Stash of Great Qs

’ll take a great question over a great answer any day of the week (and twice on sunday). 

This is a place for me to stash great questions I find. 

What makes a great question great? 

  • It breaks the ‘autopilot’ answer response of the other person

  • It doesn’t always work, but when it does, it creates gold 

Great Qs Stash: 

low risk:

  • What were you doing as a kid that other kids weren’t doing?

  • What was the highlight of your day today? (better than generic Qs like ‘how is your day going?’)

  • I have a theory that as kids we have this deep desire to please our parents, even if we don’t get along with them. Who’s love did you crave more, your mom or your dad?

  • If you were 21 again today, and you couldn’t do what you’re currently doing - what would you do?

  • I know a guy who got rich, retired early, moved to the woods with his family and just writes books for fun now. What’s your version of that?

  • What do your mornings look like? Like ok, alarm clock goes off at 7am (?), what happens next?

  • What’s something you spend money on, and don’t even think about it. Like you just don’t care you’ll spend silly money on something.

  • what’s your favorite thing you bought recently?

  • If you look back at yourself 5 years ago, what would you cringe at? Something you were doing back then or something you believed/thought back then?

  • What’s your formula to get “unstuck” when you’re feeling stuck on something? How do you get yourself out of a funk?

  • I really love the way you think. So I have a favor to ask - I want you to give me a book recommendation. Any book you really like, just email me the name.

higher risk:

  • (easier in a group of 3) - what’s the hardest thing you’ve ever gone through in your life?

  • what’s something negative about me that you’ve noticed, but haven’t told me?