Innerspace: Deep, Meaningful Conversations with Brett Kaufman

ASK ME ANYTHING, PART TWO | Brett Kaufman

September 14, 2026·22 min
Episode Description from the Publisher

You sent the questions. Brett answers them.Part two picks up with the one that comes in most often, in some version or another. Twelve years into a business, successful by every measure, and completely empty. Brett has felt that exact thing, and he starts where he thinks anyone in it has to start.From there, whether you actually need a coach or can sort it out yourself, and why the honest answer is that almost nobody does this alone.What to do in the months after you sell the company, when everyone tells you to enjoy it and you feel lost instead. Brett's read is that it is rarely about the money. It is about who you are when nobody needs you anymore.He also gets into plant medicine, carefully, and is direct about who it is not for. Then the hardest things he has said no to, and what he looks for in a first conversation with a founder that tells him whether they are actually willing to do the work.Keep sending questions. He is going to keep answering them.

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