Skip to content

How to make a big decision without regret

3 min read · Updated 7 October 2026

The short answer

You avoid regret by making a decision you can defend, not by guaranteeing a good outcome. Before a big decision, write down the worst case, check the facts it depends on, choose a step you could recover from, and record why you chose it.

Regret is about the process

People rarely regret a well-made decision that went badly through bad luck. What stings is knowing you skipped something obvious — a call you didn't make, a document you didn't read.

Before any big decision

  1. Write the worst case in one sentence.
  2. List what must be true for this to work out.
  3. Check the most important of those with an independent source.
  4. Choose a first step you could undo or recover from.
  5. Write down why you decided — so future you can see you were careful.

Frequently asked questions

How long should I take on a big decision?

Long enough to check the key facts and sleep on it once — rarely longer. Deadlines set by someone else are a reason for more care, not less.

Should I go with my gut?

Use your gut to spot what worries you, then check that worry with evidence. Gut plus one check beats either alone.

Run your big decision through the check in a few minutes.

Use the free Decide worksheet
Free weekly email

Make better calls, starting today.

  • A free 60-second decision check, in your inbox today
  • Weekly decision tips: a real-life scenario, the check that would have caught it, and a question to use
  • New Watch & Learn episodes and member offers first

Free to join. Unsubscribe any time.

Free. Weekly decision tips. Unsubscribe any time.