DGMG Radio

#366 | The B2B buyer has gone antisocial. No form fills, no hand raises, just self-directed research through Google, Reddit, and AI before they ever talk to sales. In this session, you'll hear from three marketing pros about how they built a LinkedIn influencer program that doubled branded search volume, why ungating top-of-funnel content drives more meetings - not fewer, and how to build an LLM visibility page so AI models correctly answer questions about your product. Plus the case for measuring trust in hours of content watched, and much more. Featuring Judy Kimball (Consensus), Hunter Talpas (Tekmetric), and Mason Cosby (Scrappy ABM).Timestamps(00:00) - - How the B2B funnel has flipped (05:52) - - Why brand is the new demand (08:23) - - Running a LinkedIn influencer program that moves pipeline (13:19) - - Why ungating content drives more meetings, not fewer (15:57) - - Building for AI and LLM visibility (19:00) - - What an LLM visibility page looks like (24:48) - - Using async video to build trust at scale (29:14) - - Why seven hours of content watched beats 28 touch points (36:26) - - How to get leadership to ditch the MQL model (42:00) - - Measuring demand gen by stage of the buyer journey Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Join the next cohort of Opal U, a live 5-day course designed for senior marketing leaders who are ready to ship more with AI, at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

Most B2B influencer programs fail for the same reason: no defined success metrics before the first post goes live. Brianna Doe, founder of influencer marketing agency Verbatim, breaks down how to actually build an influencer program that maps to pipeline — not just impressions. She covers her "Creator Engine" framework, how to tier creators by authority and reach, and why 90 days is the absolute minimum for a meaningful pilot. If you're trying to convince leadership this channel works, this is the playbook.Timestamps(00:00) - - Intro (01:00) - - Why influencer marketing is no longer optional in B2B (03:00) - - What most companies get wrong about influencer marketing (07:00) - - Lessons B2B can borrow from B2C influencer campaigns (08:00) - - The creator engine: how to actually structure an influencer program (13:00) - - How to choose the right creators for your goals (15:00) - - How to align your team on what success actually looks like (22:00) - - The 90-day influencer pilot framework (25:00) - - How to coach leadership on offers, ROI, and longer B2B sales cycles (34:00) - - How to discuss risk with clients before handing over creative control to influencers Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Join the next cohort of Opal U, a live 5-day course designed for senior marketing leaders who are ready to ship more with AI, at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

Dave sits down with Eoin Clancy, VP of Growth at AirOps, to talk about what's working in B2B marketing right now. They get into the rise of the content engineer role, how to use AI to produce high-quality content without creating AI slop, and why webinars have become AirOps' top growth channel in 2026. Eoin breaks down the three signs that content is AI slop, how AirOps runs their webinar funnel end-to-end, and how they follow up with attendees without ever pushing for a demo.Timestamps(00:00) - - Intro and episode overview (04:15) - - What AirOps does and the content engineer role (09:49) - - Why good SEO principles haven't changed in the AI era (14:13) - - AirOps' growth story: 10x revenue in 12 months (17:40) - - The challenge of using AI without creating slop (20:48) - - Three signs your content is AI slop (24:47) - - How to capture and maintain your brand's tone of voice (27:41) - - Why subject matter expertise is the best content ingredient (36:49) - - Why webinars are AirOps' #1 growth channel in 2026 (42:43) - - How AirOps plans topics and sources webinar guests (44:05) - - The webinar tech stack: Luma, HubSpot, Zoom, and Clay (44:34) - - Personalized follow-up strategy and signal scoring (49:07) - - How to build internal buy-in for a long-game content strategy (54:14) - - How to fill a webinar without gating anything Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#363 | Louis Grenier joins Dave for a conversation about what it takes to stand out in B2B marketing when everything feels the same. They get into how people really decide to buy, why most B2B brands look and sound identical, and the marketing fundamentals that hold up no matter what's changing around them. The kind of conversation that reminds you why you got into marketing in the first place. Timestamps (00:00) - - Intro (07:14) - - Surviving cancer at 36 and what it taught Louis about doing work that matters (14:10) - - Why marketers fail when they try to educate the market instead of meeting it (19:36) - - The case for leading with one thing even when your product does ten (21:39) - - You can't create demand you can only position into demand that already exists (27:08) - - Why the most memorable brands use assets that mean nothing on purpose (36:34) - - What a real point of view is for and why most companies get it wrong (37:33) - - How to get leadership to say yes to bold unconventional marketing ideas (48:18) - - Why pain points don't drive purchases and what actually pulls the trigger (53:22) - - The case for saying the same thing a thousand different ways (01:00:32) - - Why strong marketing fundamentals matter more in an AI world not less Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#362 | Dave sits down with Eddie Shleyner, founder of VeryGoodCopy.com, to talk about why great marketing copy can't be generated — it has to be written. They get into why AI writing feels flat, what separates copy that moves people from copy that just fills space, and why the process of writing is where the real work happens. Eddie also shares how he accidentally built one of the most-read copywriting newsletters on the internet and what he's learned about writing for humans after years of studying what makes people take action.Timestamps(00:00) - - - How Eddie accidentally discovered copywriting while writing job ads (02:58) - - - Why marketers are starting to push back on AI-generated content (02:59) - - - Why the best copy gives readers less — and makes them feel more (03:04) - - - Marketing is a human profession because empathy can't be prompted (03:13) - - - Where AI actually helps: research, not writing (03:17) - - - How VeryGoodCopy started as a private Google Doc no one was supposed to see (03:22) - - - Why AI writing tells you how to feel instead of letting you feel it (03:23) - - - The experiment: Eddie wrote the same story as AI, word for word, to prove a point (03:25) - - - What inspired writing has that AI writing doesn't (03:31) - - - Why shortcuts in the writing process produce worse work, not faster work Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#361 | In this episode, Matt Carnevale, Head of Community at Exit Five talks with three marketers doing impactful work in AEO. AI search is changing how buyers find products, and most B2B teams are still figuring out where to start. In this session, each marketer shares what's working and wins they've experienced — from earned media and technical audits to homepage fixes and tracking AI visibility. Whether you call it AEO, GEO, LLMO, or EIEIO – this one's for you. This session features guests Matt Dzugan, VP of Data Intelligence at Muckrack, Brett Bernath, Director of Product at Webflow, and Jess Joyce, Founder of Inbound Scope – an SEO and AI Search consultancy.Timestamps(00:00) - - - Why 80% of CMOs say AEO is a top priority — and most don't know where to start (02:48) - - - How Muckrack used original research to get cited in ChatGPT before their product launch (02:50) - - - Why top-of-funnel content is getting eaten by AI — and where to focus instead (02:53) - - - Quick win #3: authority — how to show up in Reddit and third-party platforms (02:56) - - - The sleeper tip: Bing Webmaster Tools is already giving you first-party AI data (03:07) - - - How to handle competitor comparison content without verifiable claims falling flat (03:23) - - - The four-bucket AEO maturity model: content, technical, authority, measurement (03:24) - - - Why your homepage is your worst-performing page for AI discoverability (03:27) - - - Quick win #1: technical hygiene — schema, meta descriptions, and structured data (03:28) - - - How to identify which journalists get cited most by AI in your niche (03:29) - - - Quick win #2: are you actually answering what your customers are asking? (03:34) - - - Why 1 in 3 B2B SaaS sites have technical blockers killing AI discoverability (03:36) - - - Why original research is the single best content type for earning AI citations Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#360 | Dave sits down with Ishveen Jolly, founder