Claryoo"Would you rather" questions give people two choices that are both a little odd, and ask them to pick one. They get a laugh, they get everyone talking, and they take about a minute. That makes them one of the best warm-ups for a team meeting, a training or an all-hands.
Here are 60 would you rather questions for work, all clean and safe for a mixed group. They're sorted from quick and silly to the kind that start a real conversation.
How to use them in a meeting
- Ask everyone at once. On a video call, people type 1 or 2 in the chat. In a room, they move to one side or answer on their phones. It's faster than going round, and nobody is put on the spot.
- Show the split, then ask why. Pick one person from each side to explain. That's where the laughs are.
- Two or three is plenty. A would you rather warm-up should take two to five minutes.
- Match the mood. Use the funny ones to open a Friday call; use the deeper ones in an offsite or retrospective.
On Zoom, Google Meet or Microsoft Teams, Claryoo can post the question as a poll in the meeting chat, so you see the split live without counting hands.
Poll · 10 votes from chat
LiveWhere should we spend the afternoon?
Waiting for the chat…
Quick would you rather questions for meetings
- Would you rather have unlimited coffee or unlimited snacks at work?
- Would you rather start work at 6 a.m. or finish at 8 p.m.?
- Would you rather have a four-day week or a two-hour lunch every day?
- Would you rather have no meetings or no email?
- Would you rather always be ten minutes early or two minutes late?
- Would you rather work from a beach or a mountain cabin?
- Would you rather have a desk by the window or a desk by the kitchen?
- Would you rather give a speech or write a report?
- Would you rather have a bigger salary or more holiday?
- Would you rather never use a keyboard again or never use a mouse again?
- Would you rather have the perfect chair or the perfect screen?
- Would you rather work in total silence or with background music?
- Would you rather present first or present last?
- Would you rather have one long meeting or five short ones?
- Would you rather plan the team party or clean up after it?
Funny would you rather questions for work
- Would you rather have to sing every message you say in meetings or dance every time you stand up?
- Would you rather have your camera stuck on or your microphone stuck unmuted?
- Would you rather have a coworker who hums all day or one who narrates everything they do?
- Would you rather reply-all by accident once a week or forget to mute once a week?
- Would you rather have a talking stapler or a printer that judges you?
- Would you rather only communicate in emojis or only in GIFs for a day?
- Would you rather wear a suit every day or pajamas to every meeting?
- Would you rather have your laptop update during every presentation or have your internet drop every Friday?
- Would you rather have a pet at your desk or a plant that talks?
- Would you rather lose your badge every day or your password every week?
- Would you rather have a dog join every video call or a toddler?
- Would you rather share your screen with 47 tabs open or with your inbox showing?
- Would you rather be the office DJ or the office chef?
- Would you rather sneeze every time someone says "synergy" or laugh every time someone says "circle back"?
- Would you rather have your out-of-office on forever or never be allowed to use it?
Would you rather questions for virtual team building
- Would you rather have the best home office setup or the best view from your window?
- Would you rather work remotely from another country for a month or get a month off?
- Would you rather meet your team in person once a year for a week or once a month for a day?
- Would you rather have every call be audio-only or every call be video?
- Would you rather have a virtual coffee with the CEO or with someone from a team you never work with?
- Would you rather have a quiz night or a cooking class as a team event?
- Would you rather join from your kitchen or your car?
- Would you rather have perfect internet forever or a perfect coffee machine forever?
- Would you rather have a fake background of space or under the sea?
- Would you rather send a voice message or type a long message?
Would you rather questions that start a conversation
- Would you rather be great at one thing or good at many things?
- Would you rather have a manager who gives lots of feedback or lots of freedom?
- Would you rather learn a new skill every year or master one skill for life?
- Would you rather solve problems alone or with a group?
- Would you rather have a clear plan or the freedom to experiment?
- Would you rather be known for your ideas or for getting things done?
- Would you rather fail fast or succeed slowly?
- Would you rather mentor someone or be mentored?
- Would you rather work on one big project or many small ones?
- Would you rather have a short commute or a bigger office?
- Would you rather give honest feedback or get it?
- Would you rather lead a meeting or take the notes?
- Would you rather know how your work changed one person's life or how it helped a thousand people a little?
- Would you rather work for a small startup or a large company?
- Would you rather change careers every ten years or stay in one field?
Would you rather questions for training sessions
- Would you rather learn by watching or by trying?
- Would you rather have the answers at the end or figure them out as you go?
- Would you rather take a short quiz now or a long test later?
- Would you rather learn from a book or from a colleague?
- Would you rather practice in front of the group or in pairs?
Tips for a good would you rather round
| Do this | Why it works |
|---|---|
| Make both options equally tempting | An easy choice ends the conversation before it starts |
| Keep it clean and kind | No questions about money, bodies, politics or anyone in the room |
| Answer one yourself first | It sets the tone and shows how short an answer can be |
| Let people answer silently | A chat or phone poll lets quieter people join in without speaking |
| Link it to the session | A training question like number 56 also tells you how people like to learn |
Want more? See 100 this or that questions for work, 35 icebreaker questions and games and 10 team building activities.
FAQ
What are good would you rather questions for work?
Ones that are quick, clean and give two appealing choices, such as "Would you rather have a four-day week or a two-hour lunch every day?" They should be safe for everyone in the room and easy to answer in a few seconds.
How do you play would you rather on a video call?
Read or share the question, and ask everyone to type 1 or 2 in the chat at the same time. Share how the group split, then ask one person from each side why they chose it. Two or three questions take about five minutes.
Are would you rather questions good icebreakers?
Yes. Everyone can answer, nobody needs to share anything personal, and the reasons behind the answers often start a real conversation.
How do you keep would you rather questions appropriate for work?
Avoid anything about money, relationships, bodies, politics, religion or specific colleagues. Stick to work habits, food, travel, silly hypotheticals and how people like to learn.
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