good questions

What is the highest-growth environment you’ve ever been in? What made it that way? (growth interpreted broadly: professional, in hobbies, interpersonal, etc)

Some questions that I’ve found to be very effective in one-on-ones: If we could improve in any way, how would we do it? What’s the number-one problem with our organization? Why? What’s not fun about working here? Who is really kicking ass in the company? Whom do you admire? If you were me, what changes would you make? What don’t you like about the

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@mckaywrigley I have a bunch of questions I ask. What would you build for yourself? What did previous companies you've worked for need? What are you an expert in? What have you noticed recently that seemed broken? If you were going to build something just for fun, what would it be?

Peter Thiel will also sometimes ask potential hires, “What problem do you face every day that nobody has solved yet?”

As soon as you start asking questions, you have an obligation to listen to the answers.

16. 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?”

thread of questions I am trying out (feedback welcome!)

Great questions don't appear

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.