• 120 questions

Fun Would You Rather Questions for Work, Meetings and Team Chat

Press an answer to vote on would you rather questions for the office, all about the job itself.

Fun Would You Rather Questions for Work, Meetings and Team Chat

Would you rather…

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All 120 questions

Meetings 15

  • Would you rather answer a question you did not hear or ask the whole room to repeat it?
  • Would you rather brainstorm out loud on the spot or write ideas down to be read out?
  • Would you rather forget you are on mute or forget you are not?
  • Would you rather go first in every round of updates or go last?
  • Would you rather have a meeting that could be an email or an email that needed a meeting?
  • Would you rather have one four-hour meeting a week or eight half-hour meetings?
  • Would you rather hold every meeting standing up or on a walk outside?
  • Would you rather keep cameras on for every call or off for every call?
  • Would you rather meet at 8 a.m. on Monday or at 4 p.m. on Friday?
  • Would you rather open every meeting with an icebreaker or never do an icebreaker again?
  • Would you rather present to fifty people for five minutes or five people for fifty?
  • Would you rather run the meeting or be the timekeeper who cuts people off?
  • Would you rather sit in an hour-long meeting with no agenda or read a forty-page memo?
  • Would you rather start every meeting five minutes late or end each one ten minutes late?
  • Would you rather take the meeting notes or share your screen?

Email and chat 15

  • Would you rather answer fifty short emails or one very long one?
  • Would you rather be copied on every email or on none?
  • Would you rather get a message that only says hello or an invite with no description?
  • Would you rather get fast replies that skip your question or slow replies that answer it?
  • Would you rather give up email for a year or chat for a year?
  • Would you rather hit reply all by mistake once or sit through a reply-all storm all day?
  • Would you rather keep all chat in one giant channel or open a new channel for every topic?
  • Would you rather let autocorrect change a word per email or read every email in capitals?
  • Would you rather never reread a message before sending or have each arrive an hour late?
  • Would you rather reach inbox zero every Friday or hide the unread count forever?
  • Would you rather reply only with emoji for a day or only in formal sentences?
  • Would you rather send a typo to the whole company or a fine email to the wrong client?
  • Would you rather sign every email with Cheers or with Regards?
  • Would you rather silence every notification or hear every one at full volume?
  • Would you rather write every email as a haiku or as a limerick?

Desks and offices 15

  • Would you rather decorate your desk for every season or keep it plain all year?
  • Would you rather find a new hot desk every morning or keep a desk by the printer forever?
  • Would you rather get a great view and no drawers or deep drawers and a view of a wall?
  • Would you rather get a standing desk or a really good chair?
  • Would you rather give up your second monitor or your comfortable chair?
  • Would you rather have an office door that closes or a window that opens?
  • Would you rather keep a bare desk with nothing on it or a full desk with it all in reach?
  • Would you rather look after the office plants or feed the office fish?
  • Would you rather sit by the office window or by the office kitchen?
  • Would you rather sit next to a loud typist or next to a pen clicker?
  • Would you rather take the quiet corner far from everyone or the busy middle near everyone?
  • Would you rather wear headphones all day or hear every conversation on the floor?
  • Would you rather work a full week from the lobby couch or from the supply closet?
  • Would you rather work in a wide open office or in a cubicle with high walls?
  • Would you rather work in an office that is always too warm or always too cold?

Remote and hybrid work 15

  • Would you rather be the only remote person on the team or the only one in the office?
  • Would you rather close the laptop and be home already or wind down on a long ride home?
  • Would you rather dress up for every video call or stay in pajamas with the camera off?
  • Would you rather freeze on screen with a strange face or echo through an entire call?
  • Would you rather get a dream home office with no window or a folding table with a view?
  • Would you rather have a cat walk across every call or the doorbell ring on every call?
  • Would you rather put the whole team in one office or spread it across six time zones?
  • Would you rather see the team in person one week a year or one day a month?
  • Would you rather share a home office with someone on calls or work alone from the garage?
  • Would you rather use a beach background on calls or show your real room?
  • Would you rather walk ten minutes to work in the rain or ride an hour to work with a seat?
  • Would you rather work a month from a cabin in the woods or from a beach town?
  • Would you rather work from a noisy cafe or from a silent library?
  • Would you rather work from home on slow Wi-Fi or at the office after a long commute?
  • Would you rather work from the kitchen table or from the couch?

Lunch, coffee and the kitchen 15

  • Would you rather bake for the team once a month or book the team lunch once a month?
  • Would you rather be known for microwaving fish or for burning the popcorn?
  • Would you rather choose the team lunch spot every time or never choose and never complain?
  • Would you rather eat lunch alone with a book or at the loud team table?
  • Would you rather fill the vending machine with only fruit or only candy?
  • Would you rather get free coffee at work forever or a free team lunch every Friday?
  • Would you rather get free pizza in a lunch meeting or a full hour off with your own lunch?
  • Would you rather give up coffee during work hours or give up snacks?
  • Would you rather hold an office potluck or order the usual sandwich platter?
  • Would you rather lose your labeled lunch once or find a mystery container every Monday?
  • Would you rather make the first coffee every morning or wash the last mugs every evening?
  • Would you rather pack the same lunch every workday or buy a different one each day?
  • Would you rather present hungry right before lunch or sleepy right after lunch?
  • Would you rather scrub the office microwave or descale the office coffee machine?
  • Would you rather wait behind ten people for the microwave or eat your lunch cold?

