Exit Five
The Dave Gerhardt Show (from Exit Five)
Interviews with top marketers sharing tactical tips, strategies, and lessons learned to help you grow your business. Hosted by Dave Gerhardt, founder of Exit Five, former CMO, and author of Founder Brand. Learn more at exitfive.com
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Episodes
Live from LGA my NYC Recap 20.10.2025 7:16
Hey it's me live from the airport, LGA to be exact. Sorry for the poor audio, my AirPods make it way worse than just talking into the phone, now I know. But we cleaned it up a bit. Recapping our NYC event if you missed it, talking about the ROI of hanging out in person and what's next. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletter Learn more about Exit Fiv...
Mastering Messaging, Copy, and Clarity with Emma Stratton 20.10.2025 49:30
#295 Messaging | Dave is joined by Emma Stratton , founder of Punchy, where she helps B2B tech companies sharpen their positioning and write messaging that actually connects. Emma’s worked with hundreds of teams to cut through vague, abstract copy and turn it into language buyers instantly get. Dave and Emma cover: How to go from vague to punchy using specificity and buyer empathy Why most B2B mes...
Behind the Scenes of Drive 2025 with Anna Vermillion and Allison Saxon 16.10.2025 53:45
#294 Event Strategy | First time podcast guest alert! I invited Allison and Anna from the Exit Five team on for a conversation post Drive 2025 - to talk about lessons learned and behind the scenes from our annual marketing conference in Vermont. Snag your tickets for next year now exitfive.com/drive Timestamps (00:00) - – Intro (01:00) - – Why events are making a comeback in B2B marketing (05:00)...
Email vs. Real Mail 15.10.2025 12:50
#293 Email Marketing | I'm trying to make my way from Vermont to New York and back with a mini episode talking about email (is email dead?), direct mail, the Dream 100, and a smart lesson from a non-B2B marketer. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletter Learn more about Exit Five's private marketing community: https://www.exitfive.com/ *** Brought to...
Traveling and The ROI of Events 14.10.2025 8:59
#291 In-Person Events | I decided to break the pattern with a solo podcast, just me and my phone, walking around the woods at my home in Vermont on a damp October morning before heading to NYC for the Exit Five meetup. I talk about my goals for the week, our plans, why we're hosting a dinner, the value of meeting in-person, remote vs. in office work, and other ramblings. *If you listened to this:...
Beyond Copy: How To Use AI to Build GTM Systems That Scale 13.10.2025 53:18
#290 AI Workflows | In this episode, Dave is joined by Dan Guenet , GTM Engineer at Compound Growth Marketing, and Eoin Clancy , Head of Growth at AirOps. Both guests are at the forefront of building AI workflows that make marketing more efficient and scalable, from content creation to sales enablement. Dave, Dan, and Eoin cover: How to use Clay, Zapier, and AirOps to build repeatable GTM systems...
Events, AI, and The Future of B2B Buying with Sydney Sloan, CMO at G2 09.10.2025 51:29
#289 Strategy | Dave is joined by Sydney Sloan , Chief Marketing Officer at G2, where she’s leading the charge on integrating AI into marketing, rethinking team structures, and modernizing how B2B brands build trust. Sydney brings decades of experience from companies like Adobe, Alfresco, and Salesloft, and now oversees one of the largest software marketplaces in the world. Dave and Sydney cover:...
Marketing in the Age of AI: CMOs Separating the Hype from What’s Real 06.10.2025 1:00:15
#288 AI in Marketing | In this episode, Dave is joined by three B2B marketing leaders: Sara Ajemian , Head of Brand & Communications at SOCi, Jennifer Delevante-Moulen , CMO at Knak, and Tara Robertson , CMO at Bitly. Together they share real-world perspectives on how AI is actually shaping marketing teams today—what’s working, what’s not, and how leaders are adapting. Dave and the panel cover...
