Sep 4, 2026
How do you know whether the brave move is to go for it or plant your feet?
CMOs are making that call with short runways, incomplete information, and teams being asked to adapt fast. Comfort can delay the hard decision. Pressure can push leaders toward false certainty or speed for speed’s sake. Brave leadership is...
Sep 2, 2026
Before you ask for another leadership tip, check the glasses you’re already wearing.
Ty Hammond doesn’t do tips anymore, which slightly complicates Drew’s plan to grab a few quick leadership nuggets. Good thing. When leaders already know the move they need to make and still keep avoiding it, the blocker is...
Aug 28, 2026
PE-backed CMOs have to make marketing make sense at board speed.
The questions come faster. The comparisons come from portfolio companies that look nothing like yours. And no budget line stays “just marketing” for long.
In this episode, Drew talks with Kevin Ruane (Precisely), Julie Kaplan (Higher Logic
Aug 21, 2026
Change only looks sudden when you missed the signals.
Rita McGrath gives that idea teeth for CMOs leading through AI, org design changes, and markets that refuse to sit still. The signals are usually there. But in businesses wired to confirm what already happened, they get drowned out by revenue, pipeline, CAC, and...
Aug 14, 2026
Marketing and comms lose leverage when the story, the proof, and the teams carrying them run in separate lanes.
That’s how strong work gets less mileage than it should. Recognition stays in PR when demand could use it. Analyst proof misses the sales motion. Internal messaging sounds adjacent to the market story...