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Would You Rather generator

A hypothetical with a catch, two sides, one tap. Work-safe by default, with funny, hard-choice, superpower, food, travel and deeper sets for when the meeting is over. Written for adults, kept clean enough for the office.

Work · 1 of 135

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Tip: the right and left arrow keys move between questions. Copy 10 pastes a numbered list from the current filter into your agenda or chat.

How to play Would You Rather

Someone reads the question, everyone picks a side, and the person with the most surprising answer explains it. That is the whole game. It works because every question has a catch, so the answer says something about what people value: time or energy, the credit or the learning, being right or being kind.

  1. Choose a set. Work for a meeting opener, Funny or Superpowers for a party, Deeper for a group that already trusts each other.
  2. Read the question out loud or share your screen.
  3. Everyone answers at once. No abstaining, that is the rule.
  4. Ask one person why. One sentence.
  5. Three questions is an opener. Ten is a game. Twenty is a long drive.

Would You Rather questions for work

The Work set is about how people like to work, so a few of the answers are quietly useful. If the whole team would rather have one meeting-free day than fifteen-minute meetings, you have just learned something about your calendar.

  1. Would you rather have every meeting be 15 minutes, or have one meeting-free day a week?
  2. Would you rather always know exactly what to do next, or always have time to figure it out?
  3. Would you rather get feedback instantly, or get feedback once a quarter, in detail?
  4. Would you rather present to 500 people once, or present to 5 people every week?
  5. Would you rather work four long days, or work five short days?
  6. Would you rather never answer email after 6pm, or never answer email before 10am?
  7. Would you rather have a desk by the window, or have a desk by the coffee machine?
  8. Would you rather be the person who starts projects, or be the person who finishes them?
  9. Would you rather have your calendar managed for you, or have your inbox managed for you?
  10. Would you rather work with a brilliant but messy teammate, or work with an organised but slow one?
  11. Would you rather get a surprise day off tomorrow, or get an extra week off next year?
  12. Would you rather always be five minutes early, or always be exactly on time?
  13. Would you rather have no more status meetings, or have no more written status updates?
  14. Would you rather lead a team of ten, or be the expert nobody manages?
  15. Would you rather pick your own projects, or pick your own hours?
  16. Would you rather give the keynote, or write the keynote?
  17. Would you rather work in total silence, or work with a constant hum of people?
  18. Would you rather have a mentor for a year, or have a budget for courses for a year?
  19. Would you rather know every shortcut in every app, or never lose a file again?
  20. Would you rather get the credit, or get the learning?
  21. Would you rather be the first in the office, or be the last to leave?
  22. Would you rather do the same task brilliantly every day, or do a new task adequately every day?
  23. Would you rather have a team lunch every Friday, or have Friday afternoons free?
  24. Would you rather receive a handwritten thank-you from a client, or receive a public shout-out from your boss?
  25. Would you rather work from a beach with slow wifi, or work from a great office in the rain?
  26. Would you rather have your work reviewed by a friend, or have your work reviewed by a stranger?
  27. Would you rather decide fast and fix later, or decide slowly and get it right?
  28. Would you rather never take notes again and remember everything, or have perfect notes but forget what was said?
  29. Would you rather have a job title you love, or have a job description you love?
  30. Would you rather be interrupted ten times a day, or be ignored for a week?

Funny would you rather questions

Absurd trade-offs with no sensible answer.

