jeff Margolese"><podcast:source uri="https://youtu.be/YIZVPWNK4tY"/></podcast:alternateEnclosure></item><item><title>Personalization at Scale: The Future of SaaS Buyer Journeys with Elaine Zelby</title><itunes:title>Personalization at Scale: The Future of SaaS Buyer Journeys with Elaine Zelby</itunes:title><description><![CDATA[<p>James Kaikis sits down with Elaine Zelby, Co-Founder &amp; CRO of Tofu, to explore how evolving buyer behaviors are reshaping SaaS go-to-market strategies. Elaine discusses the demand for self-education, validation, and hyper-personalized experiences, sharing Tofu’s approach to using AI for scalable buyer journeys. Together, they unpack aligning sales, marketing, and CS for seamless customer experiences, breaking down silos across GTM functions, and incentivizing teams on shared revenue goals. This episode is packed with actionable insights for SaaS leaders to meet buyer demands, foster alignment, and thrive in today’s competitive market.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(01:01) Elaine’s journey from mechanical engineering to VC to Tofu’s CRO</p><p>(08:45) Evolving buyer behaviors</p><p>(15:20) Personalization at scale: Using AI to tailor buyer journeys</p><p>(22:50) Breaking down the silos: Aligning sales, marketing, and CS teams</p><p>(29:15) Collaborative incentives: Tying revenue goals to GTM alignment</p><p>(35:40) The future of SaaS GTM: Fewer tools, better data, and leaner teams</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/xZZ5nJLF8zA</strong></p><p>Follow Elaine on LinkedIn: https://www.linkedin.com/in/elainezelby/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>James Kaikis sits down with Elaine Zelby, Co-Founder &amp; CRO of Tofu, to explore how evolving buyer behaviors are reshaping SaaS go-to-market strategies. Elaine discusses the demand for self-education, validation, and hyper-personalized experiences, sharing Tofu’s approach to using AI for scalable buyer journeys. Together, they unpack aligning sales, marketing, and CS for seamless customer experiences, breaking down silos across GTM functions, and incentivizing teams on shared revenue goals. This episode is packed with actionable insights for SaaS leaders to meet buyer demands, foster alignment, and thrive in today’s competitive market.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(01:01) Elaine’s journey from mechanical engineering to VC to Tofu’s CRO</p><p>(08:45) Evolving buyer behaviors</p><p>(15:20) Personalization at scale: Using AI to tailor buyer journeys</p><p>(22:50) Breaking down the silos: Aligning sales, marketing, and CS teams</p><p>(29:15) Collaborative incentives: Tying revenue goals to GTM alignment</p><p>(35:40) The future of SaaS GTM: Fewer tools, better data, and leaner teams</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/xZZ5nJLF8zA</strong></p><p>Follow Elaine on LinkedIn: https://www.linkedin.com/in/elainezelby/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/xZZ5nJLF8zA]]></link><guid isPermaLink="false">437a7f57-1595-4fb4-9dec-c0478334290b</guid><itunes:image href="https://artwork.captivate.fm/78243b97-c4e8-4b6a-a2f5-dd8205502bf9/Elaine-Podcast.png"/><pubDate>Thu, 30 Oct 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/437a7f57-1595-4fb4-9dec-c0478334290b.mp3" length="35249249" type="audio/mpeg"/><itunes:duration>36:31</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Personalization at Scale: The Future of SaaS Buyer Journeys with Elaine Zelby"><podcast:source uri="https://youtu.be/xZZ5nJLF8zA"/></podcast:alternateEnclosure></item><item><title>AI-Native Selling: From Consumption Pricing to Agent-Powered GTM with Zach Lawryk</title><itunes:title>AI-Native Selling: From Consumption Pricing to Agent-Powered GTM with Zach Lawryk</itunes:title><description><![CDATA[<p>OpenAI’s Zach Lawryk reveals how AI is fundamentally transforming go-to-market strategies, from AI-native selling methodologies to the future of consumption pricing. Learn why intelligence has become a commodity and how agent-powered workflows will reshape sales teams.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the episode</p><p>(05:16) The AI “aha moment” at Rippling</p><p>(12:19) OpenAI’s AI-native selling approach</p><p>(20:04) Evolution of sales roles in AI era</p><p>(28:54) Consumption vs. outcome-based pricing</p><p>(39:00) Future: 10-person billion-dollar companies</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/KGHnF3vzV6A</strong></p><p>Follow Zach on LinkedIn: https://www.linkedin.com/in/zlawryk/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>OpenAI’s Zach Lawryk reveals how AI is fundamentally transforming go-to-market strategies, from AI-native selling methodologies to the future of consumption pricing. Learn why intelligence has become a commodity and how agent-powered workflows will reshape sales teams.