Unlocking Office Fun: 100 Would You Rather Questions Coworkers Will Love

Would You Rather Questions Coworkers can transform a dull coffee break or team-building session into a source of laughter, insight, and connection. These simple yet thought-provoking scenarios offer a fantastic way to get to know your colleagues better, spark interesting conversations, and inject a bit of fun into the workplace. Get ready to discover a treasure trove of questions designed to do just that!

Why “Would You Rather Questions Coworkers” Are a Workplace Game Changer

Would You Rather Questions Coworkers are essentially hypothetical scenarios that present a choice between two (often undesirable or unusual) options. Their popularity stems from their simplicity and ability to elicit quick, engaging responses. These questions are incredibly important because they break down barriers and reveal aspects of personality in a lighthearted way. They’re used in various ways in a professional setting. For example, a manager might use them during a team meeting to foster collaboration and open communication. A human resources department could incorporate them into icebreaker activities during onboarding. Or, simply, employees can use them casually during lunch or downtime to bond and learn more about each other.

• Icebreakers for team meetings
• Casual conversations during breaks
• Team-building activities

Work-Related “Would You Rather Questions Coworkers”

1. Would you rather have a boss who micromanages every task or a boss who is completely hands-off and provides no guidance?
2. Would you rather work on a project you love that has a low chance of success or a project you dislike that is guaranteed to be successful?
3. Would you rather have a job that pays extremely well but is incredibly stressful or a job that pays less but has a great work-life balance?
4. Would you rather work from home every day but have limited social interaction or work in the office and have more social opportunities?
5. Would you rather give a presentation to the CEO unprepared or have to sing karaoke at the company holiday party?
6. Would you rather be responsible for making a mistake that costs the company a lot of money, or witness someone else making the same mistake and not say anything?
7. Would you rather have unlimited vacation time but never be able to disconnect from work emails, or limited vacation time but complete disconnection during your time off?
8. Would you rather work with a team of highly skilled individuals that you don’t get along with or a team of less skilled people that you love?
9. Would you rather have your job title be very impressive but your actual responsibilities be boring or have a less impressive title with exciting and challenging responsibilities?
10. Would you rather always be assigned the most tedious tasks or be known as the office gossip?
11. Would you rather have all meetings be an hour longer or have all emails be twice as long?
12. Would you rather have to explain your job to a kindergartener every day or to your grandparents?
13. Would you rather always be the first one to arrive at work or the last one to leave?
14. Would you rather have to wear a suit to work every day or never be able to wear comfortable shoes again?
15. Would you rather only communicate with your coworkers through memos or have every meeting be a costume party?
16. Would you rather always have a broken coffee machine or a constantly malfunctioning printer?
17. Would you rather be promoted to a position you are not qualified for or stay in your current position but always feel underappreciated?
18. Would you rather have to rewrite every email you send five times or have to attend every meeting on the calendar, even if it’s not relevant to you?
19. Would you rather be forced to learn every piece of software or hardware in the company, even if it’s outdated, or be forced to make a presentation in front of the entire company every month?
20. Would you rather have your boss think you’re incompetent or your coworkers think you are a suck-up?
21. Would you rather be forced to participate in every single company social event, even if it involves activities you dislike, or have to clean the office bathrooms once a week?
22. Would you rather accidentally delete the company’s entire customer database or accidentally send a highly confidential email to the wrong person?
23. Would you rather only be able to listen to hold music for the rest of your life or listen to the same annoying jingle every time you get an email?
24. Would you rather be known as the person who always calls in sick or the person who is always late to meetings?
25. Would you rather have to proofread every document produced by your department, even if it’s outside your area of expertise, or have to be on-call 24/7 for tech support?
26. Would you rather your paycheck be delivered by pigeon every payday or be written in binary code?
27. Would you rather have a coworker who eats extremely loudly during lunch or one who always smells strongly of fish?
28. Would you rather accidentally cc the entire company on an email meant for just one person or reply all to an email thread containing private information about your boss?
29. Would you rather have to write all your emails in limericks or sing your presentations?
30. Would you rather have a coworker steal your lunch every day or take credit for your ideas?
31. Would you rather have your computer crash every hour or have your phone die halfway through the day?
32. Would you rather only use Comic Sans font for every work project for the rest of your career or constantly misspell your boss’s name in emails?
33. Would you rather have your office desk be located inside the server room or be forced to share a workspace with a hyperactive puppy?
34. Would you rather be recognized for your accomplishments by the wrong name or never be recognized at all?
35. Would you rather know when you are going to get fired or be fired without warning?

