good questions
“I know that talent doesn’t feel like you’re amazing. It feels like the difficulties that trouble others are mysteriously absent in your case. Don’t ask yourself where your true gifts lie. Ask what other people seem weirdly bad at.” Sasha Chapin
What are you good at? What could you be the best at? What makes you happy? What excites you? What makes you feel accomplished and good about yourself? What are you most proud of having accomplished in your life? Can you repeat this or further develop it? What do you enjoy sharing or experiencing with other people?
Peter Thiel will also sometimes ask potential hires, “What problem do you face every day that nobody has solved yet?”
What’s one word on your mind right now?
What’s an idea that jumped out at you from what you just heard?
What did this remind you of?
Share one way you might make this better.
On a scale of 1 to 5, how confident/excited/clear are you on what you just heard?
Raise your hand if you felt ____ about this. Raise your hand if you felt _____ about this. (
Sam Liebeskind • Better Questions than “Any Questions?”
Ted Gioia • How to Read Plato
suddenly. They gradually congeal in your head. And what makes
them congeal is experience. So the way to find great questions is
not to search for them — not to wander about thinking, what great
discovery shall I make? You can't answer that; if you could, you'd
have made it.
Paul Graham • What You'll Wish You'd Known
I think “And what else?” is the best coaching question in the world. It does two things: It extends the period of curiosity, and it tames your advice monster.
The truth of anything is multidimensional and impossible to fully grasp. So a better question than “Is this true?” is “In what scenario is this true?”