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Should I sell my business?

There are usually three live options: sell it, keep it, or close it. You are not choosing between good and bad. You are choosing between three different lives, and all three are real. Here is how to hear which one you actually want.

Updated 2026-11-04

What this question usually is

What actually helps

  1. 1Write the version where you sell. Then describe your first ordinary Monday in it.
  2. 2Write the version where you keep it. Same Monday. Then the version where you close it.
  3. 3Wait until tomorrow before you reply to anyone. You will know more by then, and the offer will still be there.

You do not have to be certain. You have to be honest about which Monday you want.

Ask it once — one question, one answer →

One question, one answer — a mirror. Not financial or legal advice, and an ancient Chinese divination — the I Ching about the offer.

Questions people actually ask

Should I sell my business or keep it?

There are three live options, not two: sell it, keep it, or close it. Write your first ordinary Monday under each one. Whichever Monday you would actually show up for is the one the direction points at.

How do I know if the offer is good enough?

An offer is good when it buys you a life you want, not when it beats a number you invented. Compare it to the Monday, never to the multiple.

What if I sell and regret it?

Maybe, for a while. Regret that follows a decision sits lighter than the quiet resentment of staying out of fear. And you are allowed to change your mind about what comes next.

What are the signs it's time to close a business?

Selling and closing are different decisions. The signs for closing are usually about the work, not the numbers: the thing you loved making no longer gets made, or the part you dread has grown bigger than the part you like. If that is your question, the closing page fits better.

Other people bring this one too

If the word you would use is stuck →
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An ancient Chinese divination. Not financial, legal or relationship advice either — we don’t decide for you, and we don’t predict.