and CEO of Open Sponsorship, to talk about what influencer and athlete marketing actually looks like for B2B brands — and why it's more accessible than most marketers think. Ishveen breaks down how a $5K March Madness campaign outperformed traditional ads, why your first influencer deal will almost certainly miss on the offer, and how to think about sports sponsorships without a Tommy Fleetwood budget. They get into audience-fit versus story-fit sponsorships, why the goal should never be a landing page click, and why most B2B teams are applying the wrong success metrics from the start. If you've ever wondered how to get into influencer or sports sponsorship marketing without a Fortune 500 budget, this is the episode.Timestamps Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#359 | Dave sits down with Casey Patterson, Director of ABM at Snowflake, to talk about what ABM actually looks like inside one of the biggest companies in enterprise software. Casey breaks down how she cold LinkedIn messaged her now-boss Hillary to get her ABM decks reviewed before ever working together, why ABM works best when marketing stops thinking about credit and just focuses on helping sales get into accounts, and how she's thinking about the shift from traditional ABM plays to agent-driven ABM. They also get into geo-fenced out-of-home advertising, one-to-one field marketing plays, and why the future of ABM looks more like Netflix than a campaign calendar. Plus a surprisingly good tangent on finding mentors and how to actually get one.Timestamps(00:00) - - How Casey cold LinkedIn messaged her way into a mentorship (08:42) - - What a mentor actually is and how to find one (15:41) - - Why delusional confidence is underrated in marketing (20:12) - - The crux of ABM: sales alignment or nothing (23:19) - - ABM is not running digital ads to a list of accounts (28:44) - - How Casey thinks about running a team of 23 ABM marketers (31:39) - - A real ABM play: field event, OOH, gifting, and email at once (40:52) - - How to figure out the right number of accounts to target (45:53) - - Agent ABM: the three phases Casey is building toward (49:09) - - The future of ABM: reaching people in their preferred channels (51:11) - - How Dave uses AI to write his newsletter (57:54) - - The bull case for marketers in the age of AI Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#358 | Ben Wallis (Customer Lifecycle Manager, Quo), Jaina Mistry (Director of Brand and Content Marketing, Knak), Kremi Mestanova (B2B Content and Growth Strategist, Kremi Marketing), and Tyler Cook (Head of Email Marketing, Hypermedia Marketing) join Dave for an Exit Five live session on what's actually working in email right now. Ben shows how Quo built a Spotify Wrapped-style year-in-review campaign with fully personalized GIFs and real usage data for every customer. Jaina makes the case for why B2B newsletters are one of the most slept-on trust-building channels in marketing, and breaks down the operating model that makes it sustainable. Tyler Cook shares his five-step AI-powered newsjacking system that goes from trend to sent email in under an hour, including a real example that got a 67% open rate. And Kremi walks through how she restructured email programs for two very different B2B brands and cut unsubscribe rates by 20% while lifting click-through rates by 40%.Timestamps(00:00) - - Intro (06:53) - - Ben Wallis: personalized year-in-review email campaign for every customer (17:22) - - Jaina Mistry: why B2B newsletters are the most slept-on trust channel (30:25) - - The operating model that makes publishing 52 newsletters a year sustainable (30:45) - - Tyler Cook: the AI-powered newsjacking system that goes from trend to sent in under an hour (42:27) - - Kremi Mestanova: restructuring email programs for two very different B2B brands (51:45) - - Live Q&A Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Learn how to deploy agents on your marketing team at Agents in the Mix. Learn more at optimizely.com/exitfive. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get their new MCP server by clicking here. Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Join us in Stowe, Vermont for Drive 2026 - three days away from your desk to learn what's working in B2B marketing from the people who are actually doing it. Grab your ticket at exitfive.com/drive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#357 | Dave sits down with George Bonaci, VP of Growth at Ramp, to talk about what growth actually looks like at one of the most talked-about brands in B2B. George breaks down why Ramp has no CMO and why he thinks that's a feature, not a bug. He makes the case for attention as the new moat when execution gets commoditized, and shares how he went from hardcore attribution obsessive to betting on stunts with no direct attribution. They also get into Project Glass, Ramp's internal AI tool that reads every Slack channel, preps his meetings, and diagnosed a reporting issue in 15 minutes that would have taken two weeks to investigate. And George shares why he thinks marketers now have two jobs: marketing to humans and marketing to machines.Timestamps(00:00) - - George's background: from biochemist to accidental marketer (07:00) - - How marketing is structured at Ramp (no CMO) (09:15) - - Why brand is the growth lever (13:30) - - AI and the death of functional marketing roles (14:45) - - Ramp's hub and spoke model for AI (16:05) - - Building autonomous go-to-market workflows (17:15) - - How the team responded to going agent-first (20:55) - - The J curve of productivity (22:15) - - Are marketing jobs safe? (24:00) - - Marketing to machines: Ramp's two jobs (25:15) - - Offering $3,000 bonuses to AI agents (28:40) - - Project Glass: Ramp's internal AI tool (34:20) - - Attention as the new moat (36:10) - - How to measure attention without direct attribution (41:20) - - Why taste matters more than ever in direct mail and events (42:20) - - How George went from "measure everything" to betting on stunts Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#356 | Dave sits down with Brett Domeny, product lead at Webflow focused on AEO, to talk about what it actually takes to show up in AI search. Brett breaks down Webflow's AEO maturity model — four core areas that actually matter: content, technical structure, authority, and measurement — and why most of AEO is just good SEO done right. They get into how LLM crawlers work and what your site needs to do to be discoverable, why Reddit and community platforms have outsized influence on AI citations, and how to measure whether any of it is working.Check out Webflow's free AEO assessment here.Timestamps(00:00) - - Intro and Brett's background (02:00) - - The state of search and why CMOs are worried (04:00) - - Webflow's AEO maturity model (05:30) - - Why AEO is an evolution of SEO, not a replacement (06:30) - - Technical: how LLM crawlers work (16:00) - - Content: optimize for questions, not keywords (19:00) - - Does authentic content still win in an AI world? (26:00) - - Measurement: the three-bucket framework (30:00) - - How accurate are the prompt visibility tools? (37:00) - - How to show your boss AEO is working (40:00) - - Authority: why Reddit has outsized influence on AI citations (43:00) - - Why Brett has stayed at Webflow for six years

#355 | Dave sits down with Maria Scheifler to talk about why your marketing team might be getting less done as it grows — and what to do about it. Maria makes the case for running marketing like a product team: two-week sprints, a prioritized backlog, and a lightweight intake process that kills approval bottlenecks without losing control. She walks through the context-switching exercise that proves multitasking is destroying your output, how to push back on random requests from across the company without saying no, and why getting team buy-in before rolling out any operational changes is the step most marketing leaders skip.Timestamps(00:00) - - Intro: the problem isn't your strategy, it's your operating system (04:38) - - Maria's background (07:38) - - Why teams get bigger and somehow get less done (10:07) - - The multitasking exercise that proves context switching kills output (17:36) - - Running marketing like a product team: the mindset shift (20:24) - - Building a working agreement with your team (22:56) - - The experimentation guardrail template: killing approval bottlenecks without losing control (28:26) - - Building a prioritized backlog (32:47) - - How the backlog helps you push back without saying no (39:36) - - Two-week sprints: how to plan, commit, and ship (41:48) - - Daily standups: how to keep them short and useful (42:39) - - Sprint reviews: showing the rest of the company what marketing does (44:20) - - Retrospectives (46:19) - - Where to start on Monday Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#354 | Sue (Head of Lifecycle Marketing, Monarch