Podcast Episode

The Four Sins of the Overworked CEO

Scaling Up Business with Bill Gallagher··3 September 2026·14 min

About this episode

After twenty years of coaching CEOs, Bill sees the same four patterns in nearly every leader who's stuck. They're not moral failures. They're the moves that feel like virtue while quietly destroying your company. Poor Delegation — meet Thomas. Micromanagement — meet Lee. Perfectionism — meet Eddie. Strategic Myopia — meet Rocky. These compound in a doom loop. This week's work: rate yourself on each sin. There's a scored version at busyisbroken.com, plus a parallel version your team can fill out about you. Links: busyisbroken.com | scalingcoach.com/Q20Mentioned in this episode:PhD Research on CEOsQuick favor: I'm in the middle of my doctoral research, and I need CEOs Here's the question: is there a point where working more hours actually indicates a worse leader? Nobody has measured it. I'm measuring it. If you're a CEO or president with at least ten people in the business and three direct reports, it takes just a few minutes. And Your team answers a few anonymous questions. What you get back is a report comparing how you rate yourself to how your team rates you. That gap is usually the interesting part. ScalingCoach.com/study