“I’ve always hated it. This year I made the decision to shut it down.”

Can three nine-figure CEOs open up about their priorities, passions, and doubts?

Sean Frank (CEO, Ridge), Matt Bertulli (CEO, Pela Case & Lomi), and Mike Beckham (CEO, Simple Modern) sit down for an honest conversation about the pressure of scaling ecommerce brands. They cover decision making, staying passionate, and the whiplash of growing fast.

Mike explains why organizations drift toward safe tasks instead of high impact work. Sean recalls shutting down a profitable business line while questioning his passion. Matt contrasts the rhythm of running a bigger company with the grind of building Winks from zero. Same stage of success, but three completely different struggles.

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Chapters

00:00:00 Free Therapy Pre-Q4

00:00:36 Better Decisions

00:05:10 Sean Frank’s 12 Things

00:10:17 95 Percent Is Pointless

00:14:40 Standups Beat Meetings

00:19:28 Talking Versus Doing

00:24:02 Zero-to-One Whiplash

00:31:05 AI Changes Org Size

00:35:45 History of Work Hours

00:39:09 Passion Is Just a Skill

00:46:37 The Money Motivator

00:50:56 Shutting Down Pens

00:55:03 Is Mike Feeling Better?