41 Brilliant Questions Found On Twitter From The Last 2 Years

I’ve kept a folder of bookmarks for two years of the most interesting questions I come across on Twitter.

These questions have millions of views and are authored by some of the smartest minds on the web, including James Clear, Sam Altman, and Tim Urban.

Credits:

Danny Miranda, Brooklin Nash, Dubzy, Tim Urban, Pomp, Josh Pigford, Dan Goldfield, Natasha Mascarenhas, Chris Powers, Todd Brison, Pete Sena, Ramit Sethi, Spencer Stephenson, Ileana Gonzalez, Blas, Melissa Perri, Chris Grosse, Dan Go, Shaan Puri, Phillip Oakley, Mark Manson, Levi James, Sarah Constantin, David Perell, Amanda Natividad, Nick Shackelford, Bri Kimmel, Chris Frantz, Joe Martin, Morgan Housel, Sam Altman, James Clear, Edwina Yeo, Jim Kwik, Burk

41 Conversation Starters Found on Twitter

  1. Would you rather win the lottery or live twice as long?

  2. If you could trade jobs with anyone in the world, who would it be and why?

  3. If you could be a city, which city would you be?

  4. If you had $30 million dollars in your bank account, would you still work?

  5. If you could send your 22-year-old self a three-word message, what would you say?

  6. Who is the best storyteller of all-time?

  7. What do you 10/10 recommend?

  8. What tv series have you watched multiple times?

  9. You have 30 seconds to make a stranger smile. What do you say to them?

  10. Asking great questions is a superpower. Here are a few of my favorites...

  11. What are two opposing ideas you believe in equally?

  12. What is your morning routine?

  13. What’s one thing you believe in that most people don’t?

  14. Do you prefer one role model or many?

  15. What book did you read that changed your life the most?

  16. When it comes to spending money on things that are meaningful to you, what makes you irrationally happy?

  17. Using just one word, name something that drives your success?

  18. Entrepreneurs: What habits guarantees success?

  19. What is something I should do more often? What is something I should take more advantage of?

  20. If you could only ask 1 question to get to know a stranger, what would you ask?

  21. What’s a trait you’re not proud of and are working on?

  22. What are the best communication tips you’ve learned for succeeding at work?

  23. Using only a restaurant, tell us where you went to college.

  24. What improved your quality of life so much that you wish you did it sooner?

  25. Whose career blueprint do you admire or want to emulate?

  26. Kellogg’s has hired a new SVP and Global CMO. They’re focused on Raisin Bran awareness.

  27. My biggest lesson of 2022: sometimes the most productive thing you can do is nothing. What was yours?

  28. Who is your hero and why?

  29. What book were you told you should like but ended up hating?

  30. What skills do you (maybe secretly) look down on people for lacking?

  31. What's the most well-written book you've ever read?

  32. What's something you learned to love about yourself?

  33. Is there something you are going to NOT do in 2023?

  34. What's one book you'd love to read again?

  35. What’s your favorite thing to do between Christmas and New Years?

  36. You get to teach your child one skill or lesson and they will remember it forever. What is it and why?

  37. What's the oldest thing you own and still use regularly? I've had the same alarm clock for 29 years.

  38. haven’t seen this as a Twitter thread, so: what true thing do you believe that few people agree with you on?

  39. What do you need to de-prioritize?

  40. If you could invest $1,000,000 into one person in 2023, who would you invest in (and why)?

  41. In the last 12 months, what new belief, behavior, or habit has most improved your life?

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