  1. Would you rather have a permanent raincloud over your head, or have a permanent spotlight on you?
  2. Would you rather speak only in rhymes, or speak only in questions?
  3. Would you rather be followed by a marching band, or be followed by a film crew?
  4. Would you rather have hiccups every time you lie, or sneeze every time you say a name?
  5. Would you rather fight a swan, or be chased by a goose for a week?
  6. Would you rather have fingers as long as legs, or have legs as short as fingers?
  7. Would you rather wear a cape every day, or wear a crown every day?
  8. Would you rather only be able to whisper, or only be able to shout?
  9. Would you rather be a background character in every film, or be the villain in one film?
  10. Would you rather have a pet that can text, or have a car that gives opinions?
  11. Would you rather smell faintly of bread forever, or smell faintly of a swimming pool forever?
  12. Would you rather live in a theme park, or live in a museum?
  13. Would you rather always have a slightly wet sleeve, or always have one shoe untied?
  14. Would you rather be able to talk to pigeons, or be able to talk to houseplants?
  15. Would you rather have your thoughts appear as subtitles, or have your mood appear as weather?
  16. Would you rather sneeze glitter, or cry lemonade?
  17. Would you rather be stuck in a lift with a magician, or be stuck in a lift with a mime?
  18. Would you rather have a theme song, or have a catchphrase?
  19. Would you rather replace your handshake with a dance, or replace your hello with a song?
  20. Would you rather be the size of a cat, or be the size of a giraffe?
  21. Would you rather have a tail, or have antlers?
  22. Would you rather eat only round food, or eat only green food?
  23. Would you rather have a voice like a cartoon, or have a laugh like a seal?
  24. Would you rather wake up as a different animal each day, or wake up in a different country each day?
  25. Would you rather be famous for a terrible song, or be unknown for a brilliant one?

Hard choices would you rather questions

Two good things, or two bad ones. The room will split.

  1. Would you rather never be stuck in traffic again, or never wait in a queue again?
  2. Would you rather be able to sleep in, or never need an alarm?
  3. Would you rather have unlimited books, or have unlimited travel?
  4. Would you rather lose your phone for a month, or lose your keys every day for a month?
  5. Would you rather always get the window seat, or always board first?
  6. Would you rather know the ending of every film, or never know the ending of any series?
  7. Would you rather give up music, or give up films?
  8. Would you rather give up cheese, or give up chocolate?
  9. Would you rather have a slow internet forever, or have a slow car forever?
  10. Would you rather be always slightly too warm, or be always slightly too cold?
  11. Would you rather have a free coffee every day, or have a free lunch every Friday?
  12. Would you rather relive one great day, or skip one bad day?
  13. Would you rather have a perfect memory, or have perfect focus?
  14. Would you rather move house every two years, or never move again?
  15. Would you rather learn one instrument perfectly, or learn five languages passably?
  16. Would you rather never do laundry again, or never do dishes again?
  17. Would you rather win every board game, or win every argument?
  18. Would you rather live without a car, or live without a sofa?
  19. Would you rather have one more hour a day, or have one more day a month?
  20. Would you rather be good at every sport, or be good at every game?

Superpowers would you rather questions

Abilities with a catch.

  1. Would you rather fly, but only at walking speed, or teleport, but arrive dizzy?
  2. Would you rather read minds for one hour a day, or be invisible for one hour a day?
  3. Would you rather never feel tired, or never feel cold?
  4. Would you rather talk to animals, or speak every human language?
  5. Would you rather pause time for ten minutes a day, or rewind one minute whenever you like?
  6. Would you rather be super strong, or be super fast?
  7. Would you rather always find a parking space, or always find your keys?
  8. Would you rather breathe underwater, or survive any fall?
  9. Would you rather heal instantly, or never get ill?
  10. Would you rather remember everything you read, or understand everything you hear?
  11. Would you rather control the weather, or control traffic lights?
  12. Would you rather know when someone is lying, or always tell a convincing lie?
  13. Would you rather cook any dish perfectly, or eat anything without consequences?
  14. Would you rather never need sleep, or need only two hours of sleep and wake refreshed?
  15. Would you rather see five minutes into the future, or see five years into the past?

Food would you rather questions

Give something up forever, or eat it forever.

  1. Would you rather give up pizza forever, or give up burgers forever?
  2. Would you rather eat only breakfast foods, or eat only dinner foods?
  3. Would you rather have a personal chef, or have a personal barista?
  4. Would you rather never eat dessert again, or never eat snacks again?
  5. Would you rather only eat hot food, or only eat cold food?
  6. Would you rather give up coffee, or give up tea?
  7. Would you rather eat the same lunch every day, or never have the same lunch twice?
  8. Would you rather cook every meal, or order every meal?
  9. Would you rather have unlimited sushi, or have unlimited tacos?
  10. Would you rather eat one giant meal a day, or eat six small ones?
  11. Would you rather only use a spoon, or only use a fork?
  12. Would you rather give up bread, or give up pasta?
  13. Would you rather have the best bakery next door, or have the best ice cream shop next door?
  14. Would you rather eat spicy food every day, or never eat spicy food again?
  15. Would you rather have a lifetime of free fruit, or have a lifetime of free cheese?

