Ten years from now, which choice will I wish I had made?

A look back from the future at each option: what you’d regret, and which regrets you could repair.


When to use
When the practical arguments are even and the choice is really about the life you want.
Time
10 min

The prompt

Tone

I’m deciding between and . Help me look at it from further away. Ask me up to four questions, one at a time, about what I’ve regretted before, what I’m proud of having done, and who is affected either way. Then, for each option, describe what I’d most likely regret one year out and ten years out. Say which of those regrets I could repair later and which I couldn’t. End with which option the ten-year view favors and how confident you are. Regret is hard to predict and you barely know me, so say so where it applies. Don’t assume the bolder option is the one I’d regret missing, and don’t tell me what I want to hear. Be direct. No padding and no reassurance I did not ask for.

2 blanks / 0 filled

Write on any underline. A blank you leave empty stays in [brackets] when you copy. What you type is kept on this device and nowhere else.

Tell us it worked.

Ran it and got something you could use? One tap, no account. It is how the next reader knows what to try.

Pass it on.

Send the question, not your answer. Whoever opens it gets the prompt and makes it their own.

Make a result card.

Got an answer worth keeping? Paste a line or two and it becomes an image you can post.

Up to 280 characters. Leave out anything private.

0/280

Glow

Drawn in your browser. Nothing is uploaded.

Live preview/1080 × 1350 PNG

More like this.

Close to this one, by scene and by moment.

All of Decide

Press Enter to search the library

Up and down to move/Enter to open/Esc to close

Browse all prompts