More Thoughts for CEOs

If You Don’t Let Go, You Can’t Scale

Jeff Perkins has spent his career in motion. He started in New York agencies, moved client-side, stepped into startup life, and then helped scale businesses through major growth phases. At ParkMobile, he helped drive the company from 8 million users to 50 million. At Soundstripe, he is now leading a platform built for global creators … Read more

Your Revenue Is Not Your Self-Worth

Matt Martin said something that every scaling CEO needs to hear before the job starts eating them alive. “There’s a difference between the wins and losses on the day-to-day of the company and your own self-worth.” That sounds obvious until you are the one carrying payroll, product risk, hiring decisions, customer churn, investor expectations, and … Read more

Perfection Is Slowing Your Growth Right Now

Leigh Sevin said something every scaling CEO needs to hear earlier than they usually do. “Done is better than perfect.” That sounds simple. It is not. Most early-stage teams spend too much time hiding the rough edges. They want the product to look finished before the market sees it. They want to avoid exposing the … Read more

The State of AI for CEOs (March 2026)

Last month, Matt Shumer (CEO of HyperWrite) published an essay called “Something Big Is Happening.” It went viral. Millions read it. His argument: AI capabilities hit a step-change in early 2026 that made everything before feel like a different era. He compared this moment to February 2020, when a few people saw what was coming … Read more

Your Strategy Is Useless If You Can’t Adapt

Karthik Ganesh does not separate personal philosophy from CEO performance. He ties them together. In 2012, he lost his daughter to cancer. That experience forced the kind of questions most leaders avoid until something breaks: He chose to go inward and rebuild from first principles. For the last 13+ years, he has studied Vedanta, an … Read more

Your Job Isn’t to Solve It. It’s to Build the Team That Can.

Premal Shah spent his early career in a world where status comes from being right. At Caltech, success meant precision, proof, and solving the problem yourself. That identity is earned. It is also dangerous once you step into a CEO role. Premal said it cleanly: scaling stops being about the elegance of the solution. It … Read more

Just Start, Even Before You’re Ready

Sam Lewis put it bluntly: “You have to be a shark and if you stop moving, you’re going to die.” That is the mindset shift many CEOs miss when they move from idea to real growth. You do not get a clean, linear path. You get motion, friction, learning, and a steady stream of decisions … Read more

Ignore the Noise & Stay Loyal to the Vision

Mason Lin said something that every founder recognizes the moment they hear it. “For me, I have seen the future for global payments nine years ago. And this is incredibly difficult to unsee.” That is not hype. That is a burden. Once you truly see where your market is going, you stop debating the destination. … Read more

AI Should Help You Be More Human, Not Replace You

Canay Deniz said something most CEOs feel but rarely say out loud. “We’re trying to help people not miss important moments in the lives of the people and companies that they care about.” Then he added the uncomfortable part. “If you’ll layer on top of that AI, I unfortunately believe that it’ll only get worse … Read more

The Real Scaling Problem Is a Lack of Self-Awareness

Most CEOs want a playbook. Gamiel Gran wants a mirror. He told me there’s a signal Mayfield watches for when they meet founders who will break out. “It’s broadly self-awareness in its simplest term.” Then he went one step further. “The scale problem ends up being lack of self-awareness.” That framing is uncomfortable. It is … Read more

Glenn Gow
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