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the episode</p><p>(05:16) The AI “aha moment” at Rippling</p><p>(12:19) OpenAI’s AI-native selling approach</p><p>(20:04) Evolution of sales roles in AI era</p><p>(28:54) Consumption vs. outcome-based pricing</p><p>(39:00) Future: 10-person billion-dollar companies</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/KGHnF3vzV6A</strong></p><p>Follow Zach on LinkedIn: https://www.linkedin.com/in/zlawryk/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/KGHnF3vzV6A]]></link><guid isPermaLink="false">76d6f13d-51c7-4da4-8e0f-f3147250a86b</guid><itunes:image href="https://artwork.captivate.fm/53154129-c2a7-4480-9fb2-bd20ac5fd59b/Zach-Podcast.jpg"/><pubDate>Thu, 23 Oct 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/76d6f13d-51c7-4da4-8e0f-f3147250a86b.mp3" length="40425972" type="audio/mpeg"/><itunes:duration>41:47</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="AI-Native Selling: From Consumption Pricing to Agent-Powered GTM with Zach Lawryk"><podcast:source uri="https://youtu.be/KGHnF3vzV6A"/></podcast:alternateEnclosure></item><item><title>Creating a Growth Engine via Buyer-Centric GTM and LinkedIn with Gal Aga</title><itunes:title>Creating a Growth Engine via Buyer-Centric GTM and LinkedIn with Gal Aga</itunes:title><description><![CDATA[<p>Aligned CEO Gal Aga reveals how buyer-centric sales and LinkedIn founder branding drove 4X growth. Learn why transactional sales is dead and how to build authentic content that generates real business results.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(02:47) From sales rep to founder journey</p><p>(06:12) The 440K deal that changed everything</p><p>(14:09) Why transactional sales doesn’t work</p><p>(20:13) Building a founder brand on LinkedIn</p><p>(32:54) LinkedIn impressions and business impact</p><p>(38:56) Advice for getting started on LinkedIn</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/CVd5Ud0oS0k</strong></p><p>Follow Gal on LinkedIn: https://www.linkedin.com/in/gal-aga/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Aligned CEO Gal Aga reveals how buyer-centric sales and LinkedIn founder branding drove 4X growth. Learn why transactional sales is dead and how to build authentic content that generates real business results.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(02:47) From sales rep to founder journey</p><p>(06:12) The 440K deal that changed everything</p><p>(14:09) Why transactional sales doesn’t work</p><p>(20:13) Building a founder brand on LinkedIn</p><p>(32:54) LinkedIn impressions and business impact</p><p>(38:56) Advice for getting started on LinkedIn</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/CVd5Ud0oS0k</strong></p><p>Follow Gal on LinkedIn: https://www.linkedin.com/in/gal-aga/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/CVd5Ud0oS0k]]></link><guid isPermaLink="false">df02ca63-250e-4eed-8378-dff8c61c8ce4</guid><itunes:image href="https://artwork.captivate.fm/a10f5bc3-2f69-47e2-8e0d-3ac049e8d891/Gal-Podcast.jpg"/><pubDate>Thu, 16 Oct 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/df02ca63-250e-4eed-8378-dff8c61c8ce4.mp3" length="41316465" type="audio/mpeg"/><itunes:duration>41:31</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Creating a Growth Engine via Buyer-Centric GTM and LinkedIn with Gal Aga"><podcast:source uri="https://youtu.be/CVd5Ud0oS0k"/></podcast:alternateEnclosure></item><item><title>Designing Customer-Centric GTM Strategies with Lexi Bohonnon</title><itunes:title>Designing Customer-Centric GTM Strategies with Lexi Bohonnon</itunes:title><description><![CDATA[<p>James Kaikis speaks with Lexi Bohonnon, Chief Revenue Officer at Roam, about how a solutions mindset in leadership drives business impact. Lexi shares her journey from solutions engineering to senior leadership, emphasizing how solutions-oriented professionals are reshaping GTM strategies. She discusses the value of aligning teams, breaking silos, and focusing on consistent customer value. Lexi also highlights her work at Roam, where frictionless, self-guided buying experiences redefine customer empowerment and satisfaction</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(01:00) Lexi’s