Schedules and deadlines 15

  • Would you rather arrive ten minutes early to everything or on the dot and out of breath?
  • Would you rather do your dullest task first each day or save it for last?
  • Would you rather finish every job a week early or one minute before the deadline?
  • Would you rather get a rush request at 4:45 on Friday or at 8:01 on Monday?
  • Would you rather get every Monday morning off or every Friday afternoon off?
  • Would you rather have no meetings before noon or none after noon?
  • Would you rather have one huge deadline a year or a small deadline every day?
  • Would you rather juggle five small projects at once or carry one giant project for a year?
  • Would you rather let anyone book any slot in your calendar or approve each invite by hand?
  • Would you rather plan every hour of your week on Monday or decide each morning as you go?
  • Would you rather set your own hours and work alone or keep fixed hours with the team?
  • Would you rather start at six and finish at two or start at eleven and finish at seven?
  • Would you rather take one four-week break a year or a long weekend every month?
  • Would you rather take ten five-minute breaks or one fifty-minute break?
  • Would you rather work under a giant countdown clock or in a room with no clocks?

Tools and tech 15

  • Would you rather build spreadsheets all day or slide decks all day?
  • Would you rather change your password every week or type a forty-character password daily?
  • Would you rather do your job for a month on a tablet or on paper?
  • Would you rather file every document by hand or dump it all in one folder and search?
  • Would you rather fix a printer jam every morning or lose the Wi-Fi once every hour?
  • Would you rather get one surprise restart a day or a twenty-minute update every morning?
  • Would you rather keep a hundred browser tabs open or be limited to three tabs at a time?
  • Would you rather keep your work notes in a paper notebook or in an app?
  • Would you rather learn a new app every month or keep one clunky app for ten years?
  • Would you rather lose an hour of unsaved work or redo finished slides in a new template?
  • Would you rather own a laptop that never needs charging or have Wi-Fi that never drops?
  • Would you rather type everything you write or dictate everything out loud?
  • Would you rather use a fast laptop with a tiny screen or a slow one with a huge screen?
  • Would you rather work on one giant monitor or three small ones?
  • Would you rather work with keyboard shortcuts only or with the mouse only?

Office what-ifs 15

  • Would you rather add a slide between floors or a nap room on every floor?
  • Would you rather be able to pause any workday for an hour or rewind one minute a day?
  • Would you rather commute by zip line or by canal boat?
  • Would you rather get a robot helper that is blunt and fast or polite and slow?
  • Would you rather get theme music when you enter a room or a laugh track for your jokes?
  • Would you rather give a talk with no slides at all or with slides you have never seen?
  • Would you rather go camping for the team offsite or go to a big city?
  • Would you rather have a silly title that fits your job or a grand one that fits nothing?
  • Would you rather have an office dog or an office cat?
  • Would you rather move the office into a treehouse or onto a houseboat?
  • Would you rather swap jobs for a week with a teammate or with another department?
  • Would you rather train a new teammate every month or be the new teammate every year?
  • Would you rather wear a costume to work once a month or a uniform to work every day?
  • Would you rather win the office trivia trophy or the office bake-off ribbon?
  • Would you rather work on floor eighty with slow elevators or in a basement with no signal?

How it works

This deck deals 120 fun would you rather questions for work, such as Write every email as a haiku or as a limerick. None asks coworkers about pay, bosses, beliefs, health or family.

Read the full guide

One card at the top of the meeting

Share your screen, read the card aloud and take answers in chat or by a show of hands, pressing once per answer. Two-minute openers holds 46 easy cards anyone can answer in one breath, such as Take the meeting notes or share your screen.

Eight work-related topics, none about the person

Eight topics hold fifteen cards each: Meetings, Email and chat, Desks and offices, Remote and hybrid work, Lunch, coffee and the kitchen, Schedules and deadlines, Tools and tech and Office what-ifs, where the funny ones live: Commute by zip line or by canal boat. Hard holds the 19 that start workplace arguments, such as Have one huge deadline a year or a small deadline every day.

  • On a video call, ask for A or B in chat, sent together on a count of three.
  • On the end card, Copy the list copies the topic you picked for the team chat, and Print puts it on paper.

Questions and answers

Are these would you rather questions appropriate for work?

Yes. The list was read against the protected characteristics the U.S. Equal Employment Opportunity Commission lists, such as religion, age and disability, and no card touches one. Pay, promotions, bosses, politics and health are out too. That is our reading, not legal advice.

Which would you rather questions work for team building?

Press Two-minute openers for 46 easy cards, such as Start every meeting five minutes late or end each one ten minutes late. For a longer team building event, run the office scavenger hunt.

What are the best would you rather questions for work meetings?

The ones where either answer is safe to say in front of the whole team. Start with Meetings or Email and chat: Answer fifty short emails or one very long one. This or that for work is quicker still.

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