Money), Jonathan (VP of Marketing, Seamless.AI), and Naomi (Senior Product Marketing Manager, Customer.io) join Dan for a live Exit Five session on customer marketing. Sue breaks down how Monarch discovered that the best time to promote their referral program was during trial and the data behind a 64% lift in referral shares and half a million dollars in incremental ARR. Jonathan shares how Seamless.AI stopped treating customer engagement like a campaign and built a full 365-day behavioral program, including an AI chatbot that deflected 55% of support tickets and live trainings that flattened their churn curve. Then Naomi walks through how she uses plain-text emails asking for replies to close the feedback loop on new features and shape the product roadmap.Timestamps(00:00) - - Intro (07:15) - - Sue: Why the best time to promote a referral program is during trial, not after (10:15) - - The results: 64% lift in referral shares and $500K in incremental ARR (17:15) - - Sue's background: 16 years in lifecycle marketing from online dating to Calm to Monarch (20:15) - - Jonathan: Stopping treating customer engagement like a campaign (26:15) - - Building a 365-day behavioral multi-channel customer engagement program (27:15) - - The AI chatbot that deflected 55% of support tickets (35:20) - - Live customer training 4x a week and how it flattened the churn curve (40:20) - - Growth plays for NRR: marketing to users inside existing accounts (42:20) - - Jonathan's results: 24% decrease in cancellations year over year (43:20) - - Naomi: Using lifecycle marketing to close the product feedback loop (49:20) - - The MCP server onboarding flow and why she asks for replies instead of clicks (56:20) - - Using beta email campaigns to shape the product roadmap (59:20) - - Live Q&A Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#353 | Tara (CMO, Optimizely), Julia (Director of AI Adoption, Optimizely), Lily (CMO, Three Play Media), Pejman (CMO, Menlo Security), and Kevin (CMO, CompTIA) join Dave for a live Exit Five session on how real marketing teams are actually using AI right now. Lily shows how she replaced two BDR headcount with a HubSpot prospecting agent and went from an 18% to 46% response rate on inbound leads. Julia walks through how Optimizely's marketing team embedded AI agents directly into their content workflow, from briefing to brand voice checking to traffic monitoring, without anyone having to leave the platform. Pejman shares the framework his team uses to map workflows and find the highest-ROI AI opportunities, plus a custom brand tone tool that turns hours of manual review into minutes. And Kevin talks through what it actually looks like to lead an AI culture change on a small team with limited resources.Timestamps(00:00) - - Intro (06:55) - - Guest intros: Tara, Julia, Lily, Pejman, and Kevin (12:04) - - Tara on why AI adoption needs an internal owner and how to govern it without squashing enthusiasm (15:02) - - Lily: why their first AI initiative failed and what they did differently (17:15) - - How Lovable kicked off team-wide AI excitement at Three Play Media (19:37) - - Lily's HubSpot prospecting agent: 18% to 46% response rate on inbound leads (23:19) - - Julia: embedding AI agents into Optimizely's content workflow (31:20) - - Using AI to monitor content performance and auto-assign optimization work (33:24) - - Pejman: mapping workflows to find the highest-ROI AI opportunities (35:55) - - Building a brand tone checker that scores and rewrites content against brand guidelines (39:55) - - Kevin: making AI a mandate on a small team and building a culture of learning (44:06) - - Group Q&A: optimizing spend vs. shipping faster, budget shifts, and new KPIs Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#352 | Dave sits down with Uzair Dada, CEO of Iron Horse, to talk about why most B2B companies are overcomplicating their marketing and what to do instead. Uzair breaks down his three-part growth framework — get discovered, get chosen, close — and explains why most companies are wasting the majority of their ad budget targeting the wrong audience entirely. He also gets into how to actually show up in AI search, why brand vs. demand is a false choice marketers invented to argue about, and how he blocks every Friday afternoon to build with AI. Then they get into what AI adoption really looks like inside enterprise companies, and why taste and judgment are becoming the only true differentiators left.Check out Webflow's free AEO assessment here. Timestamps(00:00) - - Intro (03:17) - - Running the same agency for 26 years and why AI makes it exciting again (06:19) - - Why Uzair blocks Friday afternoons from 2-7 to build with AI (11:13) - - How a personal prep tool became a company-wide account dossier app (15:34) - - The leadership meeting habit that drove AI adoption across the org (17:35) - - Are marketers going away? The case for taste and judgment (25:02) - - Why brand vs. demand is a false choice (26:29) - - Get discovered, get chosen, close: a simpler B2B growth framework (28:03) - - The company targeting a million people when their real audience was 20,000 (34:52) - - The real bottleneck to AI in enterprise isn't the tech, it's governance (41:46) - - AEO: start with your Gong call transcripts, not a new tool (44:28) - - Why the second query matters more than the first in AI search

#351 | Dave is joined by Corey Haines, the founder of Conversion Factory, Swipe Files, and Marketing-Skills.com, which has over 20,000 stars on GitHub. He's been all-in on AI since 2023 and in this episode he shows Dave exactly how he works now. He pulls up his screen and walks through live keyword research from an API, 10 programmatic SEO pages generated in under a minute, a cross-referenced SEO audit that would cost five figures from a consultant, a RevOps skill that audits HubSpot and builds out a lead scoring model, and a video editor running in the browser. Then they talk about what all of it means for marketers: the job isn't going away, but the way you do it is changing fast, and the gap between marketers who get that and those who don't is already showing up.Timestamps(00:00) - Don Draper, Peggy, and what AI actually changes about marketing (04:23) - Who is Corey Haines and how he went from laid off to AI-pilled (07:49) - The moment at coding boot camp that changed how he thinks about AI (10:30) - Why Claude Code in the terminal beats every other interface (14:40) - What Marketing-Skills.com is and how skills actually work (22:00) - Live demo: keyword research pulled straight from an API (24:15) - Live demo: 10 programmatic SEO pages built in 30 seconds (30:50) - Pushing pages live and the future of website editing (36:20) - Cross-referencing Google Search Console, Fathom, and keyword data (40:40) - Live demo: RevOps skill that audits HubSpot and builds lead scoring (47:20) - Video editing in the browser with Remotion and Claude (52:30) - The marketer as creative director: what the job actually looks like now (56:20) - The bull case for marketers in an AI world Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#350 | Dave was a guest on Slate's Social Social Club webinar for a conversation about everything organic marketing and B2B social media strategy with Jeff Meltz (Head of Social at Atlassian), Brianna Doe (Founder, Verbatim), and Carmen Vicente (Social Strategist at Slate). If you are thinking about things like creating content on LinkedIn, making videos, writing content for your executive team, trying to understand measure the ROI of social media - this is a good session to listen to.Timestamps(00:00) - - Intro: Dave, Brianna Doe, and Jeff Meltz (Head of Social, Atlassian) join Slate's Social Club webinar (08:59) - - Personal brand building: how they started and how they justified it before it was a playbook (13:24) - - How to handle trolls and critics when you post publicly (17:16) - - Do marketers have to build a personal brand? What "building in public" actually means (22:24) - - The difference between an audience and a community, and what brands get wrong (25:28) - - Personal page vs. company page: where to focus your energy (29:31) - - Audience Q&A: how to get reluctant executives to post (33:56) - - Ghostwriting for executives: what works and what doesn't (36:42) - - Shifting from B2C to B2B social: how to reset your metrics and mindset (39:15) - - What's changed on LinkedIn and what you had to let go of (41:20) - - What B2B and B2C can learn from each other (44:13) - - Rapid fire: favorite LinkedIn follows, creative inspiration, books (47:26) - - One tip for people just starting to build a presence online Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#349 | Megan Lueders (CMO, Sonatype), Ido Mart (CMO, ManyChat), and Kim Storin (CMO, Zayo) join Dave for a live CMO panel from an Exit Five meetup in Austin. Megan breaks down how the pace of change in marketing has outrun every other