career journey: From IBM to Yext and Roam</p><p>(07:20) The power of a solutions mindset in leadership</p><p>(15:30) Real-life example: Turning around a difficult client relationship</p><p>(21:45) Aligning teams and breaking silos with solutions thinking</p><p>(28:00) Redefining go-to-market with self-guided buying experiences</p><p>(35:10) The impact of monthly value models on customer engagement</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/Irlw-fE3iJE</strong></p><p>Follow Lexi on LinkedIn: https://www.linkedin.com/in/lexi-bohonnon-818b4418/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>James Kaikis speaks with Lexi Bohonnon, Chief Revenue Officer at Roam, about how a solutions mindset in leadership drives business impact. Lexi shares her journey from solutions engineering to senior leadership, emphasizing how solutions-oriented professionals are reshaping GTM strategies. She discusses the value of aligning teams, breaking silos, and focusing on consistent customer value. Lexi also highlights her work at Roam, where frictionless, self-guided buying experiences redefine customer empowerment and satisfaction</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(01:00) Lexi’s career journey: From IBM to Yext and Roam</p><p>(07:20) The power of a solutions mindset in leadership</p><p>(15:30) Real-life example: Turning around a difficult client relationship</p><p>(21:45) Aligning teams and breaking silos with solutions thinking</p><p>(28:00) Redefining go-to-market with self-guided buying experiences</p><p>(35:10) The impact of monthly value models on customer engagement</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p>This episode originally premiered on The New GTM Playbook. Watch the original: www.testbox.com/gtm</p><p><strong>Watch This Episode on YouTube: https://youtu.be/Irlw-fE3iJE</strong></p><p>Follow Lexi on LinkedIn: https://www.linkedin.com/in/lexi-bohonnon-818b4418/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/Irlw-fE3iJE]]></link><guid isPermaLink="false">7f347a30-ce95-4c57-a6f6-012067c2604a</guid><itunes:image href="https://artwork.captivate.fm/b11d2249-61cd-4b2d-9994-39aa0619a55f/GTMshift-Podcast-3.png"/><pubDate>Thu, 09 Oct 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/7f347a30-ce95-4c57-a6f6-012067c2604a.mp3" length="31649342" type="audio/mpeg"/><itunes:duration>32:45</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Designing Customer-Centric GTM Strategies with Lexi Bohonnon"><podcast:source uri="https://youtu.be/Irlw-fE3iJE"/></podcast:alternateEnclosure></item><item><title>Everything’s Back on the Table: Why AI is Revolutionizing GTM with Craig Rosenberg</title><itunes:title>Everything’s Back on the Table: Why AI is Revolutionizing GTM with Craig Rosenberg</itunes:title><description><![CDATA[<p>Craig Rosenberg from Scale Venture Partners reveals why AI is forcing a complete reinvention of go-to-market strategies. Learn how founders are rebuilding sales processes from scratch and why traditional GTM playbooks are now obsolete. Discover the revolutionary changes happening in buyer behavior, sales roles, and revenue efficiency.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(05:32) Why this GTM revolution is different</p><p>(08:17) The Scale Summit “midlife crisis” moment</p><p>(11:07) David Boskovic's complete sales process rebuild</p><p>(26:09) The speed of AI implementation</p><p>(28:35) How hands-on should executives be?</p><p>(33:00) Revenue per employee revolution</p><p>(38:53) What will still be true in five years?</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/E_qgfUZgwgU</strong></p><p>Follow Craig on LinkedIn: https://www.linkedin.com/in/craigrosenberg/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Craig Rosenberg from Scale Venture Partners reveals why AI is forcing a complete reinvention of go-to-market strategies. Learn how founders are rebuilding sales processes from scratch and why traditional GTM playbooks are now obsolete. Discover the revolutionary changes happening in buyer behavior, sales roles, and revenue efficiency.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(05:32) Why this GTM revolution is different</p><p>(08:17) The Scale Summit “midlife crisis” moment</p><p>(11:07) David Boskovic's complete sales process rebuild</p><p>(26:09) The speed of AI implementation</p><p>(28:35) How hands-on should executives be?</p><p>(33:00) Revenue per employee revolution</p><p>(38:53) What will still be true in five years?