Let's talk about a fun way to break the ice and get to know your colleagues a little better: Office Appropriate Would You Rather Questions! These aren't just silly games; they're a clever tool to foster connection and understanding in the workplace. When used thoughtfully, Office Appropriate Would You Rather Questions can make even the most serious of meetings a little more lighthearted.
What Exactly Are Office Appropriate Would You Rather Questions?
Office Appropriate Would You Rather Questions are exactly what they sound like – questions that present two equally interesting (and sometimes tricky!) choices, but are designed to be safe and enjoyable for a professional setting. Think of them as gentle thought-starters that avoid sensitive topics like politics, religion, or anything that could make someone feel uncomfortable. They're all about sparking fun conversations and a bit of friendly debate without stepping on anyone's toes. The goal is to create a low-stakes environment where everyone can participate and learn something new about each other's perspectives or sense of humor.
These types of questions have become super popular because they’re a simple and effective way to:
- Boost team morale
- Encourage communication
- Discover shared interests
- Practice decision-making in a fun way
Here are a few ways they're commonly used:
- As a warm-up for meetings to get people talking.
- As part of team-building exercises.
- During informal social gatherings or lunch breaks.
- To help new team members feel more integrated.
Productivity & Workflow Dilemmas
- Would you rather have a permanent office assistant who always makes you coffee perfectly, but they hum loudly all day, or an office assistant who is completely silent but occasionally forgets your coffee order?
- Would you rather be able to teleport to any office location instantly but have to wear a silly hat for the rest of the day, or be able to fly to any office location but arrive with your hair slightly messy?
- Would you rather have all your emails automatically summarized for you, but sometimes miss important details, or have a personal AI that drafts your replies, but they're sometimes a bit too robotic?
- Would you rather have a noise-canceling headset that makes everything perfectly silent, but you can’t hear anyone if they try to get your attention, or have a constant, gentle office music playing that you can’t turn off, but it helps you focus?
- Would you rather have unlimited access to the best productivity apps but they all have slightly annoying notification sounds, or have access to only basic, free apps but they are perfectly silent?
- Would you rather be able to pause time for five minutes each day to catch up on work, but you miss out on five minutes of office chatter, or be able to speed up your typing and thinking by 20% but you sometimes accidentally say the wrong thing?
- Would you rather have a desk that cleans itself but occasionally rearranges your papers, or a desk that stays perfectly organized but you have to manually wipe it down every evening?
- Would you rather have a boss who gives you constant, detailed feedback that’s sometimes overwhelming, or a boss who gives very little feedback, making you guess if you’re doing well?
- Would you rather have a coworker who always brings in amazing snacks for everyone but talks non-stop, or a coworker who is quiet and reserved but occasionally shares a brilliant idea?
- Would you rather have to wear a suit every day to work, even in summer, or have to wear casual clothes every day, even if you have an important client meeting?
- Would you rather have all your meetings run 15 minutes shorter but they're always a bit rushed, or have all your meetings run 15 minutes longer but they're always very thorough?
- Would you rather have a magical pen that writes down your perfect to-do list every morning but you can't change it, or have to write your own to-do list but you can add or remove tasks anytime?
- Would you rather have an office plant that talks to you and gives advice but is often wrong, or an office plant that never talks but is always healthy and vibrant?
- Would you rather have a printer that never jams but prints very slowly, or a printer that prints very fast but jams once a day?
- Would you rather have your commute be 10 minutes shorter but you have to listen to the same song on repeat, or have your commute be 10 minutes longer but you can listen to anything?
- Would you rather have a lunch break that’s exactly 30 minutes every day with no flexibility, or have a lunch break that varies in length but is sometimes cut short?
- Would you rather be able to predict the stock market with 70% accuracy but lose half your salary, or have a normal salary and only be able to guess the stock market?
- Would you rather have a system that automatically sorts your incoming mail by importance but sometimes misfiles things, or have to sort all your mail yourself but never miss a thing?
- Would you rather have a colleague who is incredibly helpful but always interrupts you, or a colleague who is independent but sometimes ignores your requests?
- Would you rather have your computer always run at lightning speed but it makes a strange whirring noise, or have a completely silent computer that sometimes lags?
Teamwork & Collaboration Quirks
- Would you rather have a team that always agrees with each other and gets things done quickly, but never has a truly original idea, or a team that debates everything and takes longer, but comes up with groundbreaking solutions?
- Would you rather be the person who always comes up with the great ideas but someone else gets the credit, or be the person who executes the ideas perfectly but never gets to originate them?
- Would you rather have a team brainstorming session where everyone is incredibly enthusiastic and talks over each other, or a session where everyone is quiet and you have to pull ideas out of them?
- Would you rather have a project where your team members are incredibly skilled but very competitive, or team members who are less skilled but are the most supportive people you know?
- Would you rather be assigned to a project where you have to work with your best friend and you have to maintain professionalism, or work with someone you barely know and they become your closest work ally?
- Would you rather have a teammate who always takes the last slice of pizza but is the most reliable worker, or a teammate who always saves the last slice for you but is often late?
