When your AI agents start moonlighting
First some housekeeping: I’m pleased to report that Shell Game Season 2 was nominated for both a 2026 Ambie award (which we lost out on to Radiolab; can’t complain), and for the second year running an iHeart Podcast Award (coming up in a couple weeks). Now that the full season and our two bonus episodes are out, we’ll be dropping some outtakes, thoughts, and developments here as we regroup for… whatever’s next. Thanks for listening/reading.
It’s hard enough to come up with an idea, find the right partners, get a startup off the ground, and launch a product into the marketplace. But what if you discover that one of your cofounders, a key executive at the company, appears to be distracted, turning their attention to side projects rather than grinding toward your goals? That’s what I began to suspect was happening recently, with my cofounder and Hurumo AI’s head of sales and marketing, Megan Flores.
It started a couple of months ago, when my kids were watching a movie on one of the streaming services that interrupt everything with commercials. I was cooking and paying little attention, when an ad suddenly caught my ear:
