How CMOs Are Deploying AI Across Marketing episode artwork

EPISODE · May 7, 2026 · 46 MIN

How CMOs Are Deploying AI Across Marketing

from The Dave Gerhardt Show (from Exit Five) · host Exit Five

#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 (04:40) - - Guest intros: Tara, Julia, Lily, Pejman, and Kevin (09:49) - - Tara on why AI adoption needs an internal owner and how to govern it without squashing enthusiasm (12:47) - - Lily: why their first AI initiative failed and what they did differently (15:00) - - How Lovable kicked off team-wide AI excitement at Three Play Media (17:22) - - Lily's HubSpot prospecting agent: 18% to 46% response rate on inbound leads (21:04) - - Julia: embedding AI agents into Optimizely's content workflow (28:00) - - Using AI to monitor content performance and auto-assign optimization work (30:04) - - Pejman: mapping workflows to find the highest-ROI AI opportunities (32:35) - - Building a brand tone checker that scores and rewrites content against brand guidelines (36:35) - - Kevin: making AI a mandate on a small team and building a culture of learning (40:46) - - 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:Optimizely - the AI platform for marketers. Build your own AI agents or pull from a directory of 50+ pre-built ones for marketing use cases. Their new Virtual Teammates can join meetings, complete tasks, support campaigns, and keep your website optimized. Learn more at optimizely.com/exitfive.Webflow - A website platform built for the agentic web, letting modern marketing teams build fully custom sites that perform in AI search with no developer needed. Learn more at webflow.com/for/exitfive.Zoom Webinars & Events – The virtual event platform built to help B2B marketers run webinars that actually drive pipeline, with branded registration pages, live engagement features, and built-in tools to repurpose sessions into clips and content. Learn more at zoom.com/exitfive.Compound Growth Marketing - A full-funnel demand gen agency helping high-growth cybersecurity and enterprise software companies show up earlier in the buying journey, combining AEO, modern paid advertising, and a dedicated go-to-market engineering team. Podcast listeners get two free media planning sessions to find out what channels are driving the best ROI. Learn more at compoundgrowthmarketing.com/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

Episode metadata supplied by the publisher feed · Published May 7, 2026

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How CMOs Are Deploying AI Across Marketing

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