Beyond Clicks: Building B2B Brands with Offline Ads with Amrita Gurney 02.10.2025 37:55
#287 Brand Marketing | In this episode, Matt is joined by Amrita Gurney , a veteran B2B marketing leader who has scaled some of Canada’s fastest-growing startups and now works as a fractional CMO. At Float, she led bold offline campaigns, from billboards and buses to TV spots, that helped the company stand out against major banks and build lasting brand recall. Matt and Amrita cover: Why offline a...
How to Be Great at Marketing Without Being a Subject Matter Expert with Kevin White, Head of Marketing at Common Room 29.09.2025 43:45
#286 Growth | In this episode, Dave is joined by Kevin White , Head of Marketing at Common Room, a leading customer intelligence platform for go-to-market teams. Kevin shares insights from his experience helping teams capture and act on digital breadcrumbs to optimize their marketing and sales efforts. Dave and Kevin cover: How to be a good marketer even when you're not the Subject Matter Expert S...
How To Turn Your Company Story Into Actionable Marketing Ideas with Pranav Piyush 25.09.2025 53:01
#285 Creative Strategy | In this episode, Dave is joined by Pranav Piyush , Founder & CEO of Paramark, a measurement platform helping B2B and B2C companies run smarter marketing experiments. Pranav is known for turning strategy documents into repeatable creative processes that generate campaigns, ads, and content tied directly to a company’s story. Dave and Pranav cover: How to translate your...
How to Use Cognitive Behavioral Branding to Create New Categories with Ari Yablok, Head of Brand at Island 22.09.2025 46:21
#284 Brand | Dave sits down with Ari Yablok , Head of Brand at Island, to share his approach to creating a brand in the cybersecurity space. Ari shares his journey from agency life to leading the brand narrative at Island, where he helped build the concept of the "enterprise browser." Dave and Ari Cover: The key differences between category creation and strategic positioning, and why it matters fo...
From Employee #4 to CMO: The Path to Marketing Leadership with Sylvia Lepoidevin, CMO at Kandji 18.09.2025 49:04
#283 Marketing Leadership | In this episode, Dave is joined by Sylvia Lepoidevin , CMO of Kandji , a leading platform for managing and securing Apple devices in the workplace. Sylvia shares her journey from employee #4 to CMO at Kandji, driving the company’s growth to a $850M valuation. She talks about her experience building efficient marketing teams, leveraging AI, and creating impactful brand e...
Research-First CRO: How Data Leads to Better Marketing Decisions with Haley Carpenter 15.09.2025 55:58
#282 CRO | Matt is joined by Haley Carpenter , founder of Chirpy, a conversion rate optimization agency. Haley has nearly a decade of CRO experience across agency, SaaS, and eCommerce, and she’s known for helping brands use research and testing to make smarter marketing decisions. Matt and Haley cover: Why CRO isn’t just A/B testing, and how research should guide every optimization effort How to a...
The Future of GTM and Sustainable Growth with Chris Walker, CEO at Passetto 11.09.2025 51:55
#281 Growth | In this episode, Dave is joined by Chris Walker , CEO of Passetto , and a prominent voice on LinkedIn, where he has been pushing the boundaries of B2B marketing for years. Chris shares actionable insights and tactics on social media strategy, what has changed in marketing over the last five years, and how to build effective feedback loops and flywheels. Dave and Chris also cover: The...
Why Cookie Cutter Marketing Doesn’t Work with Gurdeep Dhillon, CMO at ContentStack 08.09.2025 48:40
#280 Strategy | In this episode, Dave is joined by Gurdeep Dhillon , CMO of Contentstack . Gurdeep has built an impressive career leading marketing at some of the biggest names in enterprise software, from SAP to Adobe, Marketo to Zoura. Now at Content Stack, he's challenging conventional B2B marketing wisdom in rethinking how enterprise companies should approach demand generation and brand buildi...
The Unfiltered Truth About Video Marketing and AI with Holly Xiao and Dave Gerhardt 04.09.2025 57:29
#279 Content Strategy | In this episode, Dave joins Holly Xiao from HeyGen for an unfiltered conversation about where AI and video marketing are headed. Holly leads B2B marketing at HeyGen, an AI-powered video platform, and she sat down with Dave to dig into what’s working (and what’s not) when it comes to creating content that actually connects. This recording is from a discussion Dave and Holly...
