122 Would You Rather Questions for Work

These 122 would you rather questions for work are safe to ask in front of anyone and take about a minute each: meetings, coffee, commutes, desk setups and team events. Open a standup or a video call with one. A quick this or that round follows the three lists; there are more for any group in the main would you rather questions, and work-safe sets in two truths and a lie ideas.

Updated By the Carful editorial team

On this page: 8 sections

Would you rather have every meeting be a walking meeting or have every meeting be a standing meeting?

1 / 122

Tap the card or swipe for the next question. Arrow keys work too.

More lists:Would You Rather Questions

Would You Rather Questions for Work Meetings

Agendas, slide decks, video calls and the on-time question. Ask one while people are still joining.

  1. Would you rather have every meeting be a walking meeting or have every meeting be a standing meeting?
  2. Would you rather present first in every meeting or present last in every meeting?
  3. Would you rather give a talk with no slides at all or give one with forty slides you have never seen?
  4. Would you rather always take the meeting notes or always be the one who keeps the meeting on time?
  5. Would you rather take every call from a sunny park bench or take every call from a quiet library room?
  6. Would you rather have every meeting follow a strict agenda or have every meeting be an open chat?
  7. Would you rather start every meeting with a one-word check-in or end every meeting with a one-word check-out?
  8. Would you rather have all your meetings on Monday or have them spread across the whole week?
  9. Would you rather be asked a question the second you step away from your desk or be asked one the second your microphone cuts out?
  10. Would you rather share your screen with forty open tabs or share your screen with a desktop covered in files?
  11. Would you rather lead a brainstorm with sticky notes on a wall or lead one in a shared online document?
  12. Would you rather have a meeting-free day every week or have meeting-free mornings every day?
  13. Would you rather hold every meeting in a room with a whiteboard wall or hold every meeting outdoors at a picnic table?
  14. Would you rather have one long team meeting a week or have a short check-in every day?
  15. Would you rather present to a crowd of five hundred strangers or present to a small room of people you know well?
  16. Would you rather have your video freeze mid-sentence on every call or have an echo on every call?
  17. Would you rather always have to hunt for a free meeting room or always have to fix the projector?
  18. Would you rather get every meeting summary in one sentence or get a full page of notes after every meeting?
  19. Would you rather speak first in every brainstorm or build on everyone else's ideas?
  20. Would you rather have every meeting start exactly on time or have every meeting end exactly on time?
  21. Would you rather have a teammate's dog join every meeting or have a teammate's parrot join every meeting?
  22. Would you rather use a slide deck with only pictures or use one with only words?
  23. Would you rather hold the weekly meeting on beanbags or hold it around a tall standing table?
  24. Would you rather get a meeting invite with no title or get a meeting invite for 7 a.m.?
  25. Would you rather turn every status update into a two-minute video or turn every status update into a short written note?
Play these as cards

Funny Would You Rather Questions for Work

Wobbly desks, missing spoons and the sock-puppet presentation. They tease the job, never a person.

