Great questions
End-of-year work retro questions:
Do I Know What’s Most Important To My Boss In The Upcoming Year? Does My Team?
What’s The Most Impactful Piece Of Feedback I Got This Year? Did I Give Clear Feedback As A Manager?
Confronting questions:
Which of my current views would change if my incentives were different?
Which of my current views would I disagree with if I were born in a different country or generation?
What do I think is true but is actually just good marketing?
What do I ignore because it’s too painful to accept?
Who has the right answers but I ignore
“Extreme” questions for brainstorming
If all our customers vanished, and we had to earn our growth and brand from scratch, what would we do?
If our biggest competitor copied every single feature we have, how would we still win?
If you were forced to increase your prices by 10x, what would you have to do to justify it?
https://longform.asmartbear.com/ex
... See moreBig questions interrupt the daily routines people fall into and prompt them to step back and see their life from a distance. Here are some of my favorite questions that do that: “What crossroads are you at?” At any moment, most of us are in the middle of some transition. The question helps people focus on theirs. “What would you do if you weren’t
... See moreDavid Brooks • How to Know a Person: The Art of Seeing Others Deeply and Being Deeply Seen
Dream big questions:
‘What would I be like/spend my time doing if all my current major problems had been solved?’
‘What are the things I say I value but don’t act as if I value, and what would my life feel like on inside if I actually acted as if I valued those things?’
‘What am I afraid of doing, and what would my life be like if I wasn’t afraid of
Questions to ask your friends
open.substack.com
