73 Work Would You Rather Questions
73 Work Would You Rather Questions

Ever find yourself staring at your computer screen, wondering about the funny, quirky, or downright difficult choices people face at work? That's where Work Would You Rather Questions come in! They're a fantastic way to break the ice, get to know your colleagues better, or just have a good laugh. These questions are designed to be thought-provoking and often a little bit silly, making them perfect for team-building activities, coffee breaks, or even just to pass the time.

What Are Work Would You Rather Questions and Why Are They Awesome?

So, what exactly are Work Would You Rather Questions? Simply put, they're a game where you're presented with two equally interesting, challenging, or funny work-related scenarios, and you have to pick which one you'd rather experience. Think of them as little thought experiments that explore the less-than-glamorous, the downright bizarre, and the sometimes surprisingly relatable aspects of our professional lives. They're popular because they tap into our shared experiences and offer a lighthearted way to discuss things we might not normally talk about. The importance of these questions lies in their ability to foster connection, spark conversation, and reveal different perspectives in a low-stakes, enjoyable environment.

These questions are used in a bunch of cool ways:

  • Team Building: They're a great way for new teams to get to know each other and for established teams to strengthen their bonds.
  • Icebreakers: Starting a meeting or event with a fun question can make everyone feel more comfortable.
  • Brainstorming Starters: Sometimes, the silly scenarios can actually lead to creative ideas.
  • Stress Relief: A little bit of humor and a break from serious tasks can go a long way in reducing workplace stress.

You might find these questions presented in different formats:

  1. Verbal: Someone asks a question, and everyone goes around and answers.
  2. Written: A list of questions is shared, and people can write down their answers or discuss them in groups.
  3. Online Polls: Many companies use internal tools to run polls on these types of questions.

Everyday Work Dilemmas

  • Would you rather have to sing everything you say or have to dance everywhere you walk?
  • Would you rather always smell faintly of fish or always sound like you have a cold?
  • Would you rather have all your work emails be read aloud to you by a robot voice or have all your phone calls be answered by a singing telegram?
  • Would you rather have your boss constantly ask you to do their personal errands or have your coworkers constantly ask you for personal advice?
  • Would you rather have your computer randomly delete one paragraph of your work every hour or have your printer constantly jam and require a full reboot?
  • Would you rather wear an itchy sweater vest every day or wear shoes that are one size too small every day?
  • Would you rather have to eat lunch with the loudest eater in the office every day or have to share your workspace with someone who constantly hums?
  • Would you rather have your computer screen be too bright all the time or have your office temperature be too cold all the time?
  • Would you rather have to start every sentence with "So, anyway..." or have to end every sentence with "Isn't it?"
  • Would you rather your computer only run one program at a time or have your internet connection randomly drop for five minutes every hour?
  • Would you rather have to wear a name tag that says "The Enthusiast" or "The Expert" regardless of your actual role?
  • Would you rather have every meeting be an hour longer than it needs to be or have every email you send be a minimum of three paragraphs?
  • Would you rather have to explain every single task you do to your manager in person or have to report every single task you do via a daily video call?
  • Would you rather have a squeaky office chair or a wobbly desk?
  • Would you rather have to apologize for everything you do or have to constantly ask for permission?
  • Would you rather have your coffee always be lukewarm or have your water always be room temperature?
  • Would you rather have to narrate your day out loud like a documentary or have to provide a running commentary on your work?
  • Would you rather have your office door always be slightly ajar or have your office lights always be dim?
  • Would you rather have to respond to every chat message with an emoji reaction or have to respond to every email with a GIF?
  • Would you rather have your desk constantly covered in sticky notes or have your inbox constantly filled with unopened newsletters?

