Nine years in. 500 episodes later. Hundreds of CMOs on the mic. A deep well of marketing wisdom for anyone brave enough to draw from it.
This milestone episode is a celebration of the bold B2B ideas, experiments, and hard-earned lessons that have filled the show from day one. Thank-you to every marketer who has listened, shared, and dared to try something new because of what they heard here.
Recorded live at the 2025 Super Huddle, Drew’s conversations with Udi Ledergor, Denise Persson and Chris Degnan, and Carilu Dietrich anchor this milestone episode.
In this episode:
- Udi shares how Gong pulled off a Super Bowl spot on a regional budget, aimed it at VPs of Sales, and tracked impact in traffic, conversations, and pipeline.
- Denise and Chris explain how a CMO and CRO stayed aligned through four CEOs at Snowflake and evolved the story from “cloud data warehouse” to “data cloud,” all in lockstep.
- Carilu shows how Lovable is building a movement with real users as influencers, a CEO who lives on social, and a speed-first mindset tuned to the pace of AI and customer buzz.
Plus:
- Why a “crazy ideas” budget creates room for standout plays that still satisfy the CFO
- How empathy for sales and shared ownership of the number strengthen CRO-CMO alignment
- How CEO-led social, customer stories, and edutainment power modern B2B brands
- What it takes to move at AI speed while keeping product value and customer love at the center
If you want a concentrated hit of CMO-level courage, alignment, and playmaking, this milestone episode is your highlight reel.