75 Would You Rather Ice Breaker Questions for Work

Would you rather ice breaker questions for work look like filler, but they drill a skill most meetings need: making a call fast and saying it out loud. Nobody needs a story, they just pick. Then someone from the minority defends their choice in one sentence, which is thinking on your feet in its smallest form, and a staple of improv.

Most lists are written for a sleepover, not a Tuesday standup. Here are 75 would you rather ice breaker questions sorted by how safe they are, how to run them with any headcount, and the one rule that keeps them from going wrong.

How to Run Would You Rather in a Meeting

These would you rather icebreaker questions for work run three ways.

Hands up, under 12 people. Read it, count hands for A, then B, and ask one person from the minority to defend it in a sentence. Ninety seconds each.

Chat, 12 to 50 people. “Type A or B, don’t send until I say go.” Everyone hits enter at once, you read the split. Three questions in three minutes.

Polls, over 50. Zoom’s poll feature, two answers, twenty seconds, share results. Build them before the call.

Answer first yourself, and always ask the minority to explain. The majority never has anything interesting to say. The lists below drop the “would you rather” so you don’t read it 75 times. Say it out loud anyway.

What Would You Rather Trains

Each part of the format practices something your team uses in real meetings:

Picking on a count of three: committing. No hedging, no “it depends.” A choice made fast beats a perfect one made late.
The minority defends: speaking up. One sentence, in front of the group, for the less popular view. That’s the moment most people stay quiet in a real meeting.
Reading the split: reading the room. The host learns more from a 70/30 split on “camera on or camera off” than from any survey.
Building on the last answer: “yes, and.” When someone defends cats, the next person adds a reason instead of arguing.

The One Rule

Nothing that splits the room by politics, religion, money, or family. “Kids or a dog” sorts people by what they already have. “Rich or famous” makes the person with student loans answer something they didn’t ask. If the answer reveals a bank account, ballot, or belief, cut it.

Safe for Any Meeting

Window seat or aisle seat, forever?
Never sit in traffic or never wait in line?
Pause time or rewind ten seconds?
Always early or always exactly on time?
Always 60 degrees out or always 80?
Give up coffee or give up dessert?
A great memory or a great sense of direction?
Cook every meal or clean up after every meal?
Book first or movie first?
Talk to animals or speak every language?
Explore the ocean floor or the moon?
Summer all year or winter all year?
Always know the time or always know the temperature?
A long train ride or a short flight?
Lose your keys once a week or your phone once a month?
A personal chef or a personal driver?
A little too hot or a little too cold?
One great friend or ten good ones?

Funny Would You Rather Questions for Work

Sing every meeting reply or say it in rhyme?
A cat filter stuck on for a week or a laugh track on your mic?
A permanently frozen Zoom face or a permanently robotic voice?
Sneeze every time you hit send or hiccup at your own name?
Hands for feet or feet for hands?
Fight one horse-sized duck or a hundred duck-sized horses?
Only whisper or only shout?
A tail or a third arm?
Smell like fresh bread all day or hear elevator music all day?
Your search history public or your camera roll?
Followed by a marching band or a narrator?
Only cereal or only sandwiches for a year?
Autocorrect everything to pirate speak or to Shakespeare?
Every meeting starts with a dance or ends with a group photo?
Your boss sees your screen for a day or your group chat?
Stuck in an elevator with a mime or a motivational speaker?
A dinosaur the size of a cat or a cat the size of a dinosaur?
Always wet socks or always a pebble in your shoe?

Work-Specific Questions

No meetings on Mondays or no email on Fridays?
Four ten-hour days or five eight-hour days?
A standing desk forever or a recliner forever?
Present to 500 strangers or to your own team?
Unlimited vacation but no remote work, or the reverse?
Your calendar public or your inbox?
A beach with bad Wi-Fi or a windowless office with great Wi-Fi?
A mentor for a year or an assistant for a year?
Never make another slide deck or never write another status update?
First to arrive or last to leave?
A desk with a view or a desk near the snacks?
One big project a year or twelve small ones?
A very long job title or a one-word one?
Interrupted constantly or ignored completely?

This or That Rapid-Fire

This or that icebreaker questions for work are the fastest version. Chat only, no explanations, 25 in three minutes.

Coffee or tea?
Early bird or night owl?
Mountains or beach?
Text or call?
Camera on or camera off?
Slack thread or quick call?
Sweet or salty?
Dogs or cats?
Pen or keyboard?
Window or aisle?
Summer or winter?
Book or podcast?
Sunrise or sunset?
Inbox zero or inbox chaos?
Cook or order in?
Plan it or wing it?
Hot sauce or no sauce?
Stairs or elevator?
Morning meeting or afternoon meeting?
Spreadsheet or document?
Headphones or speakers?
Rain or snow?
Card game or board game?
Pancakes or waffles?
Reply all or reply to one?

Where to Start

Take three safe questions and one work question into your next meeting. Chat answers, read the splits, minority defends. Four minutes. After that, the 75 icebreaker questions for work and the get-to-know-you questions for work give you a month of openers, and a rapid-fire round is a good warm-up for the funny ice breaker games for adults when you have more time.

For a full hour that nobody on the team has to run, the Virtual Office Shenanigans Game is live-hosted virtual team building on Zoom: 60 minutes, 10 to 50 people, nothing to prepare, with games that make everyone commit, react, and speak up the same way a good would you rather round does.

75 Would You Rather Ice Breaker Questions for Work (Safe, Funny, and Rapid-Fire)