44 would you rather questions for work
Work-safe would you rather questions for a morning meeting, a team icebreaker or a new starter's first week. Read one aloud, let each person choose, and anyone may pass or skip the reason.
44 questions · Would you rather questions for work · prompts to play
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Quick warm-ups
- 1
Would you rather start every workday with your favorite breakfast waiting at your desk or with a ten-minute walk outside?
- 2
Would you rather have a desk by a big sunny window or a desk right next to the snack shelf?
- 3
Would you rather choose the office music for a week or choose the team lunch spot for a month?
- 4
Would you rather have a chair that gives a gentle massage or a desk that rises and lowers when you ask it to?
- 5
Would you rather have a personal assistant for your email or a personal chef for your lunches?
- 6
Would you rather have every meeting last exactly fifteen minutes or have one two-hour meeting a week and no others?
- 7
Would you rather win the office award for the best coffee mug or for the most impressive desk plant?
- 8
Would you rather work from a mountain cabin for a week or from a seaside café for a week?
- 9
Would you rather have a coffee machine that makes any drink you name or a fridge that is always stocked with your favorite snacks?
- 10
Would you rather have a nap pod in the office or a slide from the top floor down to the lobby?
The workday
- 11
Would you rather tackle your hardest task first thing in the morning or save it for after lunch?
- 12
Would you rather plan your whole week on Monday morning or plan each day the evening before?
- 13
Would you rather check messages at set times twice a day or answer them as they arrive?
- 14
Would you rather take meeting notes by hand or type them on a laptop?
- 15
Would you rather present an idea with slides or with a live demo?
- 16
Would you rather write the first draft or edit someone else's draft?
- 17
Would you rather work with music in your headphones or in complete silence?
- 18
Would you rather learn a new tool from a short video or from a written step-by-step guide?
- 19
Would you rather tidy up a messy spreadsheet or untangle a long, confusing email thread?
- 20
Would you rather spend a day on lots of short tasks or a day on one big task with no interruptions?
- 21
Would you rather finish one project before starting the next or juggle several small projects at the same time?
- 22
Would you rather get a quick thank-you after every task or one big thank-you at the end of a project?
- 23
Would you rather try a tricky problem on your own first or ask a colleague about it straight away?
Office, remote and hybrid
- 24
Would you rather keep your camera on for every video call or never use video on a call again?
- 25
Would you rather join calls from a perfectly quiet home office or from a café with great coffee and a little background noise?
- 26
Would you rather use a virtual background of outer space or of a coral reef on every call?
- 27
Would you rather have a dog-friendly office or an office with a rooftop garden?
- 28
Would you rather have a ten-minute walk to work or a forty-minute train ride with a guaranteed seat and time to read?
- 29
Would you rather have an extra monitor or a computer that never needs to restart for updates?
- 30
Would you rather keep a spotless, empty desk or a desk full of plants and small souvenirs?
- 31
Would you rather be in charge of the office holiday decorations or in charge of keeping the office plants alive?
- 32
Would you rather have the whole team in the office on the same two days or let everyone pick their own office days?
- 33
Would you rather have a table tennis table in the office or a quiet reading corner?
Just for fun
- 34
Would you rather have a theme song play every time you walk into a meeting or hear a small round of applause every time you send an email?
- 35
Would you rather have a robot that takes the meeting notes or a robot that refills everyone's coffee?
- 36
Would you rather your team run a food truck for a day or a bookshop for a day?
- 37
Would you rather have the whole team swap jobs for one day or swap desks for one month?
- 38
Would you rather give every meeting a hat theme or a snack theme?
- 39
Would you rather compete against another team in a cooking challenge or in a trivia quiz?
- 40
Would you rather have a teleporter from your front door to your desk or be able to work from any country for a month?
- 41
Would you rather have the elevator play your favorite song or have the break room smell like fresh bread all day?
- 42
Would you rather write the office newsletter for a month or plan the next team celebration?
- 43
Would you rather have every email you send come out clear and friendly on the first try or have every meeting you join end five minutes early?
- 44
Would you rather speak every language your customers speak or type twice as fast as you do now?
Timer and team scores
8 turns × 60 seconds = 8 minutes of play, plus instructions and breaks.
60
Pause whenever the group needs more time.
Team Lime's turn
Team Lime: 0
Team Violet: 0
Team Tangerine: 0
Team Sky: 0
Team Lemon: 0
Team Bubblegum: 0
Use this set with a group
Read a prompt, allow thinking time, then invite an answer or a pass. For a timed round, choose a turn length before starting. A host can keep the printed answers out of view until the round ends.