  1. Would you rather always grab the dried-out whiteboard marker or always find the whiteboard already covered?
  2. Would you rather give every presentation in rhyme or give every presentation with a sock puppet?
  3. Would you rather sit in a chair that slowly sinks all day or work at a desk that wobbles every time you type?
  4. Would you rather have the office kitchen always out of spoons or have it always out of clean mugs?
  5. Would you rather have a desk with an ocean view and a slow computer or have a desk in a closet with the fastest computer?
  6. Would you rather accidentally call a teammate "Mom" in a meeting or accidentally sign a work email "Love"?
  7. Would you rather have a standing desk stuck at its tallest height or have a chair stuck at its lowest height?
  8. Would you rather be in charge of the office playlist or be in charge of the office plants?
  9. Would you rather work with someone who answers every message with a thumbs-up or work with someone who answers every message with a paragraph?
  10. Would you rather forget your badge every Monday or forget your laptop charger every Friday?
  11. Would you rather type on a keyboard that clacks like a typewriter or use a mouse that squeaks like a toy?
  12. Would you rather wait in line at the microwave every day or eat a cold lunch every day?
  13. Would you rather have your computer restart for an update right before every presentation or have the projector show the wrong screen every time?
  14. Would you rather name the office plant or name all the meeting rooms?
  15. Would you rather get a desk right next to the kitchen or get a desk right next to the front door?
  16. Would you rather have an office dog or have an office cat?
  17. Would you rather hear a group chat ping every few seconds or never get a notification at all?
  18. Would you rather swap jobs with a teammate for a day or swap desks with a teammate for a month?
  19. Would you rather be known as the person who bakes for everyone or be known as the person who fixes every computer problem?
  20. Would you rather find a joke on a sticky note on your monitor every morning or find a compliment there every morning?
  21. Would you rather work in an office with a slide instead of stairs or work in an office with a fire pole?
  22. Would you rather have a nap pod at work or have a massage chair at work?
  23. Would you rather hear the same ringtone all day or hear the same song on the office radio all day?
  24. Would you rather have a snack machine that always drops a bonus snack or have a coffee machine that knows your order?
  25. Would you rather have a desk in a treehouse or have a desk on a houseboat?
Play these as cards

Would You Rather Questions for Work Icebreakers

Mascots, mentors, team photos and offsite picks, for a new team or a team-building session.

  1. Would you rather have a team lunch every Friday or have a team breakfast every Monday?
  2. Would you rather go on a team hike or go to a team cooking class?
  3. Would you rather win the team trivia contest or win the team bake-off?
  4. Would you rather plan the next team event or be surprised by it?
  5. Would you rather have a team mascot or have a team theme song?
  6. Would you rather do a team escape room or do a team volunteer day?
  7. Would you rather be the team's go-to person for spreadsheets or be the go-to person for slide decks?
  8. Would you rather learn a teammate's hobby for a week or teach your hobby to the whole team?
  9. Would you rather take a silly team photo or take a serious team photo?
  10. Would you rather be the one who remembers every birthday or be the one who organizes every team outing?
  11. Would you rather work on a team of three or work on a team of thirty?
  12. Would you rather have a mentor from another team or mentor someone who just joined?
  13. Would you rather spend a day shadowing a different team or spend a day planning with your own team?
  14. Would you rather celebrate a big win with a cake or celebrate it with a thank-you card signed by everyone?
  15. Would you rather give your team a nickname or give your project a code name?
  16. Would you rather perform in the team talent show or judge the team talent show?
  17. Would you rather work a whole day in silence or spend a whole day on one open video call with the team?
  18. Would you rather have a team that keeps the same hours or have a team spread across time zones?
  19. Would you rather get a shout-out in front of everyone or get a quiet thank-you in private?
  20. Would you rather start a team book club or start a team walking club?
  21. Would you rather have the whole team work from a mountain cabin for a week or have the whole team work from a beach house for a week?
  22. Would you rather know everyone's coffee order or know everyone's favorite snack?
  23. Would you rather welcome a new teammate with a desk full of treats or welcome them with a guided tour of the whole building?
  24. Would you rather explain what you do in one sentence or explain it with a drawing?
  25. Would you rather be the team's official photographer or be the team's official DJ?
Play these as cards

This or That Questions for Work

Two-second picks about desk setups, coffee, calendars and email habits. Read ten in a row when the meeting is already long.

  1. Standing desk or sitting desk?
  2. One big monitor or two monitors?
  3. Mouse or trackpad?
  4. Whiteboard or flip chart?
  5. Camera on or camera off?
  6. Group chat or email?
  7. Spreadsheet or slide deck?
  8. Meeting agenda or open discussion?
  9. Walk to work or bike to work?
  10. Fruit bowl or candy jar?
  11. Coffee break or walk break?
  12. Inbox folders or one big inbox?
  13. Bullet points or full sentences?
  14. Plan your week on Monday or plan it on Friday?
  15. Lunch: soup or sandwich?
  16. Desk plant or desk photo?
  17. Mug or travel mug?
  18. Keyboard shortcuts or click everything?
  19. Home office or kitchen table?
  20. Blurred background or real room?
  21. Emoji reactions or written replies?
  22. Office birthday: cake or cookies?
  23. Swivel chair or exercise ball?
  24. Finish early or finish right on the deadline?
  25. One long break or several short breaks?
  1. Open door or closed door?
  2. In-person training or online course?
  3. Small talk or straight to business?
  4. One project at a time or five projects at once?
  5. Dark roast or light roast?
  6. Friday afternoon: wrap things up or start something new?
  7. Watch the recording or attend live?
  8. Read the manual or press every button?
  9. Natural light or desk lamp?
  10. First day: shadow someone or jump right in?
Play these as cards

