Jun 26, 2026
The first 90 days have always mattered. Now AI is making them faster, sharper, and a lot less forgiving.
In this episode, Drew talks with Paige O’Neill (Culture Amp), Scott Gordon (HG Insights), and Ali McCarthy (Asset-Map) about what it takes to start strong in a new CMO role. They explore how to pressure-test what...
Jun 19, 2026
Some CMO opportunities look promising right up until you stop asking, “Can I land this?” and start asking, “Can I actually win at this company?”
In a market that is warmer than it was a year ago but still unforgiving, Hugh Marshall of Heidrick & Struggles argues that CMOs need to approach the search with...
Jun 12, 2026
The go-to-market model most teams are optimizing may be the very thing AI is making obsolete.
Too often, the buyer experience feels like a relay race nobody asked to run. AI is already proving there's a faster, straighter path to answers, value, and outcomes, making the old model a lot harder to defend.
In this...
Jun 5, 2026
The title is Chief Marketing Officer. The CMOs who earn the most influence put Chief first.
They're not in the room just to deliver a marketing update. They're there to help the executive team make sense of what matters most, navigate tough decisions, and shape where the company goes next.
In this episode, Drew...