🧠 I tried the “What will I regret in 12 months?” AI exercise — and… yeah. Wow.
Inspired by 's post (and 's follow-up), I asked ChatGPT to look across all my chats and tell me—brutally honestly—what December 2026 me would regret not doing, and what I’d wish I’d said no to.
The feedback wasn’t fluffy, it was uncomfortably specific!
Big takeaways (simplified):
  • I’ve been running too many “flagship” ideas in parallel instead of letting one truly lead
  • I tend to explain and refine instead of asking for a clear decision (or payment) sooner
  • I carry too many open loops with emotional weight—good ideas that quietly tax focus
The most useful part was turning the feedback into two practical changes: one clear, repeatable offer I can actually sell, and a simple weekly structure that keeps me from overbuilding or second-guessing what to work on.
It genuinely felt like having my own thinking surfaced and organized back to me—similar to what Michael described: “looking into my consciousness and bringing it to the surface.”
If you’ve got a long chat history here, I highly recommend trying it!
Sure, it’s not always comfortable—but it gives you really helpful feedback to forge onwards! 🚀
Thanks for inspiring me to do this!
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3 comments
Lutfiya Miller
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🧠 I tried the “What will I regret in 12 months?” AI exercise — and… yeah. Wow.
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