250 Random Questions to Get Better Acquainted With Your Coworkers

Need to break the ice and get to know your coworkers? Try this list of 250 random questions to ask coworkers. Perfect for when you're meeting someone new, or just want to have some fun.

With COVID-19 turning most companies remote, it became harder for all of us to interact and get to know our coworkers. However, now that we are slowly going back to work — whether 100% in-office, hybrid or remote, we would like to spark new conversations and build new friendships.

When you’ve been working with the same coworkers day in and day out, it can be difficult to find a new topic to talk about. It’s even harder to strike up conversation with the new kid on the block, whom you would like to get to know better.

Running out of things to say? Don’t worry, we prepared this list of icebreaker questions that will help you get better acquainted with your coworkers.

Random Questions to Ask Your Coworkers to Break The Ice

  1. What sport would you compete in if you were in the Olympics?
  2. If you could choose any person from history to be your imaginary friend, who would it be and why?
  3. You can have an unlimited supply of one thing for the rest of your life, what is it? Sushi? Scotch Tape?
  4. What fictional world or place would you like to visit?
  5. If you could live in any country, where would you live?
  6. If you were famous, what would you be famous for?
  7. You can only own either a smartphone or a computer, which do you choose?
  8. If you could see one movie again for the first time, what would it be and why?
  9. 60s, 70s, 80s, 90s: Which decade do you love the most and why?
  10. If you were immortal, what age would you choose to stop ageing at and why?
  11. If you could do anything in the world as your career, what would you do?
  12. If you could have an unlimited supply of one thing, what would it be?
  13. What was your least favorite food as a child or now?
  14. If you had to be on a reality TV show, which one would you choose and why?
  15. If you were a wrestler what would be your entrance theme song?
  16. If you had to eat one meal everyday for the rest of your life what would it be?
  17. What was the worst job you ever had?
  18. You can have anyone alive, dead or fictional as your imaginary friend, who do you choose and why?
  19. What would your superpower be and why?
  20. If you could choose any two famous people to have dinner with who would they be?
  21. If you had a time machine, would go back in time or into the future?
  22. If you could be any animal in the world, what animal would you choose to be?
  23. What’s your favorite place of all the places you’ve travelled?
  24. You have your own late night talk show, who do you invite as your first guest?
  25. Have you ever met your idol or someone you revere greatly?
  26. If you could change places with anyone in the world, who would it be and why?
  27. Have you ever completed anything on your “bucket list”?
  28. Say you’re independently wealthy and don’t have to work, what would you do with your time?
  29. If you could be any supernatural creature, what would you be and why?
  30. If you could rename yourself, what name would you pick?
  31. If aliens landed on earth tomorrow and offered to take you home with them, would you go?
  32. What’s the most out-of-character thing you’ve ever done?
  33. The zombie apocalypse is coming, who are 3 people you want on your team?
  34. What’s your favorite sandwich and why?
  35. Have you ever been told you look like someone famous, who was it?
  36. What would your talent be if you were Miss or Mister World?
  37. What would the title of your autobiography be?
  38. What is one article of clothing that someone could wear that would make you walk out on a date with them?
  39. If you could have someone follow you around all the time, like a personal assistant, what would you have them do?
  40. What is your favorite item you’ve bought this year?
  41. What would be the most surprising scientific discovery imaginable?
  42. If you can instantly become an expert in something, what would it be?
  43. If you could be guaranteed one thing in life (besides money), what would it be?
  44. If you had to teach a class on one thing, what would you teach?
  45. If you could magically become fluent in any language, what would it be?
  46. What’s the best piece of advice you’ve ever been given?
  47. When you die, what do you want to be remembered for?
  48. What is your most used emoji?
  49. What is your cellphone wallpaper?
  50. Which band / artist – dead or alive would play at your funeral?
  51. What’s your best scar story?
  52. Would you rather meet your travel back in time to meet your ancestors or to the future to meet your descendants?
  53. As a child, what did you want to be when you grew up?
  54. What’s your favorite tradition or holiday?
  55. You have to sing karaoke, what song do you pick?
  56. What is your favorite breakfast food?
  57. What is your favorite time of the day and why?
  58. Coffee or tea?
  59. Teleportation or flying?
  60. What is your favorite TV show?
  61. If you could commit any crime and get away with it what would you choose and why?
  62. What book, movie read/seen recently you would recommend and why?
  63. What is your absolute dream job?
  64. If you could hang out with any cartoon character, who would you choose and why?
  65. If you could live anywhere in the world for a year, where would it be?
  66. What was the worst haircut you ever had?
  67. What was the worst style choice you ever made?
  68. Are you a traveler or a homebody?
  69. What’s one career you wish you could have?
  70. What’s the weirdest food you’ve ever eaten?
  71. What does your favorite shirt look like?
  72. Who is your favorite Disney character?
  73. What did you have for breakfast this morning?
  74. What was the country you visited outside of your home country?
  75. Would you rather have invisibility or flight?
  76. What is your favorite magical or mythological animal?
  77. Do you have a favorite plant?
  78. If you were left on a deserted island with either your worst enemy or no one, which would you choose and why?
  79. If you had to delete all but 3 apps from your smartphone, which ones would you keep?
  80. What’s is one thing we don’t know about you?
  81. Would your rather live in the ocean or on the moon?
  82. What is your favorite musical instrument and why?
  83. Are you a cat person or a dog person?
  84. What languages do you know how to speak?
  85. What would your dream house be like?
  86. If you could add anyone to Mount Rushmore who would it be, why?
  87. If you had the power of teleportation right now, where would you go and why?
  88. If a movie was made of your life what genre would it be, who would play you?
  89. Are you a morning person or a night person?
  90. If you had the opportunity to go to Mars, would you? Why or why not?
  91. What is your favorite television network?
  92. You’re going sail around the world, what the name of your boat?
  93. What fictional family would you be a member of?
  94. What is your favorite meal to cook and why?
  95. If you could bring back any fashion trend what would it be?
  96. If you could eliminate one thing from daily routine, what would it be and why?
  97. Do you think you could live without your smartphone (or other technology item) for 24 hours?
  98. What is your favorite dessert?
  99. What was your favorite game to play as a child?


So there you have it, a nifty 250 questions to get you better acquainted with your colleagues. If you are ever assigned to work with someone whom you are unfamiliar with in your career, you will greatly improve your chances at getting to know them at the outset with the help of these questions. By using this handy guide, you are sure to shine a light on all aspects of your coworkers' personalities and help you get a little closer to them. After all, we all want to get to know our coworkers and have some fun at work.

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