function in the business. Ido talks about why your strengths as a CMO only matter if you choose the right environment for them. And Kim shares how she measures marketing impact in a company with long, complex sales cycles and drops a line worth writing down: marketing is never green when the business is red. They also get into pipeline attribution, founder-led content, LinkedIn influencers, and what most CMOs get wrong about aligning with their CEO on what marketing actually is.Timestamps(00:00) - - Intros: Megan Lueders (Sonatype), Ido Mart (ManyChat), Kim Storin (Zayo) (05:33) - - What they wish they'd known when they became CMO (10:32) - - How marketing has changed more than any other function (13:07) - - How to measure marketing impact in long, complex sales cycles (14:37) - - Growth at all costs vs. efficiency: how they're navigating it (21:55) - - How to talk to your CFO about marketing spend (25:28) - - What's not working anymore: email, granular data, paid media (32:52) - - What is working: sales enablement, influencers, product marketing (36:50) - - Why B2B is actually more emotional than consumer buying (40:39) - - Audience Q&A: defending channels that work but don't have clean attribution (42:30) - - Acquisition vs. retention: where are you actually spending time (46:29) - - Founder-led content and executive presence on social (49:58) - - LinkedIn influencers: is the spend worth it (52:49) - - Sales enablement and how to make messaging stick internally Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive, or check out the MCP server by clicking this link. Vector - A contact-level ads platform that lets you build audiences from actual people on your site, clicking your ads, and checking out your competitors. Learn more at vector.co, and get on the waitlist for their new MCP server by clicking here. Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#348 | Dave sits down with Melton Littlepage, CMO at 1Password, to talk about what category creation actually looks like inside a company that's already won. Melton breaks down why 1Password is betting on an entirely new category called Extended Access Management, how they chose it over competing in an existing one, and the tactics behind it: lightning strike events, analyst relations, and embedding a former CISO on the marketing team to agitate the problem from the inside. He also makes the case for sports sponsorship as a B2B play, and why the President's Cup was an easy yes.Timestamps(00:00) - - Melton's background: 20 years building SaaS before it was called SaaS (07:45) - - What changes after multiple CMO roles (11:25) - - You can't attribute your way to being hot (12:29) - - The CMO's real job: be the chief markets officer (14:43) - - 1Password today and the market shift that created a new category (22:03) - - The three acts of 1Password's business (22:56) - - Naming the category: Extended Access Management (XAM) (23:58) - - How the decision to create a new category got made (29:34) - - The tactics: category point of view, lightning strikes, analyst relations (33:39) - - How the marketing org is structured (38:11) - - 1Password's three go-to-market motions (41:36) - - Why 1Password is betting on sports marketing Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#347 | ClickUp drives millions of impressions for the company through videos and content for B2B marketers on social, and in this episode Dave sits down with Chris Cunningham, a founding member of the marketing team at ClickUp and the guy who runs social there now, to talk about how they do it. Chris breaks down why 99% of companies are doing social wrong, how ClickUp runs a weekly writers room and shoots 12 to 15 videos every Thursday, and why he tests every video with multiple hooks using Instagram trial reels before it ever hits the main feed. He also gets into how he manages 35 accounts across platforms, how he finds unknown creators with small followings and turns them into writers, and how this has driven real pipeline. Then the conversation shifts to AI and whether doubling down on human creativity might actually be B2B's biggest competitive advantage right now.Timestamps(00:00) - - Intro (04:25) - - Chris's background and why he's been at ClickUp for nearly a decade (06:21) - - The biggest mistake B2B companies make on social (08:29) - - The rule of three: make people feel something, teach them, or make them laugh (09:40) - - Why you should create for two platforms and distribute everywhere (11:34) - - How ClickUp separates brand, comedy, and product accounts (13:41) - - How social has driven real pipeline and closed deals (16:01) - - How Chris interviews ICPs to find content ideas (20:02) - - How to measure social when attribution is hard (25:08) - - The weekly production process: writers room, shoot day, and content bank (32:16) - - Tools and how to manage posting across 35 accounts (33:50) - - Don't sleep on Facebook Reels (35:22) - - How to start if you're camera shy and how to find unknown creators (41:04) - - Where AI fits in and why doubling down on human creativity is the biggest moat (45:48) - - Why brand is now the biggest competitive advantage in B2B (47:55) - - Unique content formats worth studying and stealing Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#346 | Dave sits down with Drew Pinta, Director of Growth Data at Ramp, to talk about what it actually looks like to measure marketing when the hardest things to measure are often the ones working hardest. Drew breaks down how Ramp uses incrementality testing and event studies to put real numbers on brand stunts, how they split budget 70/30 between proven channels and experimental bets, and how scanning thousands of Gong calls with AI surfaced attribution insights that contradicted every model they had. He also makes the bull case for why marketers might be better positioned than engineers in the age of AI, and doesn't shy away from the bear case either.Timestamps(00:00) - - Intro (04:25) - - Drew's background: from the Fed to growth data (07:15) - - Drew's role as a data partner to marketing (09:51) - - How Ramp's funnel works (11:34) - - Using AI to scan Gong calls and finding attribution was wrong (16:15) - - Why measurement should meet the marketing, not the other way around (27:50) - - The 70/30 budget split (28:50) - - Ramp's channel maturity framework (36:36) - - The marketing leader as pilot, data team as instruments (39:51) - - The bull case: why marketers are better positioned than engineers in the age of AI (43:36) - - The bear case (48:36) - - Real AI workflows Ramp's marketing team has built (53:30) - - How Ramp enabled the team on AI (56:01) - - Guardrails for AI agents Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#345 | Luke (Head of Growth & Marketing, ElevenLabs), Liz (CMO, Brain Labs), Vicente (Creative Director, Bitly), and Carter (Global Brand Team, UiPath) join this Exit Five Live session to show how they're actually using AI to do creative work. Luke breaks down how his team built a full brand video with one person in one day using voice cloning, image models, and AI video tools. Liz shows the Claude skill her team built so anyone in the org can self-serve on-brand design without going through a designer. Vicente walks through how Bitly cut video production time by two weeks using AI. And Carter shares how he's leading a video initiative that's changing the way a global brand team operates. If you're tired of AI hype and want a look at what people are actually doing, this one's for you. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#344 | Dave sits down with Katelyn Bourgoin, founder of Unignorable, to talk about the one strategic move most B2B marketers overlook: owning an idea so tied to you that it sounds like an echo coming from anyone else. Katelyn breaks down the six types of ownable ideas, from coined categories to named problems to X vs. Y frameworks, and walks through how to find the central argument your brand should be built on. They also get into why category creation isn't always the answer, what made "conversational marketing" work at Drift, and why ownable ideas matter more now than ever.Timestamps(00:00) - - Intro and Dave recaps the Exit Five Marketing Leadership Retreat (03:27) - - Katelyn introduces the concept of ownable ideas (07:58) - - Katelyn's background: failed startup, buyer psychology, and finding her niche (10:45) - - What an ownable idea actually is (and why it's not category creation) (13:00) - - The 6 types of ownable ideas with examples (18:39) - - How to find your central argument (the webinar software example) (21:20) - - Katelyn breaks down Dave's own central argument back to him (26:48) - - The chocolate covered almond analogy (28:49) - - How Dave extracted the ownable idea at Drift (30:12) - - Why the founder has to own marketing (and what to do if they don't) Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#343 | In this session from Drive 2025 titled “Building Pipeline in the Shiny Object Era”, Jen Allen Knuth unpacks why deals stall even when your product is objectively better, how the explosion of shiny tools and AI noise is making it worse, and why most teams are unintentionally fueling the problem with me-centric messaging. Jen shares the two zero-dollar exercises every team should run to quantify how much pipeline they're losing today, align sales and marketing around the true blocker, and rebuild outbound messaging that creates curiosity.PS. Want to join us at Drive 2026?Head over to exitfive.com/drive to grab your ticket.  Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#342 | Recorded live at Exit Five's Marketing Leadership Retreat, this episode features Dave Kellogg sharing his framework for being the CMO everyone wants to work with. Dave draws on 12 years as a CMO across three companies, two CEO stints, and ten board seats to cover CMO failure archetypes, how to build a real partnership with your CRO, and why internal marketing is just as important as running marketing. Last time we had Dave on the podcast it was one of the most downloaded episodes of all-time, and this one is even better. Get your notebook read.Link to slides Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#341 | In this Exit Five Live session, Cindy Dubon (Director of Growth Marketing, Goldcast), Kelly Arndt (Sr. Demand Gen Manager, Vector), Jeremy Chung (Founder and CEO, Ads by Jer), Tess Pfeifle (Associate Director of Marketing, AirVet), and Richard Meyer (Director of GTM and Growth, GoHappy) each break down a real ad campaign — the channel, the creative, the targeting, the spend, and the results. From influencer-led LinkedIn thought leader ads and CTV surround sound campaigns, to direct mail sequences, conference plays without a booth, and multi-channel signal-based targeting, these are campaigns you can actually steal from. Co-hosted by Jess Cook, VP Marketing at Vector.Ad campaigns linked here. Timestamps(00:00) - Intro and why real examples beat LinkedIn theory (06:15) - Session format and how to participate (08:07) - Cindy Dubon: $8K influencer campaign that generated $700K in pipeline (16:05) - Kelly Arndt: B2B surround sound with CTV, YouTube, and LinkedIn (24:56) - Jeremy Chung: Direct mail plus retargeting to book VC meetings (32:36) - Tess Pfeifle: Conference play with no booth and 2,000% ROI (39:31) - Richard Meyer: How GoHappy stopped overspending on LinkedIn (48:06) - Rapid fire Q&A with all five marketers Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.Consensus - An AI-powered interactive demo platform that lets you put personalized, self-serve demos on your site to turn anonymous researchers into high-intent leads. Learn more at goconsensus.com/exitfive.Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

Dave sits down with Kipp Bodnar, CMO of HubSpot, to talk about the journey from running a company blog to leading marketing at a $2B business. Kipp started at HubSpot in 2010 when it was doing $10M in revenue and grew the blog from 200k to 1M monthly uniques before taking on more and more of the marketing function. They get into how to set big goals and work backwards from them, how to move fast without losing focus, and the mindset shift that separates individual contributors from marketing leaders.  Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#339 | Dave is joined by Brandon Redlinger, former VP of Marketing and co-founder of The Forge, for a conversation about how to build an ABM program that works. They cover how to know if your company is ready for ABM, how to select and score target accounts, and why most teams fail by spreading themselves across too many accounts too fast. Brandon also shares the plays that generate real pipeline, how to think about measurement without overcomplicating it, and why ABM and demand gen shouldn't be two separate functions. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

Dave is joined by Davang Shah, VP of Marketing at LinkedIn, for a conversation about what actually works with LinkedIn ads right now. They cover why brand and performance aren't two separate strategies, how to think about measurement beyond last-click attribution, and why 95% of your buyers aren't in market at any given time. Davang also shares the data behind thought leader ads, what most marketers get wrong about the buyer journey, and how he's leading his own team through the AI shift.Timestamps(00:00) - The stat that explains why B2B marketing is so hard (03:14) - Davang's background: 17 years at Google, now VP Marketing at LinkedIn (03:41) - The state of B2B marketing in 2026 and what CMOs actually care about (06:22) - How AI search is changing buyer behavior (94% of B2B buyers use LLMs) (09:01) - Why LinkedIn became a real social network, not just a professional one (10:25) - Thought leader ads: what they are and why they outperform single image ads (13:29) - Why brand and performance aren't two separate things (16:40) - How to build a full-funnel LinkedIn ads strategy (21:26) - The measurement problem: 211-day deal cycles and 22 decision-makers (23:20) - CRM sync, Conversions API, and Company Intelligence explained (30:01) - How AI will change the way marketers run ads (and what LinkedIn is building) (36:12) - Making the case for keeping marketers: creativity, human connection, and trust Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#337 | Dave sits down with Erin May, CMO at User Interviews, who joined as the company's first marketer with a two-page website and zero recurring revenue and helped grow it to $20M+ ARR over eight years. Erin breaks down how she picked one niche audience and went all in, why she led with ungated content, and how she built a quarterly operating rhythm around "Bangers," tentpole marketing moments that get the entire company involved. They also get into podcasting ROI, what she'd do differently with AI-driven search today, and why she thinks the brand vs. demand debate is just noise.Timestamps(00:00) - Intro: 8 years, one niche, a two-page website, and $20M ARR (05:16) - How Erin identified the right audience to go all in on (07:18) - Building the UX Research Field Guide and the early SEO strategy (09:47) - Why she went ungated and still captured 13% email conversion (13:28) - What she'd do differently with content strategy today (16:04) - Stacking channels one at a time instead of doing everything at once (18:43) - How to plan for the next phase of growth before you need it (21:14) - Introducing Bangers: the quarterly marketing OS (23:42) - Top of funnel vs. bottom of funnel Bangers (30:25) - How LinkedIn and employee advocacy fit into the Banger playbook (34:44) - Why Erin started a podcast seven years ago when no one else was (38:07) - How to think about podcast ROI when attribution is fuzzy (40:59) - AI expectations for her marketing team (45:27) - Why the brand vs. demand debate is stupid (48:39) - The real secret: making your customer the hero Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

Eoin Clancy (VP of Growth at AirOps), Connor Beaulieu (Senior SEO Manager at LegalZoom), and Adina Timar (Head of AEO at Weflow) join this live session to talk about how to create high-quality content with AI. Connor walks through a workflow his team built at LegalZoom to automatically source expert quotes.. Adina shows how she rebuilds competitor pages from scratch using sales calls, LLM data, and live competitor analysis. And Eoin shares the research behind why content quality is now the single biggest lever in AI search. If you want to see what content engineering actually looks like in practice, this one is for you. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#335 | Jeff Hardison, now VP of Product Marketing at Sanity, joined Dave when he was running product marketing at Calendly to break down what the product marketing role should actually look like inside a B2B company. They get into how Jeff structured his team to serve both a PLG motion and an enterprise sales team at the same time, why he hires for specialization instead of making everyone a generalist, and how he thinks about measuring a function that touches almost every team in the company. Jeff also shares his take on positioning and messaging, how to run product launches that actually rally the company, and the two interview questions he uses to figure out if someone will be happy in a product marketing role. