Categories: Icebreakers

50 Thought-Provoking Icebreaker Questions to Ask IT Teams (That Won’t Annoy Them)

When using icebreaker questions you should try to use thought-provoking questions that engage the people. We have collected a list of ice breaker questions you can start using straight away…

  1. Which would you rather have: $1, 000,000 today or 1 cent doubled every day for 30 days?
  2. Would you rather be the boss or employee?
  3. If you could have only one superpower, what would it be?
  4. Describe yourself in 5 words or less.
  5. If you could give every person a gift in the world what would it be?
  6. If you were the President & had to have 3 people to assist you, who would you pick and why?
  7. If you could set one rule for the family that we all have to follow, what would it be?
  8. Where would you live, if you could pick anywhere in the world?
  9. When do you feel about working with?
  10. What have you learned in life that you feel will be the most useful?
  11. Describe what a perfect day would be from the moment you wake until bed.
  12. If you could change anything in the world, what 3 things would it be and why?
  13. If you could eat dinner with 3 people you don’t know, who would it be and where would you go?
  14. Do you think it’s better to have one great skill you’re an A+ at or many skills you’re a C at?
  15. What’s the best invention you’ve seen most recently and what do you like about it?
  16. What makes our family amazing?
  17. What are 3 things you’re grateful for?
  18. What are 3 really small victories that you’ve had the few days that you’re proud of?
  19. What’s a hobby that you don’t currently do that you’d love to learn & what’s holding you back?
  20. What do you feel are the most important things to living a great life?
  21. If we lost everything we owned today but could keep 3 things, what would you pick and why?
  22. What are the 3 things you’d teach that you think would help make school more useful?
  23. When someone is feeling stressed, what are 3 suggestions you’d share with them?
  24. What is the hardest job in the world & why?
  25. Name 3 things that make you truly happy.
  26. How would you explain the word love to someone without using the word “love”?
  27. Do you believe money can or can’t buy happiness?
  28. Think of the worst thing that’s happened to you…what did you learn from it?
  29. Of all the things you’re learning, what do you think will be the most useful as an adult?
  30. If you could travel back in time 3 years, what advice would you give yourself?
  31. Which of your friends do you think I would or do like the most? Why?
  32. If you could grow up to be famous, what would you be famous for?
  33. How would you change the world if you could?
  34. How can you help someone today?
  35. If you could make one rule that everyone in the world had to follow, what would it be?
  36. If you had enough money that you never had to work, what would you do with your time?
  37. Have you passed up on any chances that you now regret? What were they?
  38. If you were told you would live forever, what would you change about your life?
  39. What are you most afraid of?
  40. What do you think is keeping you from complete happiness?
  41. What’s your greatest strength and greatest weakness?
  42. What achievement are you most proud of?
  43. What’s one thing you did in the last 24 hours to make someone’s life better?
  44. Where in the world would you most like to live?
  45. What’s had the greatest impact on your life, good or bad, and why?
  46. What do you do when you can’t sleep at night?
  47. If we experience our greatest moments of growth and learning from failure, why are we so afraid to fail?
  48. What product would you stockpile if you found out it wasn’t going to be sold anymore?
  49. Do you have any bad habits you wish you could break? What are they?
  50. If you had no physical, financial or other obstacles, what skill would you like to have?
Shane Drumm

Shane is an Agile Project Manager who specialises in digital web projects. He has worked with numerous distributed teams in Asia, Europe, US and Australia. In his spare time, enjoy travelling, cycling, digital start-up ventures and hustling to help other business owners with their digital presence. Find out more about Shane on and please reach out and connect with Shane on LinkedIn.


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