How B2B Marketers Are Actually Using AI for Content 01.09.2025 58:09
#278 Content | In this episode, Dave brings together five B2B marketers who aren’t just talking about AI, they’re actually using it to change how their teams work. Each finalist from the Exit Five x Walnut AI Sessions takes the (virtual) stage to demo their workflow, share results, and answer questions from the judges. Here’s what you’ll hear: Jillian Hoefer’s “content concierge” GPT trained on pr...
The Strategy Behind Canva’s B2B Growth with Emma Robinson and Kristine Segrist 28.08.2025 48:56
#277 Growth | Dave is joined by Emma Robinson , Head of B2B Marketing at Canva, and Kristine Segrist , VP of Consumer Marketing at Canva. Together, Emma and Kristine lead the teams driving Canva’s growth across both enterprise and consumer audiences, helping the company scale into a platform now used by over 95% of the Fortune 500. Dave, Emma, and Kristine cover: How Canva balances brand-building...
How to Evolve as a CMO: Navigating New Markets, Personas, and Business Models with Kady Srinivasan 25.08.2025 50:55
#276 Career Growth | Dave is joined by Kady Srinivasan , CMO at You.com, an AI-first company building infrastructure for enterprise agents. Kady has led marketing at some of the world’s most recognizable companies, including Dropbox, Klaviyo, and Lightspeed, where she scaled teams, drove massive revenue growth, and navigated ICP pivots. Now, she’s bringing that experience into the fast-changing wo...
Why Every Founder Needs a LinkedIn Strategy with Brad Zomick 21.08.2025 44:07
#275 LinkedIn Strategy | In this episode, Dave is joined by Brad Zomick , a B2B marketing consultant and host who has helped founders and executives build their presence on LinkedIn. Together they break down why a strong LinkedIn strategy is no longer optional for founders, it’s one of the most effective growth levers in B2B today. Dave and Brad cover: Why LinkedIn is still the best channel for fo...
Why Marketers Need Great RevOps Partners with Sean Lane, Founding Partner at BeaconGTM and RevOps Expert 18.08.2025 52:16
#274 Growth | In this episode, Dave is joined by Sean Lane , Founding Partner at BeaconGTM and RevOps expert, to talk about scaling RevOps in B2B. With over a decade of experience at Drift and other B2B SaaS companies, Sean shares actionable tips for marketers looking to align operations with business goals. Dave and Sean cover: How to build alignment between sales, marketing, and ops Why early-st...
Leading Through Change: Recognition, Retention & Culture for Marketing Teams with Rachel Weeks 14.08.2025 54:00
#273 Leadership | Matt is joined by Rachel Weeks , a veteran B2B marketing leader with over 20 years of experience guiding companies through acquisitions, layoffs, and tech disruption. Rachel has led both corporate and field marketing teams and is passionate about recognition-driven team cultures that retain and empower top talent. Matt and Rachel cover: How to build a recognition strategy that ac...
The 4-Part Framework for Presentations That Stick and Get Remembered with Vincent Pierri 11.08.2025 48:53
#272 Presentation Skills | Matt is joined by Vincent Pierri , a speaking coach who helps executives and marketers craft compelling, high-stakes talks. With a background as a pastor and public communicator, Vincent has developed a repeatable framework that helps B2B marketers improve how they show up in front of a room, whether it’s a conference keynote, a boardroom pitch, or a weekly team update....
WTF is GTM Engineering? Everything You Need to Know Before Hiring One in 2025 07.08.2025 55:05
#271 GTM Engineering | In this episode, Dave is joined by John Short , CEO of Compound Growth Marketing, along with Cammy Keiler , Justin Johnson , and Dan Guenet . Together, they break down the rise of GTM engineering, what it is, how it differs from RevOps, and why B2B teams are investing in it. Dave and the crew cover: The core difference between RevOps and GTM engineering (and why the latter i...
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