Category: Blogs

CEO Coaching: Strange Times

If you’re a CEO right now, you’re probably wrestling with at least five big questions (or “opportunities,” if you’re an optimist—or a masochist): 1. Do I need to reinvent my business model? 2. I know AI is coming for me, but what the hell do I actually do with it? 3. How do I optimize […]

CEO Coaching: Minimum Standards

I had lunch with a retired Marine the other day. We got to talking about minimum standards. He said during his service he never really knew what the minimum was—he only knew the top numbers and shot for those. An interesting perspective on life and work, isn’t it? I’ve never coached a senior executive who set their sights on […]

CEO Coaching: The Raw Lust for Power

I recently heard David Brooks use this phrase. He was talking about a politician—you can take your pick—but the phrase applies to far too many leaders in both politics and business. Take the CEO I knew who lasted exactly one year in the chair. His motivation? Ego. Not customers. Not employees. Not even shareholder value. He […]

CEO Coaching: Treading Water

Organizations get stuck. Not in-the-weeds, minor-speed-bump stuck, but full-body-in-quicksand stuck. Over time, layer upon layer of rational processes are put in place to support strategy and reduce risk. But let’s be honest: many of those “rational” processes also build moats around fiefdoms, create the illusion of certainty where chaos should thrive, and keep management happy […]

CEO Coaching: Yeah, It’s Complicated

Have you ever used the phrase “it’s complicated” with your spouse or a close friend when you couldn’t—or didn’t want to—explain something? It’s a total conversation killer. Unsatisfying for the listener. Evasive at best, lazy at worst. CEOs and other leaders are constantly told to simplify messages and use storytelling to unify and inspire their teams. I’ve […]

CEO Coaching: Humble Pie, Buffett-Style

I read Warren Buffett’s final Chairman’s Letter to shareholders the morning I wrote this. I’ve written about Buffett and his letters before, but this one hit me differently. For a guy who may be the most successful investor in modern history, Buffett is remarkably thoughtful—and humble. His annual letters are sprinkled with mea culpas about […]