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#334 | Dave is joined by Jessica Serrano, CMO at Bagel Brands (Einstein Brothers, Noah's, Bruegger's, Manhattan Bagel), for a conversation about what B2B marketers can learn from consumer restaurant marketing. They discuss why consumer and B2B marketing are way more similar than people think, how she's using AI across her marketing and sales process, and her philosophy that her job is to ‘build brand over time and drive sales overnight.' Jessica shares how COVID forced Dig Inn to rebuild itself as an e-commerce business, how she built a B2B catering sales motion from scratch using HubSpot and buyer personas, and how filtering work emails out of a consumer list became a real customer acquisition tactic. Listen to this episode to learn tactics that work whether you're selling bagels or software.Timestamps(00:00) - Why a consumer CMO listens to B2B marketers (and vice versa) (03:33) - How COVID forced Dig Inn to rebuild as an ecommerce business overnight (06:55) - The math behind going after $500 catering orders vs. $15 walk-ins (10:33) - Building buyer personas for office admins, sports nutritionists, and universities (16:05) - Why Jessica switched from ChatGPT to Claude (and the breakthrough moment) (22:54) - Using AI for rapid product testing on a budget that wouldn't cover traditional research (30:06) - "Build the brand over time, drive sales overnight" and what that looks like at Bagel Brands (32:59) - Why you can't just copy a playbook from Taco Bell to Burger King (37:18) - The biggest lesson from working at brands with nearly 1,000 locations (40:46) - Google reviews as a source of truth for aligning marketing and operations (47:49) - Why organic-first content matters more in the age of AI and dead internet theory Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive. Convertr - The enterprise lead data management platform that sits between your lead sources and your CRM, automatically validating, enriching, and standardizing every lead before it touches your systems. Check them out at convertr.io/exitfive.Compound Growth Marketing - A full-funnel demand generation agency that helps high-growth cybersecurity, DevOps, and enterprise software companies drive more pipeline through AI SEO, paid media, and go-to-market engineering. Visit compoundgrowthmarketing.com and tell them Dave sent you.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#333 | Dave is joined by Clare Schmitt, a seasoned marketing leader and a member of our CMO community, to walk through what it actually takes to lead a rebrand at a mid-market B2B company. Clare shares how she partnered with her CEO to drive a full rebrand, from hiring a naming agency and running an RFP, to managing a small decision-making council, rolling out the new brand across every department, and measuring success post-launch. If you're a marketing leader thinking about a rebrand, this episode is a practical, top to bottom playbook from someone who just did it.Timestamps(00:00) - Why rebrands come up and what this episode covers (03:01) - Clare's role at Piedmont Global and how the rebrand got started (05:16) - Should you hire a naming agency? What it costs and what they actually do (08:44) - Running an RFP and why they chose Focus Lab (09:30) - Why the CEO has to own the rebrand go-to-market (11:06) - Keeping the decision-making council small and who was in it (18:24) - How to get CEO buy-in: framing a rebrand as infrastructure, not a marketing initiative (21:01) - Timeline: how long a rebrand actually takes ($50M+ companies) (22:43) - The rollout: project management, execution, and building the website internally (24:40) - Measurement, post-launch QA, and tracking whether your narrative is sticking Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#332 | Dave is joined by Domi de Saint-Exupéry, CMO at Lemlist, a bootstrapped $40M ARR sales engagement platform, to break down exactly how she turned $1.2M in marketing spend into $31M in new ARR in 2025. Domi shares the full breakdown of every channel, agency, influencer strategy, and partnership play that drove results. This includes how they went from $0 to $500K in paid ads, why partnerships are the most underrated B2B growth channel, how they built a micro-influencer program, and what AI use cases are actually working (and which are overrated). If you want real numbers and real playbooks, this one's for you.Timestamps(00:00) - Introduction: $1.2M in spend, $31M in new ARR (03:36) - What Lemlist does and how the company got to $40M ARR (06:51) - Going from $0 to $500K in paid ads: what triggered the shift (11:06) - How to execute paid ads well: outsourcing vs. in-house, and scaling by channel (17:21) - LinkedIn ads creative: why "on-brand and safe" was the wrong approach (21:51) - Mistakes made in paid: Snapchat, Spotify, and channels that didn't work (25:21) - The micro-influencer playbook: how to find, brief, and measure creators (35:59) - How influencer content compounds with paid ads and outbound (the Julio story) (41:29) - Partnerships: why $450K went here and why it's the most underrated B2B channel (49:59) - AI in marketing: what's overrated (content generation) and what's actually working Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#331 | Dave is joined by a group of marketing leaders from Ramp, Snowflake, and Hightouch for a discussion about ABM and their plans for 2026. Casey Patterson (Director of ABM, Snowflake), Drew Pinta (Director of Growth Data Science, Ramp), and Brian Kotlyar (CMO, Hightouch) break down what ABM actually looks like in 2026 and what's working right now inside of their companies. They share how they're picking target accounts, aligning with sales, and building programs that go way beyond running ads. The group also digs into measurement, personalization, and how teams are using better data and AI to scale ABM without wasting budget. If you need a deeper dive on ABM tactics right now, this is the episode for youTimestamps(00:00) - - Why ABM is still a top topic in 2026 (04:31) - - Intros: Snowflake, Ramp, and Hightouch (07:51) - - Defining ABM (and why sales alignment is everything) (14:01) - - The “stop list”: ABM tactics they've killed (16:31) - - Why paid social “ABM awareness” is overrated (19:51) - - Shifting ABM to in-person and physical plays (24:01) - - Budgeting for ABM and how to start small (28:59) - - Why ABM measurement is different than traditional demand gen (34:19) - - How they build ABM audiences using data + signals (39:39) - - Scaling personalization without making it manual (45:19) - - Final takeaways and wrap-up Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#330 | Dave is joined by Ryan Narod, VP of Marketing at Rippling, to break down how Rippling has built one of the stand outbrands in B2B right now. Ryan walks through real examples of campaigns they've run over the last year, from scrappy iPhone videos and webinar promos to high-production customer stories and their 2026 Super Bowl commercial. They talk about how Rippling shifted from being great at growth marketing to building a brand people actually recognize, how they inject more personality and “human” into everything they ship, and how they measure brand marketing without losing pipeline accountability. To see Ryan's real campaign examples, head over to youtube.com/@heydavegerhardt.Timestamps(00:00) - - Why Rippling is going all-in on brand (02:51) - - Ryan's background and why he joined Rippling (04:14) - - What Rippling does and how they position the platform (08:14) - - What “brand marketing” means at Rippling (10:34) - - Building a story that makes HR the hero (19:47) - - Ryan shares Rippling marketing examples (ads, videos, webinars) (27:17) - - High-production customer storytelling (Berries) (32:39) - - The “HR Deserves Better” campaign (35:37) - - How Rippling measures brand and pipeline impact (43:14) - - The Super Bowl commercial and what it takes to pull it off (45:17) - - Final takeaways and wrap-up Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#329 | Dave is joined by Jay Schwedelson, Founder of SubjectLine.com and GURU Media Hub, to break down why most webinars and email programs underperform and what to do instead. They talk about how packaging drives performance, why the word “webinar” kills registrations, and how small tweaks like renaming your session, shortening it to 22 minutes, or adding an “attend to receive” hook can dramatically increase show rates. Jay also shares tactical email plays, from using white space and tighter subject lines to increasing reply rates and improving inbox placement.Timestamps(00:00) - Why packaging matters more than the content (03:04) - Jay's virtual event business and the GURU acquisition (05:50) - Why you should stop calling it a “webinar” (07:45) - The “attend to receive” tactic to boost show rates (10:19) - Why on-demand is hurting your engagement (14:28) - Why Fridays and Sundays outperform for B2B email + webinars (18:01) - How to choose webinar topics based on your goal (18:28) - Why 22-minute webinars and shorter podcasts win (29:15) - The white space + no preview text email hack (37:27) - The “reply with GUIDE” tactic to boost engagement (39:13) - Final takeaways and wrap-up Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#329 | Dave is joined by Emma Robinson, Head of B2B Marketing at Canva, and Kristine