#1 — What are conventional bits of wisdom that I know to be true? How I can subvert them and do the opposite?

#2 — What product/service/art do I wish existed? How might I scratch my own itch?

#3 — What is the worst that could happen? Could I mitigate that risk?

#4 — What 20% of my activities lead to 80% of meaning and/or happiness in my life?

#5— What’s the least crowded channel? What channel can I innovate in?

#6 — How are you a monopoly? What is uniquely marketable about what you’re doing?

#7 — “How do I create my own real-world MBA/MFA/Podcast School/Masters, etc?” -Tim Ferris

#8 — How can I do what I am doing, lazier, easier, and in less time?

#9 —“What might you do to accomplish your 10-year goals in the next 6 months, if you had a gun against your head?” — Peter Thiel

#10 — How many hours a week do you watch TV? And browse the internet? If you added them up, how much time would you have to create something of your own, per week?

#11— What are the sources that feed you? Books, podcasts, movies, etc. How are you deciding what sources feed you? Are you being intentional about it?

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Remix of/Inspired By:

Tim Ferris Questions, Questions you should ask yourself medium article, Peter Thiel Questions, Austin Kleon, Show your Work, and Steal Like An Artist