Would You Rather Questions for Work

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The full list

Light, friendly icebreakers for office and remote teams. Good for kicking off meetings or welcoming someone new.

1. Would you rather have a standing desk or have a desk by a big window?
2. Would you rather start every meeting with a joke or end every meeting with a fun fact?
3. Would you rather work from a cabin in the woods or work from a café in a new city?
4. Would you rather have a four-day week with longer days or have a five-day week with shorter days?
5. Would you rather only use video calls or only use phone calls?
6. Would you rather have a team lunch every Friday or have a team breakfast every Monday?
7. Would you rather get a new office plant every month or get a new desk snack every week?
8. Would you rather present to the whole company or write the company newsletter?
9. Would you rather have unlimited coffee at work or have unlimited fancy tea at work?
10. Would you rather work with a cat on your keyboard or work with a dog snoring at your feet?
11. Would you rather have meetings while walking or have meetings while sitting on beanbags?
12. Would you rather never have to write another email or never have to sit in another meeting?
13. Would you rather be the team note taker or be the team timekeeper?
14. Would you rather organize the office holiday party or organize the summer picnic?
15. Would you rather have a nap pod at work or have a game room at work?
16. Would you rather work from a beach for a month or work from a mountain town for a month?
17. Would you rather learn a new software tool every month or learn a new skill from a coworker every month?
18. Would you rather have a desk with a treadmill or have a desk with a swing chair?
19. Would you rather eat lunch outside every day or eat lunch with a different coworker every day?
20. Would you rather get the first parking spot all year or get the best desk chair all year?
21. Would you rather work in a quiet library or work in a lively coffee shop?
22. Would you rather have a theme song play when you join a call or have a custom background that changes daily?
23. Would you rather give a 5-minute talk on your hobby or listen to a coworker's 5-minute talk on theirs?
24. Would you rather volunteer as a team for a day or take a team cooking class?
25. Would you rather have a shared team playlist or have a shared team photo wall?
26. Would you rather use only emoji in chat for a day or use only GIFs in chat for a day?
27. Would you rather win employee of the month or win the office chili cook-off?
28. Would you rather work early mornings or work late afternoons?
29. Would you rather get a surprise day off or get a surprise team outing?
30. Would you rather have an office with a slide or have an office with a rooftop garden?
31. Would you rather lead a big project or be a key helper on three small projects?
32. Would you rather have a keyboard that clicks loudly or have a mouse that squeaks?
33. Would you rather always have fresh donuts in the break room or always have a fruit bowl that never empties?
34. Would you rather attend a conference in another country or host one in your own city?
35. Would you rather have a mentor who is a great listener or have one who gives sharp feedback fast?
36. Would you rather work on a team of three or work on a team of 30?
37. Would you rather pick the team's next offsite or pick the team's next lunch spot?
38. Would you rather have your desk decorated by the team on your birthday or have a cake with your face on it?
39. Would you rather dress in theme for every Friday or wear pajama bottoms on every video call?
40. Would you rather make a team mascot or make a team motto?
41. Would you rather have a long lunch break or leave an hour early?
42. Would you rather do a daily stand-up or do a weekly long check-in?
43. Would you rather work from your kitchen table or work from a cozy armchair?
44. Would you rather learn to type 100 words a minute or learn every keyboard shortcut there is?
45. Would you rather answer every question in a meeting with a fun fact or answer every question with a rhyme?
46. Would you rather switch jobs with a coworker for a day or shadow the CEO for a day?
47. Would you rather have the office be silent all day or have soft music playing all day?
48. Would you rather take a team trip to a theme park or take a team trip to a lake house?
49. Would you rather be the team's go-to tech helper or be the team's go-to party planner?
50. Would you rather have a desk next to the snacks or have a desk next to the window?
51. Would you rather send a funny team update every Friday or share a team win every Monday?
52. Would you rather work in an office shaped like a castle or work in an office on a boat?
53. Would you rather have a no-meeting Wednesday or have a no-email Friday?
54. Would you rather celebrate every small win with a high-five or celebrate big wins with a team dinner?
55. Would you rather have your video camera always on or have it always off?
56. Would you rather learn sign language with your team or learn to juggle with your team?
57. Would you rather write a book about your job or make a short film about your team?
58. Would you rather bring your pet to work once a week or bring your favorite snack for everyone once a week?
59. Would you rather work in a city you have never visited for a month or work from your childhood hometown for a month?
60. Would you rather plan a team trivia night or plan a team escape room trip?
61. Would you rather have a robot assistant fetch your coffee or have a robot assistant schedule your meetings?
62. Would you rather have the whole team wear matching hats on Fridays or have a weekly crazy sock day?
63. Would you rather sit in a room with no clocks or sit in a room with five clocks all showing different times?
64. Would you rather get a handwritten thank-you note from your team or get a public shout-out in a meeting?
65. Would you rather give every coworker a nickname or have the team give you one?
66. Would you rather start the day with a group stretch or end the day with a group cheer?
67. Would you rather have a desk that is always tidy by magic or have a calendar that always finds a free hour?
68. Would you rather host a potluck where everyone brings a dish from home or host a bake-off?
69. Would you rather have a team that works at sunrise or have a team that works at sunset?
70. Would you rather learn the name and hobby of everyone in your building or learn a fun fact about every coworker?
71. Would you rather have your first coffee of the day made by a coworker or make it for the whole team?
72. Would you rather label every shared fridge item with a joke or write the chore chart in rhyme?

More categories

• Classic111 cards
• Funny92 cards
• For Kids94 cards
• Hard81 cards
• For Couples72 cards
• For Adults (Clean)72 cards