TLDR: Finish Big by Bo Burlingham

Finish Big by Bo Burlingham asks a question most business books ignore: not what your company sold for, but whether you were glad afterwards.

Burlingham interviewed dozens of owners who had exited. The ones who were content had usually started preparing three to eight years beforehand. The ones who regretted it had been pushed into it — by illness, burnout, a falling-out or an offer that landed at a bad moment — and negotiated from a position they had not chosen. Price was rarely what separated the two groups.

He is unusually good on the identity problem. Owners who had something to move towards settled quickly. Owners with only something to move away from often regretted the sale within a year regardless of the sum involved. He is equally practical about earn-outs, about buyers dismantling a culture you spent decades building, and about the strange period when you are still in the building but no longer in charge — all negotiable, but only if raised early.

Two gaps for UK readers. It is American, so there is nothing on Business Relief, Business Asset Disposal Relief or cross-option agreements. And it is a book about voluntary exits — it says almost nothing about the involuntary one, which is the exit every owner is guaranteed to make and the one fewest have planned for.

Worth reading if you are three to ten years from stepping back. Just don’t mistake it for the legal work, which still has to happen separately.

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