How to Evolve as a CMO: Navigating New Markets, Personas, and Business Models with Kady Srinivasan

#276 Career Growth | Dave is joined by Kady Srinivasan, CMO at You.com, an AI-first company building infrastructure for enterprise agents. Kady has led marketing at some of the world’s most recognizable companies, including Dropbox, Klaviyo, and Lightspeed, where she scaled teams, drove massive revenue growth, and navigated ICP pivots. Now, she’s bringing that experience into the fast-changing world of AI.Dave and Kady cover:How to evolve as a CMO across industries, personas, and business modelsThe three core systems CMOs need to scale teams and drive alignmentHow AI is reshaping marketing roles, workflows, and the skills future CMOs will needYou’ll walk away with lessons you can apply to your own career, no matter what market or role you’re in.Timestamps(00:00) - – Intro (01:15) - – From engineer to reluctant marketer (03:49) - – Gaming years and “coolest mom” cred (06:04) - – The story behind You.com’s domain (07:43) - – Why she jumped into AI (10:12) - – Reinventing yourself as a CMO (12:12) - – Fundamentals that never change in marketing (14:25) - – Aligning marketing with company strategy (17:36) - – Pivoting the ICP at Lightspeed (20:38) - – Lessons on cross-functional alignment (23:20) - – Letting go to grow as a leader (26:05) - – Systems every CMO should set up (31:20) - – Why no single playbook works (33:01) - – How AI is reshaping marketing roles (47:41) - – Building an AI-first marketing org and 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:Webflow - A website platform built for the agentic web, helping modern marketing teams build fully custom sites—no developer needed—that perform in AI search. Learn more at webflow.com/for/exitfive.Markup AI - A content quality platform that scans your content against brand voice, preferred terms, messaging standards, and AI-search readiness before it goes live, right inside Google Docs. Learn more at markup.ai.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. Walker Sands - An integrated B2B marketing and growth services agency that helps marketing leaders turn strategy into measurable business impact through their Outcome-based Marketing model. Learn more at walkersands.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, or check out the MCP server by clicking this link.***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