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25 questions

Would you rather questions for work

Would you rather questions are the quickest icebreaker there is. Everyone has an opinion, there is no wrong answer, and the reasons people give for their choice are often more interesting than the choice itself.

All of these are safe for work and for a classroom. They suit large groups well, because people can answer with a show of hands or in the chat before a few explain their choice out loud.

Would you rather have a four-day week or finish at 2pm every day?

All 25 questions

  1. Would you rather have a four-day week or finish at 2pm every day?
  2. Would you rather only communicate by email or only by video call?
  3. Would you rather work from a beach or from a mountain cabin?
  4. Would you rather have a personal chef or a personal driver?
  5. Would you rather be able to read minds or be invisible for a day?
  6. Would you rather never have another meeting or never answer another email?
  7. Would you rather speak every language or play every instrument?
  8. Would you rather travel to the past or to the future?
  9. Would you rather have unlimited books or unlimited films?
  10. Would you rather always be ten minutes early or always be five minutes late?
  11. Would you rather live in a big city or in the countryside?
  12. Would you rather give a speech to a thousand people or sing in front of ten?
  13. Would you rather have a perfect memory or be able to forget anything you choose?
  14. Would you rather explore space or the deep ocean?
  15. Would you rather eat only breakfast foods or only dinner foods for a year?
  16. Would you rather have a desk with a view or a desk in total quiet?
  17. Would you rather learn a new skill every month or master one skill completely?
  18. Would you rather be the funniest person in the room or the most knowledgeable?
  19. Would you rather start work at 6am or finish at 10pm?
  20. Would you rather have a robot assistant or a time machine that only goes back one hour?
  21. Would you rather lose your phone or your keys for a week?
  22. Would you rather always know the right thing to say or always know the right thing to do?
  23. Would you rather have summer all year or winter all year?
  24. Would you rather work in a team of five or a team of fifty?
  25. Would you rather be able to teleport anywhere or fly as fast as a plane?

Tips for using these questions

  • In a large group, take a quick vote first, then ask one person from each side to explain.
  • Ask "why?" after the answer. That is where the conversation is.
  • Use the team generator to split people by their answers for a friendly debate.

Need a speaking order or groups? The team generator and turn picker makes them in one click. For more ideas, read how to run an icebreaker that people actually enjoy.

Questions people ask

How many would you rather questions should I use in one session?

One question is enough for a regular meeting. For a workshop or a team's first session, two or three work well. Save the rest for later meetings so they stay fresh.

What if someone does not want to answer?

Let them pass, without comment. A forced answer makes the whole group less comfortable, and the point of an icebreaker is the opposite.

Can I print this list?

Yes. Print the page from your browser, or copy the questions into your own slides or notes.

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