Segrist, Global Head of Consumer Marketing at Canva, to break down how Canva is scaling growth across both enterprise and consumer audiences. They talk about how Canva balances brand-building with pipeline accountability, how they turn bottom-up product adoption into enterprise deals, and why brand investment is a long-term growth lever. Emma and Kristine also share how their team structure, data science investments, and creative bets like the Love Your Work campaign help Canva scale without losing the brand identity that made them famous.Timestamps(00:00) - – Intro (03:21) - – Canva's marketing org structure (06:21) - – Blurring B2B and B2C (11:21) - – How Canva measures marketing impact (16:21) - – Turning free users into enterprise deals (21:21) - – Data science's role in marketing (24:21) - – Balancing brand bets with ROI (30:59) - – Inside the “Love Your Work” campaign (37:59) - – How Canva executes large campaigns (41:59) - – Building enterprise credibility and trust (44:59) - – FedEx case study on brand governance (48:59) - – Lessons from Google and Meta (52:59) - – Why creativity is a marketing superpower (54:59) - – Closing thoughts Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#328 | Jess Lytle is joined by Bill Glenn, SVP of Marketing at Esper, for a conversation about what it actually looks like to lead a marketing team through the AI shift. They talk about why most teams are still figuring AI out, how leaders should think about adoption beyond just tools, and why curiosity and experimentation matter more than having the “right” answers. Bill also shares how Esper is rolling out AI across the company with guardrails, the internal process they use to evaluate new tools, and why the biggest opportunity right now is using AI to eliminate busywork and unlock better thinking.Timestamps(00:00) - Why AI feels overwhelming for marketing leaders (04:06) - What Esper does and why software powering hardware matters (06:51) - Why AI feels like the early internet shift (08:41) - Leading with curiosity instead of pretending to be an AI expert (11:21) - Why AI adoption is a behavior change problem, not a tools problem (13:21) - How Esper is rolling out AI with guardrails across the company (19:06) - Why “boring AI” that saves time matters most (20:21) - Phase 1 vs Phase 2 AI adoption in marketing teams (32:09) - AI, mentorship, and preparing the next generation of marketers (44:54) - Leadership advice for first-time CMOs and VPs (49:59) - Final takeaways and wrap-up Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#326 | Dave is joined by Eoin Clancy, VP of Growth at Airops, to break down what it takes to create great content without pumping out AI slop. They talk about the rise of the content engineer role and why more teams are hiring for it and three dead-giveaway signs content is low-quality AI generated. Eoin also shares why webinars are Airops' best growth channel right now, including how they choose topics, source guests, why the sessions are ungated, and how to follow up in a way that drives revenue. A tactical episode for marketers trying to move faster with AI while keeping quality high.Timestamps(00:00) - Why AI content, content engineers, and webinars matter right now (03:44) - What Airops does and the AI search problem they're solving (04:39) - What a “content engineer” actually is (16:19) - How to use AI without creating AI slop (19:35) - The 3 signals content is AI slop (34:23) - Why webinars are Airops' best growth channel (36:48) - How they choose webinar topics and guests (53:00) - Other channels working (enablement, community, events) (56:00) - Final takeaways and wrap-up Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Knak - A no-code, campaign creation platform that lets you go from idea to on-brand email and landing pages in minutes, using AI where it actually matters. Learn more at knak.com/exitfive.Optimizely - An AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive (PS - you'll get a FREE pair of Meta Ray Bans if you do). Customer.io - An AI powered customer engagement platform that help marketers turn first-party data into engaging customer experiences across email, SMS, and push. Learn more at customer.io/exitfive.  ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

325 | Lashay Lewis helps B2B SaaS companies create profit driven content strategies. We talk about why a B2B content strategy should be built from the bottom of the funnel up, why she interviews sales teams to understand "life before using the product" and why she interviews customer success teams to understand "life after using the product" and how that influences content strategy, how writing influences buyers, the power of a strong company POV, training in-house writers and freelancers in a way that scales, where podcasting fits in a B2B content strategy, why search volume can be misleading, and thoughts on how content marketers can use AI. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#324 | Dave is joined by three marketing leaders from different industries to talk on a live session about AI and SEO and what they've learned over the last year. Dave Steer (CMO at Webflow), Marcy Comer (CMO at EagleView) and Clare Schmitt (VP, Marketing & Communications at Piedmont Global) break down how buyers are learning about products through ChatGPT and why traditional SEO fundamentals still matter. The group shares real examples of how they're approaching content, prompt tracking, PR, and brand authority, plus advice for marketers on where to focus, what to ignore, and how to guide their teams through this search shift.Timestamps(01:06) - Why AI + SEO is the hottest (and most confusing) topic in B2B marketing right now (05:37) - Meet the panel: marketing leaders from Webflow, EagleView, and Piedmont Global (09:15) - How AI search is changing buyer behavior vs traditional Google search (12:58) - EagleView's real approach to AI search, greenfield opportunities, and prompt tracking (16:05) - What “black hat” vs “white hat” tactics look like in AI-driven search (20:12) - Webflow's take: integrated marketing, generosity, and building useful tools (29:33) - Getting past high-level advice and into real execution (34:33) - “Circle the buyer”: how content builds demand before buyers are in-market (38:16) - Why PR is back: long-form press, citations, and brand credibility in AI search (45:16) - What to do if you're a startup with no budget: focus on positioning first Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#323 | Anthony Pierri from Fletch PMM joins Dave to talk about what actually matters in B2B positioning and messaging. They break down how to think about value props, why buyers don't care about your features, and what makes a homepage instantly click. Anthony shares lessons on positioning from working with hundreds of early-stage B2B SaaS companies and explains how to connect real customer problems to clear outcomes. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#322 | Louis Grenier joins Dave for a conversation about what it actually takes to stand out in B2B marketing when everything feels the same. Louis sent Dave 10 surprise gifts to open during the show, and each one sparks a conversation about marketing, career, and life. They talk about the reality of how people decide to buy and why Louis is so focused on timeless fundamentals.Timestamps(00:00) - — Timeless marketing vs the AI hype (05:24) - — The colonoscopy story. (12:44) - — Trojan Horse marketing. Get attention first. Sell later. Stop leading with your product. (17:44) - — Why you can't create demand, only redirect it. (23:24) - — Category creation vs sub-categories. Most startups get this wrong. (26:14) - — Meaning-free brand assets. Why weird mascots and visuals actually work. (33:18) - — How to sell bold ideas internally without asking for permission. (37:08) - — Ads that look like ads fail. Attention is the job. (45:48) - — Triggers vs pain points. How people actually decide to buy. (51:08) - — First principles, repetition, history, and why this stuff still works no matter the tech wave. Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#321 | Jess Cook, VP of Marketing at Vector, joins Dave to break down what's actually working in early-stage B2B marketing. They dig into how she thinks about attribution for brand channels, how Vector's podcast became a top marketing channel, why they created a brand mascot, and details on what content strategy is working on LinkedIn right now. They also cover shift from content leader to VP of Marketing and how to drive demand without a massive team or budget.Timestamps(03:06) - — Meet Jess Cook & What is Vector? (07:39) - — B2B Influencer pilot setup: why this channel, why now (14:57) - — The result: 45 demos, ~$1.1M pipeline, and how she tracked it (16:55) - — How to run influencers (22:20) - — Scaling idea: retainer-style influencer partnerships (26:00) - — Vector's podcast: “awareness magnet” and the format that works (28:24) - — The production system: in-person batch recording a full season in 2 days (42:10) - — Jess's LinkedIn strategy: why she started posting and what she optimizes for (53:58) - — Content → VP shift: the two muscles she's building (metrics + leadership) Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#320 | Matt Carnevale, Head of Community at Exit Five, joins Dave for a discussion about community building. They dive into a bunch of the lessons learned from building the Exit Five community over the last few years, including specific plays like onboarding, matchmaking, and moderation. If you're thinking about community building in 2026, this is a good primer; plus the guys give their opinion on what “community” actually means and whether you should build a private community like Exit Five or focus more broadly on community building.Timestamps(00:02) - – Matt's path from BDR to Head of Community at Exit Five (08:29) - – What “community” actually means (and what it definitely isn't) (13:14) - – Why most B2B communities fail before they ever get traction (17:54) - – Community vs. content: what gets people in vs. what makes them stay (22:29) - – Why Slack groups aren't a strategy (27:14) - – Treating community like a product, not a marketing channel (34:48) - – The role of trust, curation, and saying no to the wrong people (40:23) - – What community managers actually do behind the scenes (47:18) - – How in-person events changed the Exit Five community (53:28) - – The biggest lessons Matt's learned after two years building Exit Five Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#319 | Dave sits down with Jess Lytle, Head of Marketing at Exit Five, to talk about how AI is changing the job of B2B marketers and the reality of how AI is actually being adopted internally. They also cover how AI even helped Jess get her job at Exit Five and why she's become obsessed about deploying AI in marketing and really believes this is the most important martech wave yet. Timestamps(00:00) - – Goals, manifestation, and reverse-engineering outcomes (06:14) - – Meet Jess Lytle, Head of Marketing at Exit Five (08:28) - – How Jess got hired at Exit Five (webinar → DMs → job) (10:28) - – From demand gen to AI: early adoption, teaching, and Lovable (15:58) - – Why AI feels different than traditional martech (18:28) - – Content in 2026: originality, human insight, and AI distribution (29:16) - – NotebookLM: real marketing workflows and internal use cases (35:16) - – AI tools, team structure, and hybrid marketer roles (45:56) - – Working at Exit Five, founder-led marketing, and brand bets Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#318 | Dave is joined by Kieran Flanagan, SVP of Marketing at HubSpot and former CMO at Zapier. They break down how AI is reshaping B2B marketing workflows, content creation, and team structure, plus Kieran's leadership philosophy for managing a 300+ person team while staying deeply involved in creative execution. This episode offers a clear look at how AI is changing the game and how B2B marketers can stay creative, strategic, and indispensable in the process.Timestamps(00:00) - – Intro + why AI matters now (04:28) - – Kieran's career + the 2-year mission framework (09:58) - – The grind, early-career advice, and earning your stripes (12:28) - – Operator vs. manager + strong opinions in leadership (20:28) - – Why collaborative brainstorms fail (25:28) - – ChatGPT vs. Claude + how Kieran actually uses AI (33:16) - – Where AI is taking B2B marketing (answers → actions) (44:46) - – Picking a lane: technical vs. creative marketers (52:16) - – The future CMO + agencies, in-person, and what still matters Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

#317 | Dave hosts a live session with Dasha Shakov (Head of Marketing, Proton.ai), Emeric Ernoult (Founder, CEO, Agorapulse), and Finn Thormeier (Founder, Project 33) to break down what's working on LinkedIn right now. They discuss why LinkedIn is the most important channel for B2B, why social media is the best marketing channel available today, how founder-led and employee content drives growth, and what's changed about how people use the platform over the last five years. The group also gets into LinkedIn's thought leader ads, thoughts on measuring results when attribution is messy, and how to sell LinkedIn's value to leadership and convince them to spend time there. It's a look into how B2B teams can earn attention, build credibility, and make LinkedIn a massive growth channel in 2026.Timestamps(00:56) - – Why LinkedIn is still Dave's favorite B2B channel (05:01) - – Panel intros: Dasha, Finn, Emeric (07:25) - – Why LinkedIn changed and why it matters now (09:34) - – “Our buyers aren't on LinkedIn” is mostly wrong (12:26) - – Who should post: CEO, team, or company page (16:47) - – Why promo posts flop (and why that's okay) (21:44) - – What to actually post when starting from zero (38:13) - – Why thought leader ads outperform everything else Join 50,0000 people who get Dave's Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Brought to you by:Optimizely - A no-code AI platform where autonomous agents execute marketing work across webpages, email, SEO, and campaigns. Get a free, personalized 45-minute AI workshop to help you identify the best AI use cases for your marketing team and map out where agents can save you time at optimizely.com/exitfive. AirOps - The content engineering platform that helps marketers create and maintain high-quality, on-brand content that wins AI search. Go to airops.com/exitfive to start creating content that reflects your expertise, stays true to your brand, and is engineered for performance across human and AI discovery.Visit exitfive.com/retreat to apply for Exit Five's first-ever, in-person Marketing Leadership Retreat, March 18–20, 2026 in Scottsdale, Arizona. Join 100 CMOs and VPs of Marketing from companies like like Zoom, Snowflake, Manychat, Bitly, G2, HP, and more for two days of thinking bigger around a trusted group of peers in marketing. ***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more

316 | In this episode, Dave breaks down how the best companies win by standing out through smart ideas, creative execution, and consistent attention. He pulls lessons from Drift, Savannah Bananas, and his own wins to show why ideas matter, why brand is a durable long-term advantage, and how strong content can still break through today. Plus: thoughts on AI slop, why LinkedIn can be a powerful channel when used well, leadership lessons from The Hard Thing About Hard Things, and rapid-fire listener questions on playbooks, thought leadership, and building something bigger than Exit Five.Timestamps(00:00) - – Why attention became a dirty word in marketing (03:08) - – Personal update: hip surgery, burnout, and getting back in rhythm (05:08) - – The LinkedIn algorithm isn't broken. Your content probably is (06:18) - – The big idea: attention is the real game in marketing (07:38) - – Lessons from Savannah Bananas and stealing ideas outside B2B (09:58) - – How Drift won by sucking the oxygen out of the market (12:18) - – Scrappy attention plays: billboards, protests, and founder brand (15:08) - – Why brand comes before product messaging (19:35) - – Listener Qs: playbooks, AI slop, and building real leverage (27:20) - – Final takeaway: stop being boring, earn attention first Join 50,0000 people who get our Exit Five Newsletter here: https://www.exitfive.com/newsletterLearn more about Exit Five's private marketing community: https://www.exitfive.com/***Today's episode is brought to you by Knak.Email (in my humble opinion) is the still the greatest marketing channel of all-time.It's the only way you can truly “own” your audience.But when it comes to building the emails - if you've ever tried building an email in an enterprise marketing automation platform, you know how painful it can be. Templates are too rigid, editing code can break things and the whole process just takes forever. That's why we love Knak here at Exit Five. Knak a no-code email platform that makes it easy to create on-brand, high-performing emails - without the bottlenecks.Frustrated by clunky email builders? You need Knak.Tired of ‘hoping' the email you sent looks good across all devices? Just test in Knak first.Big team making it hard to collaborate and get approvals? Definitely Knak.And the best part? Everything takes a fraction of the time.See Knak in action at knak.com/exit-five. Or just let them know you heard about Knak on Exit Five.***Thanks to my friends at hatch.fm for producing this episode and handling all of the Exit Five podcast production.They give you unlimited podcast editing and strategy for your B2B podcast.Get unlimited podcast editing and on-demand strategy for one low monthly cost. Just upload your episode, and they take care of the rest.Visit hatch.fm to learn more