</p><p>This episode is sponsored by TestBox. Please visit www.testbox.com to learn more! </p><p><strong>Watch This Episode: https://youtu.be/E_qgfUZgwgU</strong></p><p>Follow Craig on LinkedIn: https://www.linkedin.com/in/craigrosenberg/</p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/E_qgfUZgwgU]]></link><guid isPermaLink="false">5e37283b-1e49-4f48-9336-50706d1fb13a</guid><itunes:image href="https://artwork.captivate.fm/bc6f87f9-c175-4f19-98c7-bfca99692ee4/Craig-Podcast.jpg"/><pubDate>Thu, 02 Oct 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/5e37283b-1e49-4f48-9336-50706d1fb13a.mp3" length="40435529" type="audio/mpeg"/><itunes:duration>41:49</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Everything’s Back on the Table: Why AI is Revolutionizing GTM with Craig Rosenberg"><podcast:source uri="https://youtu.be/E_qgfUZgwgU"/></podcast:alternateEnclosure></item><item><title>Back to Basics: Why GTM Fundamentals Beat the Latest Trends with Bart Fanelli</title><itunes:title>Back to Basics: Why GTM Fundamentals Beat the Latest Trends with Bart Fanelli</itunes:title><description><![CDATA[<p>Bart Fanelli shares how operational discipline and Go-To-Market fundamentals drove hyperscale at Splunk and OutSystems. Learn why going back to basics beats chasing the latest trends in this engaging conversation about sustainable go-to-market strategies.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(02:19) Hyperscale journey: Growth at Splunk and OutSystems</p><p>(05:05) Why companies avoid fundamentals</p><p>(13:51) Full lifecycle teams at Splunk</p><p>(25:13) The board-to-ground level disconnect</p><p>(32:07) AI and the future of go-to-market</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch This Episode: https://youtu.be/keM9YTDkoeI</strong></p><p>Follow Bart on LinkedIn: https://www.linkedin.com/in/bartfanelli/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Bart Fanelli shares how operational discipline and Go-To-Market fundamentals drove hyperscale at Splunk and OutSystems. Learn why going back to basics beats chasing the latest trends in this engaging conversation about sustainable go-to-market strategies.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(02:19) Hyperscale journey: Growth at Splunk and OutSystems</p><p>(05:05) Why companies avoid fundamentals</p><p>(13:51) Full lifecycle teams at Splunk</p><p>(25:13) The board-to-ground level disconnect</p><p>(32:07) AI and the future of go-to-market</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch This Episode: https://youtu.be/keM9YTDkoeI</strong></p><p>Follow Bart on LinkedIn: https://www.linkedin.com/in/bartfanelli/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://youtu.be/keM9YTDkoeI]]></link><guid isPermaLink="false">e5f50453-3c81-45f0-9b47-40cc8c3d86d9</guid><itunes:image href="https://artwork.captivate.fm/86c43e58-f6e2-4460-91e5-a6e4203a964c/3TTjHqjl5kblSDoAZnw3RSfu.png"/><pubDate>Thu, 25 Sep 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/e5f50453-3c81-45f0-9b47-40cc8c3d86d9.mp3" length="39702652" type="audio/mpeg"/><itunes:duration>41:06</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="Back to Basics: Why Go-To-Market Fundamentals Beat the Latest Trends with Bart Fanelli"><podcast:source uri="https://youtu.be/keM9YTDkoeI"/></podcast:alternateEnclosure></item><item><title>GTM Engineering, RevOps, and the AI-Savvy Chief Revenue Officer with Jordan Crawford</title><itunes:title>GTM Engineering, RevOps, and the AI-Savvy Chief Revenue Officer with Jordan Crawford</itunes:title><description><![CDATA[<p>Jordan Crawford explains go-to-market engineering and why it’s different from RevOps. Learn how to build data moats, create permissionless value propositions, and prepare for the future of CRO roles in the AI era. </p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(06:16) What is go-to-market engineering?</p><p>(10:29) GTM engineering vs. RevOps</p><p>(20:39) Permissionless value propositions</p><p>(26:12) Systems of intelligence framework</p><p>(29:59) The future Jedi CRO</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch This Episode: https://youtu.be/DXxBT2AHbBc</strong></p><p>Follow Jordan on LinkedIn: https://www.linkedin.com/in/jordancrawford/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Jordan Crawford explains go-to-market engineering and why it’s different from RevOps. Learn how to build data moats, create permissionless value propositions, and prepare for the future of CRO roles in the AI era. </p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(06:16) What is go-to-market engineering?