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Philosophy

Questions I Ask Myself

A running list of questions that guide my decisions and help me think clearly.

I keep a running list of questions that help me think clearly. They're not meant to have easy answers. They're meant to prompt reflection.

On Work

  • What would I work on if nobody was watching?
  • What am I avoiding that I know I should do?
  • If I had to cut half my projects, which would I keep?
  • What's the minimum viable version of this?

On Life

  • What would I do differently if I wasn't afraid?
  • Am I optimizing for the right things?
  • What will matter in 10 years? 50 years?
  • When was the last time I changed my mind about something important?

On Growth

  • What's a skill I wish I had started learning 5 years ago?
  • Who do I admire and why?
  • What would I tell my past self?
  • What am I learning right now?

I revisit these questions regularly. The answers change. That's the point.