- Would you rather have a team that celebrates every small victory with a big party, or a team that quietly acknowledges achievements and focuses on the next task?
- Would you rather have a colleague who is a fantastic storyteller and makes every meeting engaging, but their stories are often tangential to the main topic, or a colleague who is direct and to the point but a bit dry?
- Would you rather have a team that loves to collaborate on everything, even simple tasks, or a team that prefers to work independently and only collaborates when absolutely necessary?
- Would you rather have to present every single project update to the entire company, but you get a standing ovation every time, or have your updates be delivered by someone else who gets all the praise?
- Would you rather have a team where everyone loves to share their lunch with you but you can never get any quiet time, or a team where everyone keeps to themselves but you have your own peace?
- Would you rather have a coworker who offers unsolicited, but generally good, advice all the time, or a coworker who never offers advice but always asks for yours?
- Would you rather be on a team where everyone finishes their work early and then leaves, or a team where everyone stays until the last minute, even if they have nothing left to do?
- Would you rather have a teammate who is an expert in one specific area but struggles in others, or a teammate who is a jack-of-all-trades but master of none?
- Would you rather have to solve every problem as a team, even the smallest ones, or be allowed to solve any problem independently?
- Would you rather have a coworker who always compliments your work excessively, making you a bit awkward, or a coworker who rarely compliments your work but offers constructive criticism?
- Would you rather have to participate in mandatory team-building games every week, no matter how silly, or skip team-building but have to organize all the office holiday parties yourself?
- Would you rather have a team where everyone uses fun, informal language, even in important emails, or a team that is strictly formal in all communication?
- Would you rather have a colleague who is incredibly efficient and gets things done fast but is not very friendly, or a colleague who is very friendly but takes longer to complete tasks?
- Would you rather have a team that prefers to work late into the evening together, or a team that arrives very early in the morning?
Work-Life Balance Choices
- Would you rather have your work emails go directly to your personal phone but be able to answer them from anywhere, or have to log into a work computer to check emails but have your personal phone completely free?
- Would you rather get an extra two weeks of vacation time per year but have to work one Saturday a month, or have your standard vacation time but enjoy every weekend completely work-free?
- Would you rather have a job that pays incredibly well but requires you to work 70 hours a week, or a job that pays modestly but allows you to work 30 hours a week?
- Would you rather have a job where you can work from home every day but your internet is unreliable, or a job where you have to go into the office but have a perfect and stable internet connection?
- Would you rather have a job that involves a lot of travel, seeing new places but missing family events, or a job with no travel but you're always home for family events?
- Would you rather have a job with very clear boundaries between work and personal life, but you feel like you're missing out on opportunities, or a job where work often bleeds into personal life but you're constantly advancing?
- Would you rather have a company culture that encourages everyone to stay late and socialize after work every night, or a company culture that encourages everyone to leave on time and pursue their own hobbies?
- Would you rather have your boss call you with work-related questions at 9 PM every night but always give you the next day off, or have your boss never contact you after work hours but expect you to be available 24/7?
- Would you rather have a job where you get to work on exciting, new projects but they are always high-pressure and stressful, or a job where the work is predictable and calm but can sometimes feel a bit boring?
- Would you rather have an unlimited budget for work expenses but have to submit lengthy reports for everything, or have a very small expense budget but no paperwork?
- Would you rather have your commute be an hour long but you listen to your favorite podcasts, or have a 15-minute commute but you have to listen to an audiobook you don't enjoy?
- Would you rather have a job where you can take spontaneous days off whenever you want, but you have to make up the work later, or a job with a strict vacation request system but you never have to worry about catching up?
- Would you rather have a home office setup that is incredibly luxurious and comfortable but is located in a very noisy part of your house, or a simple setup in a completely silent room?
- Would you rather have your employer pay for all your professional development courses but you have to take them on your own time, or have them provide opportunities during work hours but you have to pay for them yourself?
- Would you rather have a job that allows for great creativity but has no job security, or a job with absolute job security but very little creative freedom?
- Would you rather have your work phone ring constantly with calls from clients, but you always resolve their issues, or have your work phone rarely ring but you feel disconnected from the clients?
- Would you rather have a job where you can set your own hours but have to meet very ambitious deadlines, or a job with fixed hours but very flexible deadlines?
- Would you rather have a company that offers free gourmet lunches every day but you have to eat in the breakroom with everyone, or a company that gives you a generous meal stipend to eat wherever you want?
- Would you rather have your job involve a lot of public speaking and presenting, which you enjoy, but you rarely get to do the actual work, or do all the actual work but have someone else do all the public speaking?
- Would you rather have a job where you get to mentor junior colleagues and help them grow, but you have less time for your own projects, or focus entirely on your own projects with no mentorship duties?
Funny & Slightly Absurd Scenarios
- Would you rather have to wear a chicken suit to every important client meeting but get a bonus for bravery, or have to sing your way through every presentation but get extra vacation days?
- Would you rather your office coffee machine dispense glitter instead of coffee every Monday, or have your office printer only print in Comic Sans font?