Personal “Would You Rather Questions Coworkers”

• Would you rather only be able to communicate through song or only be able to communicate through mime?
• Would you rather have the ability to read minds but not be able to turn it off or have the ability to teleport but only be able to go to places you’ve already been?
• Would you rather live in a world where it never rained or a world where it only rained?
• Would you rather have a rewind button or a pause button on your life?
• Would you rather have the ability to speak every language fluently or play every musical instrument flawlessly?
• Would you rather never have to sleep again or never have to eat again?
• Would you rather be able to control the weather or control animals?
• Would you rather have a personal chef or a personal masseuse?
• Would you rather be able to predict the future or change the past?
• Would you rather always have to say everything on your mind or never be able to speak again?
• Would you rather be incredibly lucky or incredibly smart?
• Would you rather be able to breathe underwater or fly?
• Would you rather live in a world without music or a world without books?
• Would you rather have a photographic memory or a perfect sense of direction?
• Would you rather be the funniest person in the room or the smartest person in the room?
• Would you rather have all of your passwords be “password” or have your browser autocomplete every word you type with “potato”?
• Would you rather be allergic to pizza or coffee?
• Would you rather have hands as big as dinner plates or feet as small as your thumbs?
• Would you rather be the size of a hamster or the size of a giraffe?
• Would you rather live forever as yourself or live a different life every 100 years?
• Would you rather have a third eye or a tail?
• Would you rather only eat food that’s beige or only drink beverages that are green?
• Would you rather have unlimited energy or unlimited patience?
• Would you rather have a house that cleans itself or a car that drives itself?
• Would you rather only be able to whisper or only be able to shout?
• Would you rather have a pet dragon or a pet unicorn?
• Would you rather know the exact date of your death or the answer to any one question?
• Would you rather have all your clothes be slightly too big or slightly too small?
• Would you rather have to sing everything you say for the rest of your life or have to dance everything you do?
• Would you rather have a rewind button for the last five seconds of your life or a mute button for everyone else?
• Would you rather have a robot butler or a robot chef?
• Would you rather always be too hot or always be too cold?
• Would you rather always have to say the opposite of what you mean or always have to answer every question with another question?
• Would you rather have a clone of yourself or a time machine?
• Would you rather have the power to heal any injury or the power to bring inanimate objects to life?

Funny “Would You Rather Questions Coworkers”

1. Would you rather have to wear a clown nose for the rest of your life or wear shoes that are two sizes too big?
2. Would you rather have a laugh that sounds like a foghorn or a sneeze that sounds like a cat meowing?
3. Would you rather have to eat a spoonful of mayonnaise every day or a spoonful of ketchup?
4. Would you rather have your hair constantly change colors or your clothes constantly change patterns?
5. Would you rather have to sing everything you say for an entire day or have to talk like a pirate for an entire day?
6. Would you rather have to high-five everyone you meet or have to curtsy to everyone you meet?
7. Would you rather have a parrot that only insults you or a dog that only sings opera?
8. Would you rather trip every time you walk up stairs or spill your drink every time you take a sip?
9. Would you rather communicate only through interpretive dance or communicate only through charades?
10. Would you rather have to wear a banana suit to every meeting or have to wear a chicken suit to every presentation?
11. Would you rather have your brain turn every sentence you say into a pun, or randomly break out into song from a musical?
12. Would you rather have your desk turn into a ball pit every day, or a giant inflatable bouncy castle?
13. Would you rather have a cartoon sound effect play whenever you touch something, or only be able to walk backwards?
14. Would you rather replace every single item of clothing in your wardrobe with brightly-colored spandex, or only be able to dress as a historical figure?
15. Would you rather have to announce every time you go to the bathroom, or have to narrate everything you are thinking out loud?
16. Would you rather that your handwriting could only be read using a mirror, or that you can only type using your nose?
17. Would you rather that all food tasted like socks, or that all drink tasted like vinegar?
18. Would you rather accidentally set off the fire alarm, or get caught in the revolving doors?
19. Would you rather sneeze every time you hear a dog bark, or cry every time you laugh?
20. Would you rather permanently have one nostril stuffed with cotton balls, or constantly have the sensation of needing to sneeze?
21. Would you rather have your boss think you’re the office weirdo, or have your coworkers think you’re a spy?
22. Would you rather have the ability to make anyone laugh with a single touch, or the ability to make anyone cry with a single word?
23. Would you rather that your pants fell down in the middle of a meeting, or your toupee blew off in a wind gust?
24. Would you rather have to introduce yourself as a pirate at every work event, or only be able to communicate through rhymes?
25. Would you rather that your keyboard exploded and covered your office in glitter, or that you spilled coffee on the CEO’s lap?
26. Would you rather accidentally butt-dial your boss while complaining about them, or accidentally reply-all to a company-wide email?
27. Would you rather be known as the office klutz or the office gossiper?
28. Would you rather get your tie stuck in the shredder or your headphones tangled in the copier?
29. Would you rather mispronounce your boss’s name during a presentation or forget your boss’s name altogether?
30. Would you rather have to wear a ridiculous hat every day for a month or wear mismatched shoes every day for a month?
31. Would you rather constantly have food stuck in your teeth or have a permanent coffee stain on your shirt?
32. Would you rather send a private message to the entire company or accidentally leave your microphone on during a private conversation?
33. Would you rather have your phone autocorrect every word to “banana” or have your GPS always take you in the opposite direction?
34. Would you rather have to explain a meme to your CEO or teach your grandma how to use TikTok?
35. Would you rather have your stapler jam every time you use it or have your printer always print the wrong document?

“Would You Rather Questions Coworkers” are more than just silly scenarios; they’re powerful tools for building camaraderie and understanding within the workplace. So, go ahead, unleash these questions and watch as your workplace transforms into a more connected and engaging environment. You might be surprised by what you learn about the people you work with every day!