Questions Of The Day

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Since we started working remote I’ve been asking my team 1 “Question of the Day” during standup. I started by posing the question at the start of the meeting, but have since switched to asking before the meeting. This gives people some time to come up with better answers. I try to avoid asking for “favorites” because that can put too much pressure on people to come up with the right answer. So instead of “What’s your favorite movie?” (which is definitely on the list) I’d ask “What’s a movie you’ve enjoyed recently?”

  1. As a child, what did you want to be when you grew up?
  2. As a kid, what was your go-to routine for a sick day?
  3. Besides insects and spiders, what animals annoy you the most?
  4. Best movie that would be improved if all characters were muppets except one. Name the non-muppet character.
  5. Brewsters Millions: If you had to spend $10 M in one month, how would you do it? Like the movie, you can’t have anything to show for it at the end of the month.
  6. Favorite Movie
  7. Favorite Sci Fi
  8. Favorite color to wear
  9. Favorite lunch spot (when you were working in your most recent office)
  10. Favorite lunch spot currently
  11. Favorite quick service restaurant in NYC
  12. Favorite restaurant in NYC
  13. Favorite song in a genre you don’t normally like
  14. Have you ever broken a bone or gotten a scar? How’d it happen?
  15. How much wood COULD a woodchuck chuck if a woodchuck could chuck wood?
  16. If someone made a movie of your life, what genre would it be?
  17. If you could be a cartoon character for a week, who would you be?
  18. If you could go back in time and pay more attention to any class in high school, what would you choose?
  19. If you could have an actual spirit animal what would they be?
  20. If you could have any job in the org for a week, what would it be?
  21. If you could magically become fluent in any language, what would it be?
  22. If you could meet any historical figure, who would you choose and why?
  23. If you could meet any living person for dinner, who would you pick and why?
  24. If you could pick up a new skill in an instant what would it be?
  25. If you could shop for free at one store, which one would you choose?
  26. If you could start a charity, what would it be for?
  27. If you had a personal assistant, what would be the first thing you ask them to do?
  28. If you had to perform on a talent show, what would you do?
  29. If you had to teach a class, what class would it be?
  30. If you left your current life behind and ran away to follow your dreams, what would you be doing?
  31. If you were a wrestler what would be your entrance theme song?
  32. Name a brand you are loyal to
  33. Name a fun historical fact.
  34. Name a toy you enjoyed playing with as a kid.
  35. Name one thing that was on your bucket list that you’ve done
  36. What are you kind of snobby about?
  37. What band would you travel back in time to see?
  38. What book have you read lately (it’s been a while since the last time this was asked, maybe you’ve read a new thing since then?)
  39. What celebrities have you met?
  40. What class would you want to take?
  41. What country is on your bucket list to visit?
  42. What do you look forward to about getting older?
  43. What fictional family would you be a member of?
  44. What have you done your entire life but are still bad at
  45. What hobby would be a lot of fun to get into?
  46. What household chore do enjoy the most?
  47. What ice cream flavor do you like?
  48. What is the best fruit?
  49. What is the best piece of advice you’ve received?
  50. What is the most useless thing on your desk right now?
  51. What is the weirdest food combination you’ve made and tried?
  52. What is the worst fruit?
  53. What is your biggest pet peeve?
  54. What is your cellphone wallpaper?
  55. What is your favorite childhood vacation?
  56. What is your favorite family tradition?
  57. What is your favorite holiday and why?
  58. What is your favorite magical or mythological animal?
  59. What is your favorite or memorable childhood vacation?
  60. What is your favorite sport to watch? If you don’t like watching sports, take the question as broadly as possible.
  61. What movie have you seen lately (it’s been a while since the last time this was asked, maybe you’ve read a new thing since then?)
  62. What music do you put on when you want to get pumped?
  63. What song do you hate and have to turn off the radio when it comes on?
  64. What subjects should be taught in school but aren’t?
  65. What superpower would you want?
  66. What teacher did you have that you didn’t like? Why?
  67. What topic could you give a 20-minute presentation on without any preparation?
  68. What was a notable costume (maybe for Halloween) you had growing up or later?
  69. What was something you thought would be easy until you tried it?
  70. What was something you thought would be hard until you tried it?
  71. What was the first album/tape/cd/mp3 you bought?
  72. What was the name of the street you grew up on?
  73. What was the worst job you ever had?
  74. What was your favorite game to play when you were a kid?
  75. What was your worst haircut experience?
  76. What works of art have really made an impression on you?
  77. What would the title of your autobiography be?
  78. What would you change if you were CEO?
  79. What would you do if you were invisible for a day?
  80. What’s a book you enjoyed as a kid?
  81. What’s a movie you enjoyed as a kid?
  82. What’s a work (not necessarily here) achievement that you are proud of?
  83. What’s the first thing you do when you get home from a trip?
  84. What’s the most beautiful place you’ve ever been?
  85. What’s your “goto” joke?
  86. What’s your favorite Summer Olympics sport?
  87. What’s your favorite baked good?
  88. What’s your favorite cheese?
  89. What’s your favorite dessert?
  90. What’s your favorite smell?
  91. What’s your favorite sport to play (as usual for sporting questions, please interpret the term “sport” as broadly as you need in order to answer the question)
  92. What’s your go-to diner order?
  93. What’s your perfect sandwich?
  94. What’s the best or worst prank you’ve played on someone?
  95. What’s the most outdated piece of tech you still use regularly?
  96. What’s your drink of choice? (Either alcoholic or non.)
  97. When did you like the movie more than the book?
  98. When you’re having a bad day, what do you do to make yourself feel better?
  99. Where’s the most surreal area you been to?
  100. Where’s your favorite place to nap?
  101. Which celebrity chef would you like to fix you a meal?
  102. Who is one of your favorite (living) musicians?
  103. Who is your favorite athlete?
  104. Who was your favorite teacher?
  105. Who would play you in a movie of your life?
  106. You have a week to spend in a place you’ve never been before (travel not included), where do you go?
  107. You have to sing karaoke, what song do you pick?
  108. You have your own late night talk show, who do you invite as your first guest?


  • Updated 8/18/2020 with 20 more questions!
  • Update 6/3/2021 I added more questions in a follow up post