- Would you rather have a permanent office mascot that is a grumpy badger who judges everyone's work, or a team cheer that you have to perform every time a project is completed?
- Would you rather have to communicate only through interpretive dance for one hour each day, or have to wear a different novelty hat every single day of the month?
- Would you rather every time you hit a deadline, a confetti cannon goes off in your office, or every time you send an email, it's delivered by a carrier pigeon?
- Would you rather have to eat every meal with a miniature plastic spork, or have to wear oversized novelty shoes to work every day?
- Would you rather your office keyboard occasionally plays random sound effects when you type, or your office chair spontaneously bounces you up and down every 30 minutes?
- Would you rather have to tell a bad joke to at least three colleagues before you can get your first cup of coffee, or have to do a silly dance when you walk through the office doors?
- Would you rather have your computer screen display a different famous painting every hour, or have your computer mouse levitate slightly off the desk?
- Would you rather have to answer every question with a Shakespearean quote, or have to answer every question with a song lyric?
- Would you rather have a potluck where every dish is a different shade of blue, or a team outing where everyone has to communicate using only animal sounds?
- Would you rather your desk phone ring with the sound of a duck quacking, or your computer chime with a cow mooing?
- Would you rather have to wear gloves made of bubble wrap all day at work, or have to tie your shoelaces with oversized novelty string?
- Would you rather have your office thermostat be controlled by a magic eight ball, or have your office lights change color based on the mood of the room?
- Would you rather have to communicate solely through charades when talking to your boss, or have to wear a cape every day to work?
- Would you rather your office plant occasionally speaks encouraging words in a robot voice, or your stapler occasionally dispenses tiny paper airplanes?
- Would you rather have to give a one-minute interpretive dance every time you get up from your desk, or have to sing your requests when asking for help?
- Would you rather have your office snacks be limited to only pickled onions and sardines, or have to wear a monocle and top hat every Friday?
- Would you rather have your computer screen randomly show you pictures of fluffy kittens, or have your office chair occasionally let out a surprised squeak?
- Would you rather have to speak in a British accent for the entire workday, or have to wear socks with sandals every day?
Ethical & Decision-Making Quizzes
- Would you rather find a wallet on the street with a lot of cash inside and no ID, or find a wallet with an ID but only a little bit of cash?
- Would you rather accidentally receive a significant overpayment from your employer that you know isn’t yours, or witness a coworker making a minor mistake that could cost the company money?
- Would you rather have the ability to perfectly predict the outcome of any sporting event but be banned from ever betting on them, or have no supernatural ability but be able to bet freely?
- Would you rather be able to save a single endangered animal species with your unique ability but have no other powers, or have the power to heal any illness but only for one person a year?
- Would you rather have a friend who lies to protect your feelings, or a friend who tells you the harsh truth no matter how much it hurts?
- Would you rather have a technology that could cure all diseases but has a 1% chance of causing a new, deadly one, or have no such technology and accept the current level of illness?
- Would you rather have the power to read minds but be unable to turn it off, or have the power to predict the future but only see bad events?
- Would you rather be forced to always tell the truth, even if it causes immense pain, or be allowed to lie to spare feelings, even in critical situations?
- Would you rather have your personal diary leaked to your colleagues but know it will lead to positive changes in the office, or keep your diary private but have the office dynamics remain the same?
- Would you rather have the ability to perfectly understand and communicate with animals but be unable to understand humans, or be able to persuade any human to do anything you want but be unable to feel empathy?
- Would you rather have a guaranteed secure job with a modest salary but no room for growth, or a job with high risk and potential for immense wealth and career advancement?
- Would you rather be a witness to a crime and have to testify, knowing it might put you in danger, or remain silent and live with the guilt?
- Would you rather have a device that can erase your worst memories but also removes some of your fondest, or keep all your memories, good and bad?
- Would you rather have the ability to instantly master any skill but forget it after a week, or take years to master a skill but retain it forever?
- Would you rather have your entire life recorded and broadcast to the world, but you are celebrated for your positive impact, or have your life remain private and largely unnoticed?
- Would you rather have a way to know the exact moment of your death but not the circumstances, or have no knowledge of your death but live in constant anticipation?
- Would you rather be able to experience the joy of others as if it were your own, but also feel their pain, or be completely detached from the emotions of others?
- Would you rather have the power to grant yourself one wish every ten years, or have the power to grant small wishes to others every day?
- Would you rather have a perfect reputation but be deeply unhappy, or be a flawed person but experience profound happiness?
- Would you rather be able to travel to the past and change one mistake, or travel to the future and see the consequences of your current actions?
So there you have it! Office Appropriate Would You Rather Questions are a fantastic way to inject a little fun and personality into the workplace. They’re a simple yet effective tool for building rapport, sparking conversations, and understanding the diverse perspectives of your colleagues. Whether you’re using them to kick off a meeting, during a virtual coffee break, or just as a fun way to pass the time, these questions are sure to bring some smiles and maybe even a few surprising revelations. Go ahead, give them a try, and see how much more connected your team can become!