</p><p>(10:29) GTM engineering vs. RevOps</p><p>(20:39) Permissionless value propositions</p><p>(26:12) Systems of intelligence framework</p><p>(29:59) The future Jedi CRO</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch This Episode: https://youtu.be/DXxBT2AHbBc</strong></p><p>Follow Jordan on LinkedIn: https://www.linkedin.com/in/jordancrawford/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">9b390a14-c596-40db-bec4-602f450639e1</guid><itunes:image href="https://artwork.captivate.fm/85267a8c-7cc8-4743-8cfd-b1203a333282/Jordan-Podcast.jpeg"/><pubDate>Thu, 18 Sep 2025 06:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/9b390a14-c596-40db-bec4-602f450639e1.mp3" length="38688567" type="audio/mpeg"/><itunes:duration>39:44</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><podcast:alternateEnclosure type="video/youtube" title="GTM Engineering, RevOps, and the AI-Savvy Chief Revenue Officer with Jordan Crawford"><podcast:source uri="https://youtu.be/DXxBT2AHbBc"/></podcast:alternateEnclosure></item><item><title>The Death of the Traditional GTM Playbook with Brett Queener</title><itunes:title>The Death of the Traditional GTM Playbook with Brett Queener</itunes:title><description><![CDATA[<p>Brett Queener, architect of the original Salesforce GTM playbook, explains why traditional go-to-market strategies are dead and how AI agents are creating the biggest opportunity for solutions professionals in decades. As Managing Director at Bonfire Ventures, Brett shares insights from both building the first SaaS playbook and now investing in the companies that will replace it.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(00:55) Brett’s journey from Salesforce to AI-first investing</p><p>(08:25) The moment Brett realized the old playbook was obsolete</p><p>(16:28) Why user interfaces are disappearing</p><p>(19:28) Why Solutions Engineers will become the new Account Executives</p><p>(31:30) How Bonfire Ventures is betting on vertical AI solutions</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch the Episode on YouTube: https://youtu.be/6ODnZP_7gBQ</strong></p><p>Follow Brett on LinkedIn: https://www.linkedin.com/in/brettqueener/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></description><content:encoded><![CDATA[<p>Brett Queener, architect of the original Salesforce GTM playbook, explains why traditional go-to-market strategies are dead and how AI agents are creating the biggest opportunity for solutions professionals in decades. As Managing Director at Bonfire Ventures, Brett shares insights from both building the first SaaS playbook and now investing in the companies that will replace it.</p><p>Jump into the conversation:</p><p>(00:00) Welcome to the Episode</p><p>(00:55) Brett’s journey from Salesforce to AI-first investing</p><p>(08:25) The moment Brett realized the old playbook was obsolete</p><p>(16:28) Why user interfaces are disappearing</p><p>(19:28) Why Solutions Engineers will become the new Account Executives</p><p>(31:30) How Bonfire Ventures is betting on vertical AI solutions</p><p>This episode is sponsored by TestBox. Please visit&nbsp;<a href="http://www.testbox.com/" rel="noopener noreferrer" target="_blank">www.testbox.com</a>&nbsp;to learn more!</p><p><strong>Watch the Episode on YouTube: https://youtu.be/6ODnZP_7gBQ</strong></p><p>Follow Brett on LinkedIn: https://www.linkedin.com/in/brettqueener/ </p><p>More from The GTMshift: www.gtmshift.com</p><p>Subscribe to the newsletter: https://gtmshift.substack.com/</p><p>Follow James on LinkedIn: https://www.linkedin.com/in/jameskaikis/</p>]]></content:encoded><link><![CDATA[https://www.gtmshift.com]]></link><guid isPermaLink="false">2449109f-38d0-4d20-ab96-233849b0fe99</guid><itunes:image href="https://artwork.captivate.fm/7fc092f0-3d91-449f-a0e7-0c0893ff8858/JDFYuNNwAGiUficFAzBwwb-J.png"/><pubDate>Tue, 05 Aug 2025 07:00:00 -0500</pubDate><enclosure url="https://episodes.captivate.fm/episode/2449109f-38d0-4d20-ab96-233849b0fe99.mp3" length="35394770" type="audio/mpeg"/><itunes:duration>36:30</itunes:duration><itunes:explicit>false</itunes:explicit><itunes:episodeType>full</itunes:episodeType><itunes:episode>1</itunes:episode><podcast:episode>1</podcast:episode><podcast:alternateEnclosure type="video/youtube" title="The Death of the Traditional GTM Playbook with Brett Queener"><podcast:source uri="https://youtu.be/6ODnZP_7gBQ"/></podcast:alternateEnclosure></item></channel></rss>