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📝 45 questions

Would You Rather Questions for Work

45 office-safe Would You Rather questions for team meetings, icebreakers and holiday parties. Nothing here will get anyone a call from HR.

Play these on your phoneHow to play Would You Rather

How to play

  1. Read the question out loud to the group.
  2. Everyone picks a side at the same time, by pointing or raising a hand.
  3. The smaller side has to defend their choice in one sentence.
  4. Pass the phone to the next person to read the next question.

All 45 questions

  1. Would you rather always get the good parking spot, or never sit through another all-hands?
  2. Would you rather have unlimited good coffee, or have an always-stocked snack kitchen?
  3. Would you rather work four ten-hour days, or work five six-hour days?
  4. Would you rather have a window seat, or have a desk nobody walks past?
  5. Would you rather never make small talk in the lift again, or never have another call that could've been an email?
  6. Would you rather get every Friday afternoon off, or start every day at 10am?
  7. Would you rather have a printer that always works, or have wifi that never drops?
  8. Would you rather sit next to your favourite colleague, or sit alone in a quiet corner?
  9. Would you rather cap every meeting at fifteen minutes, or have one no-meeting day a week?
  10. Would you rather get a proper standing desk, or get a genuinely good chair?
  11. Would you rather never hear 'let's take this offline' again, or never hear 'circle back' again?
  12. Would you rather have inbox zero every morning, or never be cc'd unnecessarily again?
  13. Would you rather bring your dog to work, or work from home two days a week?
  14. Would you rather have the good conference room always free, or have a lunch hour nobody can book over?
  15. Would you rather leave exactly on time every single day, or take a real, uninterrupted lunch every day?
  16. Would you rather know who takes the last coffee and never refills it, or know who reheats fish in the office microwave?
  17. Would you rather find out who's been eating your labelled lunch, or find out who keeps stealing the good chairs?
  18. Would you rather hear what the team really thinks of the new hire, or hear what they really think of the office redesign?
  19. Would you rather know who's job-hunting on the clock, or know who naps in the wellness room?
  20. Would you rather find out which manager cries in their car, or find out which one zones out in their own meetings?
  21. Would you rather know who replied-all by mistake and blamed IT, or know who mutes to complain about the call?
  22. Would you rather hear the nickname the team has for you, or hear the one they have for your boss?
  23. Would you rather find out who takes 45-minute 'quick breaks', or find out who books meetings to avoid their desk?
  24. Would you rather know which colleague screenshots the group chat, or know which one forwards everything to a friend?
  25. Would you rather hear who's behind the anonymous feedback, or hear who wrote the passive-aggressive kitchen sign?
  26. Would you rather know who's quietly dating across departments, or know who's pretending not to remember the Christmas party?
  27. Would you rather find out whose 'working from home' is a beach, or find out whose camera is 'broken' on purpose?
  28. Would you rather know who inflates their timesheet, or know who under-reports it to look heroic?
  29. Would you rather find out who the boss's actual favourite is, or find out who's quietly being managed out?
  30. Would you rather hear which recurring meeting nobody needs, or hear which 'urgent' request could always wait?
  31. Would you rather call out the colleague who takes credit for your work, or call out the one who never does their share?
  32. Would you rather tell the team who's really been missing deadlines, or tell them who's been quietly covering for that person?
  33. Would you rather name the meeting derailer to their face, or name the person who has a 'quick question' every single time?
  34. Would you rather expose who's been quiet-quitting for months, or expose who's been doing two jobs for one salary?
  35. Would you rather tell your manager their pet project is failing, or watch the budget burn and say nothing?
  36. Would you rather call out the 'team player' who throws people under the bus, or call out the one who agrees in the room and undermines after?
  37. Would you rather reveal which department is carrying the company, or reveal which one is dead weight?
  38. Would you rather name who leaked the reorg news, or name who's been feeding the rumour mill?
  39. Would you rather tell the group who's been padding their status updates, or tell them who's been hiding a real mistake?
  40. Would you rather confront the colleague who cc's your boss to pressure you, or confront the one who 'just following up's you at 6pm?
  41. Would you rather say which teammate you'd never work with again, or say which project you'd flatly refuse to repeat?
  42. Would you rather expose the manager who takes credit up and passes blame down, or expose the one who's never around in a crisis?
  43. Would you rather call out who books 'focus time' just to disappear, or call out who's always mysteriously 'in a workshop'?
  44. Would you rather name the real reason the last project slipped, or name the person who knew and stayed quiet?
  45. Would you rather tell HR what actually happened at the offsite, or keep the group's cover story perfectly straight?
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