Superpower Scenarios

  • Would you rather be able to teleport anywhere in the office instantly or be able to read your boss's mind?
  • Would you rather be able to control time, pausing it whenever you want, or be able to talk to animals and get them to do your bidding?
  • Would you rather have the power to instantly finish any task by snapping your fingers or have the power to know the perfect response to any question?
  • Would you rather be able to fly at office-appropriate speeds or be able to turn invisible in meetings?
  • Would you rather have the ability to manifest any office supply you need out of thin air or have the ability to perfectly predict traffic for your commute?
  • Would you rather be able to make any printer work perfectly with a touch or be able to silence any annoying office noise with a thought?
  • Would you rather have the power to give yourself instant caffeine boosts or have the power to always find the best parking spot?
  • Would you rather be able to understand and speak every language to communicate with international clients or be able to predict future trends in your industry?
  • Would you rather have the power to teleport your lunch directly to your desk or have the power to make your computer run at lightning speed?
  • Would you rather be able to make people forget awkward moments or be able to make yourself forget embarrassing mistakes?
  • Would you rather have the power to create perfect presentations with a single command or have the power to negotiate any deal in your favor?
  • Would you rather be able to control the office thermostat from your desk or be able to summon a personal assistant on demand?
  • Would you rather have the power to instantly organize any messy desk or have the power to instantly calm down an angry client?
  • Would you rather be able to make your commute twenty minutes shorter or be able to have an extra hour of sleep every morning?
  • Would you rather have the power to grant yourself a perfect cup of coffee anytime or have the power to instantly learn any new skill?
  • Would you rather be able to make your computer downloads instantaneous or be able to make your colleagues instantly understand your requests?
  • Would you rather have the power to make any meeting end exactly on time or have the power to make any task enjoyable?
  • Would you rather be able to telekinetically move files into their correct folders or be able to have perfect recall of every meeting you've ever attended?
  • Would you rather have the power to make your office plants thrive miraculously or have the power to make your office snacks always be fresh?
  • Would you rather be able to communicate with inanimate objects to find lost items or be able to have your coffee cup magically refill itself?

Social Interaction Challenges

  • Would you rather have to make small talk with every single person you pass in the hallway or have to answer every email with a personal anecdote?
  • Would you rather have to tell a joke at the start of every meeting or have to compliment everyone you speak to?
  • Would you rather have your coworkers know your most embarrassing childhood memory or have your coworkers know your deepest fear?
  • Would you rather have to eat lunch in the breakroom every day with the same group of people or have to eat lunch at your desk alone every day?
  • Would you rather have to ask for a favor from your boss every day or have to give a favor to your boss every day?
  • Would you rather have to listen to someone complain about their job for an hour or have to listen to someone brag about their achievements for an hour?
  • Would you rather have to lead a team-building activity every week or have to organize the office holiday party every year?
  • Would you rather have your coworkers constantly ask you for relationship advice or constantly ask you for fashion advice?
  • Would you rather have to give a presentation every Friday or have to write a summary of your week every Monday?
  • Would you rather have to pretend to like everyone's terrible ideas or have to politely disagree with everyone's good ideas?
  • Would you rather have to share a small office with a very talkative person or have to share a desk with someone who is very messy?
  • Would you rather have to attend every office social event or have to decline every office social event?
  • Would you rather have to participate in every office-wide group chat or have to respond to every personal message?
  • Would you rather have your colleagues send you motivational quotes every morning or have them send you daily riddles?
  • Would you rather have to always agree with your boss in meetings or always have to voice your dissenting opinion?
  • Would you rather have to play a silly office game every lunchtime or have to listen to a podcast on a work-related topic every lunchtime?
  • Would you rather have to wear a novelty tie every day or have to wear a silly hat every day?
  • Would you rather have to offer constructive criticism on everyone's work or have to offer enthusiastic praise for everyone's work?
  • Would you rather have your colleagues constantly interrupt you with questions or constantly ask you for help?
  • Would you rather have to be the office "fun police" or the office "ideas person"?

Productivity Puzzles

  • Would you rather have your computer crash and lose an hour of work or have a crucial file corrupted so you can't access it?
  • Would you rather have to work overtime every day for a week or have to work on a project you absolutely hate for a month?
  • Would you rather have your boss hover over your shoulder all day or have your phone constantly buzzing with notifications?
  • Would you rather have to redo a task you've already completed or have to start a new task with no instructions?
  • Would you rather have your internet speed be incredibly slow or have your computer be incredibly slow?
  • Would you rather have to manage a project with a completely unrealistic deadline or manage a project with a completely insufficient budget?
  • Would you rather have to answer emails from 8 PM to 10 PM every night or have to come into the office at 6 AM every morning?
  • Would you rather have to work on a project with a team that doesn't communicate or work on a project with a team that micromanages?
  • Would you rather have to attend a meeting that could have been an email or have to write an email that could have been a meeting?
  • Would you rather have your most important task be interrupted by a crisis or have your most important task be forgotten?
  • Would you rather have to work without a proper chair or have to work without a proper desk?
  • Would you rather have your work be constantly praised but never recognized or have your work be constantly criticized but eventually recognized?
  • Would you rather have to complete a task using outdated software or complete a task using unreliable hardware?
  • Would you rather have to give a presentation on a topic you know nothing about or have to answer questions on a topic you've just explained?
  • Would you rather have your entire workflow disrupted by a sudden system update or have your entire workflow disrupted by a colleague's urgent request?
  • Would you rather have to work in a noisy open-plan office or have to work in a tiny, windowless cubicle?
  • Would you rather have to proofread a 100-page document for typos or have to fact-check a 100-page document for accuracy?
  • Would you rather have to work on a project with constant scope creep or work on a project with constant changes in direction?
  • Would you rather have your best idea be stolen by a coworker or have your best idea be ignored by your manager?
  • Would you rather have to explain your work to someone who clearly doesn't understand or have to understand someone else's work that makes no sense?

