How will I know when it’s time to stop?

Three clear conditions and a date, written now, that tell you later when to walk away.


When to use
When you’re pushing on with something hard and don’t trust yourself to judge it mid-struggle.
Time
10 min

The prompt

I’m working on , and I intend to keep going. I also know that in the middle of it I’ll be the worst judge of when to stop. Help me set the conditions now, while I’m calm. Ask me up to four questions, one at a time, about what success looks like, what I can afford to lose, and how long I can give it. Then write three stopping conditions, each with a number or a date that someone else could check, plus one condition for doubling down. One line each. Not like this: ‘if it stops feeling right.’ Tell me if any condition is vague enough for me to wriggle out of.

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