Would you rather questions for work.
50 funny, work-appropriate would you rather questions for team meetings, Zoom calls and icebreakers. Ask them out loud, play them live with your team, or send any one as a free poll where your team votes, then guesses how everyone else voted.
Work life
- Would you rather have a four-day week or work from anywhere forever?Four-day week · Work from anywhere
- Would you rather never have another meeting or never have another email?No meetings · No emails
- Would you rather have a longer lunch or leave an hour early?Longer lunch · Leave early
- Would you rather have a great boss and boring work, or a bad boss and exciting work?Great boss, boring work · Bad boss, exciting work
- Would you rather work alone all day or in a team all day?Alone · In a team
- Would you rather have a short commute or a bigger salary?Short commute · Bigger salary
- Would you rather start work at 6am or finish at 8pm?Start at 6am · Finish at 8pm
- Would you rather present to the whole company or write the annual report?Present · Write the report
- Would you rather have unlimited vacation or a 20% raise?Unlimited vacation · 20% raise
- Would you rather be the best paid or the most respected on your team?Best paid · Most respected
- Would you rather never use a computer again or never use a phone again?No computer · No phone
- Would you rather learn a new skill every month or master one skill completely?New skill monthly · Master one
- Would you rather have a nap pod or a gym at the office?Nap pod · Gym
- Would you rather have a window office or a team of five assistants?Window office · Five assistants
- Would you rather do your dream job for average pay or an average job for dream pay?Dream job · Dream pay
Meetings and email
- Would you rather have every meeting be 5 minutes or every meeting be optional?5-minute meetings · Optional meetings
- Would you rather always be on mute by accident or always have your camera on by accident?Stuck on mute · Stuck on camera
- Would you rather read every email out loud or answer every email with a phone call?Read out loud · Answer by phone
- Would you rather run every meeting or take notes in every meeting?Run them · Take notes
- Would you rather have all meetings standing up or all meetings walking?Standing · Walking
- Would you rather accidentally reply-all once a week or forget to reply at all once a week?Reply-all · Forget to reply
- Would you rather have meetings only on Monday or only on Friday?Monday · Friday
- Would you rather have a meeting that could have been an email or an email that should have been a meeting?Meeting → email · Email → meeting
- Would you rather use only emojis or only formal language in work chat?Only emojis · Only formal
- Would you rather share your screen with 50 tabs open or with your desktop wallpaper showing?50 tabs · My wallpaper
Funny
- Would you rather have a theme song play when you join a call or a laugh track during your presentations?Theme song · Laugh track
- Would you rather sneeze every time someone says 'synergy' or hiccup every time someone says 'circle back'?Sneeze at synergy · Hiccup at circle back
- Would you rather have your search history projected in a meeting or your texts read out loud?Search history · My texts
- Would you rather work next to a talking parrot or a cat that sits on your keyboard?Talking parrot · Keyboard cat
- Would you rather only speak in questions or only speak in rhymes for a day of meetings?Only questions · Only rhymes
- Would you rather wear a suit every day or pyjamas to every in-person meeting?Suit every day · Pyjamas to meetings
- Would you rather have your out-of-office message be a poem or a song?A poem · A song
- Would you rather have a desk on a treadmill or a desk on a swing?Treadmill · Swing
- Would you rather narrate your work out loud all day or have someone narrate it for you?Narrate myself · Have a narrator
- Would you rather the office coffee be decaf forever or the Wi-Fi be slow forever?Decaf forever · Slow Wi-Fi forever
- Would you rather give a presentation as a mime or as an opera singer?Mime · Opera singer
- Would you rather have a fax machine as your only printer or dial-up as your only internet?Fax machine · Dial-up
- Would you rather be stuck in an elevator with your CEO or with your first boss?My CEO · My first boss
- Would you rather have every typo auto-correct to 'banana' or every email end with 'xoxo'?Banana typos · xoxo sign-off
- Would you rather be known for the best snacks or the best playlist in the office?Best snacks · Best playlist
A bit deeper
- Would you rather be really good at one thing or pretty good at everything?Really good at one · Pretty good at all
- Would you rather know the end result of your career now or be surprised?Know now · Be surprised
- Would you rather have more time or more money?More time · More money
- Would you rather be a great leader or a great teammate?Great leader · Great teammate
- Would you rather retire at 45 with enough or at 65 with plenty?45 with enough · 65 with plenty
- Would you rather get honest feedback or kind feedback?Honest · Kind
- Would you rather change careers every five years or stay in one field for life?Change every 5 years · One field for life
- Would you rather be famous in your industry or unknown and very wealthy?Famous in industry · Unknown and wealthy
- Would you rather solve a problem fast or solve it perfectly?Fast · Perfectly
- Would you rather start your own company or lead a big one?Start my own · Lead a big one
A good would you rather question for work is safe for everyone, quick to answer, and genuinely hard to choose. The guessing round is where it gets interesting: you find out how well you actually know your team.
Questions people ask
What are good would you rather questions for work?
Good ones are safe for everyone, quick to answer and hard to choose: a four-day week or work from anywhere, no more meetings or no more email. Skip anything about politics, religion, money troubles, health or appearance.
How do you use would you rather questions as an icebreaker?
Ask one at the start of a meeting and let everyone pick a side. On HTruths each person also guesses what share of the team picked the same answer, so you find out who reads the room best.
Can I play these on Zoom or Teams?
Yes. Host a live game and share your screen, or create a poll and paste its link in the meeting chat. Everyone votes from their own phone or laptop, with no sign-up.
Should I play these live or send a poll?
Play them live when your group is together at the same time, in a room or on a call: you show each question on a screen and everyone sees the reveal together. Send them as a poll when people are in different places or on different schedules: pick up to 10 questions, share one link, and people answer whenever suits them. The poll stays open from six hours to a week.
Ready to play?
Two ways to use this list, both free with no sign-up and no player limit.