Office Culture Quirks

  • Would you rather have an office with a strict dress code where everyone wears suits or an office where everyone wears pajamas?
  • Would you rather have an office that celebrates every single holiday with elaborate parties or an office that barely acknowledges any holidays?
  • Would you rather have an office where everyone is overly competitive or an office where everyone is overly passive-aggressive?
  • Would you rather have an office with mandatory team-building exercises every Friday afternoon or an office where spontaneous team lunches happen daily?
  • Would you rather have an office where the coffee machine is always broken or an office where the microwave always smells of burnt popcorn?
  • Would you rather have an office where everyone has a pet at their desk or an office where all communication is done via interpretive dance?
  • Would you rather have an office with a ping pong table and mandatory games or an office with a library and mandatory reading time?
  • Would you rather have an office where your performance is graded on a public leaderboard or an office where your performance is a complete mystery?
  • Would you rather have an office that's always buzzing with activity and noise or an office that's eerily silent?
  • Would you rather have an office where the boss tells terrible dad jokes every day or an office where the boss writes inspirational poems about work?
  • Would you rather have an office where everyone brings in homemade baked goods daily or an office where the vending machine only sells kale chips?
  • Would you rather have an office that's obsessed with efficiency and productivity at all costs or an office that prioritizes employee well-being and flexibility above all else?
  • Would you rather have an office where everyone wears t-shirts with their own face on them or an office where everyone wears t-shirts with your face on them?
  • Would you rather have an office with a "suggestion box" that is never checked or an office where every suggestion is immediately implemented, regardless of practicality?
  • Would you rather have an office that has themed dress-up days every week or an office that has a silent meditation room?
  • Would you rather have an office where everyone communicates in acronyms or an office where everyone communicates in emojis?
  • Would you rather have an office with a strict "no personal calls" policy or an office where personal calls are encouraged and part of the culture?
  • Would you rather have an office where the printer is always out of ink or an office where the stapler is always missing?
  • Would you rather have an office where "synergy" is the most used word or an office where "paradigm shift" is the most used word?
  • Would you rather have an office with a live band playing in the lobby or an office with a resident therapist?

Weird Work Habits

  • Would you rather have to eat lunch with chopsticks every day or have to wear gloves while typing?
  • Would you rather have to talk to your computer like it's a person or have to sing to your plants?
  • Would you rather have to organize your desk by color or by size?
  • Would you rather have to wear a hard hat in the office at all times or have to wear a cape?
  • Would you rather have to take a ten-minute break to do jumping jacks every hour or have to take a ten-minute break to practice your golf swing?
  • Would you rather have to narrate your entire commute to work or have to narrate your entire lunch break?
  • Would you rather have to communicate only through hand gestures or only through written notes?
  • Would you rather have to name all your office supplies or have to give your computer a unique personality?
  • Would you rather have to solve a puzzle before you can start your work or have to complete a physical challenge?
  • Would you rather have to wear a funny hat while you work or have to wear a silly costume?
  • Would you rather have to sing your goodbyes at the end of the day or have to do a little dance?
  • Would you rather have to greet every coworker with a high-five or a fist bump?
  • Would you rather have to write down every single thought you have or have to speak every single thought you have?
  • Would you rather have to keep a diary of your work dreams or have to create artwork inspired by your tasks?
  • Would you rather have to walk backwards to your desk or have to skip to the breakroom?
  • Would you rather have to wear oven mitts on your hands or ski goggles on your eyes?
  • Would you rather have to whisper all your phone conversations or shout all your email responses?
  • Would you rather have to organize your files alphabetically by the second letter of the word or by the last vowel?
  • Would you rather have to greet your boss with a formal bow or a silly handshake?
  • Would you rather have to eat your snacks with tweezers or have to drink your water through a straw that's too short?

So there you have it! Work Would You Rather Questions are a fun, engaging way to explore the human side of the workplace. Whether you're looking to build team spirit, lighten the mood, or just discover who among your colleagues would rather wear a chicken costume for a week, these questions are a fantastic tool. They remind us that even in the midst of deadlines and projects, there's always room for a little humor and a lot of interesting conversations.

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