Would You Rather Questions for the Commute and Work Trips

Twelve questions about carpools, business trips and the drive to a team offsite. For a real road trip, the deck below has 60 more.

  1. Would you rather carpool with a teammate who talks the whole way or carpool with one who naps the whole way?
  2. Would you rather drive three hours to a team offsite or take a five-hour train there with the whole team?
  3. Would you rather be the driver of the team carpool or be in charge of the carpool music?
  4. Would you rather take a business trip to a big city or take one to a small town you have never heard of?
  5. Would you rather have a ten-minute commute in heavy traffic or have a forty-minute commute on a scenic road?
  6. Would you rather fly out and back for a one-day meeting or drive five hours and stay the night?
  7. Would you rather spend your commute learning a new language or spend it listening to music?
  8. Would you rather always get the middle seat on work flights or always get the hotel room next to the ice machine?
  9. Would you rather stop for breakfast on the way to the offsite or arrive early and help set up?
  10. Would you rather split one rental car with your whole team on a business trip or drive your own car and meet everyone there?
  11. Would you rather plan the route for the drive to the team retreat or pick every snack stop on the way?
  12. Would you rather commute by ferry every day or commute by bike every day?
Play these as cardsRoad trip would you rather deck (60 cards)More road trip games

How to Use Would You Rather at Work

At work, would you rather is a five-minute warm-up. One question per person is enough.

  1. Pick one question before the meeting and put it on the first slide or in the chat.
  2. Go around the room or the call. Each person answers in one sentence with one reason.
  3. Keep it to five minutes: on a team of ten, that is about 30 seconds each.
  4. The host answers first to set the tone, and "pass" is always allowed.
  5. On a video call, post the question as a two-option poll so everyone answers at once instead of copying the first person.

Three ways to change it up

  • Standup opener. Ask one question at the start of the daily standup. Whoever answers first picks tomorrow's question from this page.
  • Poll first. Post a question as a poll in the team group chat the day before. Open the meeting with the result and ask one person from each side why.
  • This or that lightning round. Read ten pairs from the This or That section as fast as you can. People raise a hand, in the room or on camera, for the first option. It takes about 90 seconds.

Printable Would You Rather Questions for Work (Free PDF)

All 122 questions on printable pages, grouped by section, for the meeting-room table or a team offsite. Free, made in your browser, no email.

Frequently asked questions

What are good would you rather questions for work?

Questions about the shared parts of the job: meetings, commutes, desk setups, lunch and team events. Good ones split the room, like a meeting-free day every week or meeting-free mornings every day. Leave money, health and personal life out.

What are good icebreaker questions for work?

Low-stakes choices anyone can answer in one sentence, like a team mascot or a team theme song. The Icebreakers section has 25 would you rather questions, and the This or That section has 35 faster ones.

How do you use would you rather in a meeting?

Ask one question at the start and go around the room, one sentence each. For ten people that takes about five minutes. On a video call, post it as a poll first so everyone answers at the same time.

What are this or that questions for work?

The fast version: two short options and an instant answer, like spreadsheet or slide deck, mouse or trackpad. Ten in a row make a 90-second warm-up.

Are these questions appropriate for work?

Yes. They stay on office life, coffee, commutes and team events, with nothing about pay, politics, religion or anyone's personal life. The funny ones tease the job, never a coworker.

What are fun would you rather questions for coworkers?

Silly but safe office picks: give every presentation in rhyme or with a sock puppet, work in an office with a slide or a fire pole. The Funny section has 25.