Travel would you rather questions

Where, how and with whom.

  1. Would you rather travel the world for a year, or live in one new country for five years?
  2. Would you rather visit the past, or visit the future?
  3. Would you rather road trip with no map, or flight with no itinerary?
  4. Would you rather explore a city on foot, or explore it by bike?
  5. Would you rather stay in a treehouse, or stay on a boat?
  6. Would you rather go somewhere cold and bright, or go somewhere warm and rainy?
  7. Would you rather travel with your whole team, or travel with one friend?
  8. Would you rather learn the language before you go, or learn it while you are there?
  9. Would you rather have a free flight anywhere once a year, or have free train travel everywhere forever?
  10. Would you rather camp under the stars, or sleep in a castle?
  11. Would you rather see the northern lights, or see a volcano erupt from a safe distance?
  12. Would you rather take the scenic route, or take the fast route?
  13. Would you rather pack in ten minutes, or pack for three days?
  14. Would you rather visit every capital city, or visit every national park?
  15. Would you rather have a window seat with no legroom, or have an aisle seat with unlimited legroom?

Deeper would you rather questions

Values and trade-offs, still answerable in one sentence.

  1. Would you rather be remembered for your work, or be remembered for your kindness?
  2. Would you rather know what people really think of you, or never wonder about it again?
  3. Would you rather be the smartest person in the room, or be the most trusted person in the room?
  4. Would you rather have more time, or have more energy?
  5. Would you rather start over somewhere new, or go deeper where you are?
  6. Would you rather learn from failure fast, or avoid failure altogether?
  7. Would you rather have a few close friends, or have a wide circle?
  8. Would you rather be understood, or be admired?
  9. Would you rather give the advice, or get the advice?
  10. Would you rather be right, or be kind?
  11. Would you rather say yes more, or say no more?
  12. Would you rather keep every memory, or choose which ones to keep?
  13. Would you rather have certainty, or have possibility?
  14. Would you rather be the one who asks the question, or be the one who has the answer?
  15. Would you rather change one thing about your past, or know one thing about your future?

Tips for using it with a team

  • Use it as a check-in substitute: three questions and everyone has spoken once.
  • In a remote meeting, let people answer in chat first, then pick two to explain. Quieter people get a fair go.
  • Once the team knows their animals, the splits get funnier. The Lions take the credit, the Owls take the learning. See the 31 animal personalities.
  • Want something faster? Try the This or That generator. Want a full sentence from each person? Use the icebreaker question generator.

Quick answers

How does the Would You Rather generator work?
Pick a category or leave it on All, and the generator shows one question at a time from a shuffled queue. Tap the side you would choose, hit Next for another, or Copy 10 to paste a numbered list into chat or a slide.
Are these Would You Rather questions safe for work?
Yes. All 135 avoid politics, religion, bodies, money and relationships. The Work set is about meetings, deadlines and office habits, and the Funny set is absurd rather than edgy, so it works for adults without becoming a problem in front of a manager.
How do I play Would You Rather with a team?
Read one question, everyone answers at once with hands, a thumbs-up emoji or a shout, then ask one person why. Thirty seconds a question. For a remote stand-up, post one in the channel before the call and let people reply with A or B.
What is the difference between Would You Rather and This or That?
This or That is a preference between two ordinary things, such as coffee or tea. Would You Rather is a hypothetical with a catch, such as flying at walking speed or teleporting dizzy. This or That is faster; Would You Rather starts more conversations.
Can I get a printable list?
Copy 10 gives you a numbered list from the current filter. Every question is also printed by category further down this page, so you can print the page or copy a whole set.

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