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254 - The Reinvention Every CEO Has to Make (And Why It's So Hard)

A CEO told Andrea, "I don't recognize my own calendar anymore." He built the company, the company outgrew him, and nobody around him would say it. This episode is about the hardest reinvention a leader ever has to make and why growth is so good at hiding the need for it.

In This Episode

The business reinvents itself; the leader doesn't. Andrea unpacks a pattern he's watched for years: a company changes shape three times over new markets, new model, new scale while the CEO keeps leading the way they did when it was small enough to hold in two hands. It works, right up until it quietly stops…

The skinny

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