Office Appropriate Would You Rather Questions can be a fantastic way to inject some fun and lightheartedness into the workplace. These questions present two scenarios, forcing people to choose between them, often sparking interesting discussions and revealing a bit about their personalities. They’re a simple way to break the ice, encourage teamwork, and lighten the mood during meetings or breaks.
What Makes a “Would You Rather” Question Office Appropriate?
Office Appropriate Would You Rather Questions are essentially dilemmas that are suitable for a professional setting. They avoid sensitive topics like religion, politics, personal relationships, and anything potentially offensive or discriminatory. The goal is to engage in harmless fun and foster connections, not to create discomfort or controversy. The importance of maintaining a respectful and inclusive environment is paramount. These types of questions are popular because they’re easy to understand, require no special knowledge, and can lead to surprisingly insightful conversations. They offer a glimpse into how people think, what their priorities are, and what they value. Plus, they’re a great alternative to awkward silences during team lunches or breaks. Here’s how Office Appropriate Would You Rather Questions can be used:
- Icebreakers at the beginning of meetings
- Team-building activities during workshops
- Casual conversation starters during lunch breaks
- Virtual engagement tools for remote teams
Work Perks and Office Life Dilemmas
- Would you rather have a personal assistant for a week or a catered lunch every day for a month?
- Would you rather work from home permanently but never see your coworkers in person again, or work in the office full-time with mandatory team-building activities every week?
- Would you rather have a corner office with a view of the parking lot or a cubicle near the break room?
- Would you rather have unlimited free coffee but it tastes terrible, or have to pay for amazing coffee?
- Would you rather have a boss who micromanages your every move but gives excellent feedback, or a boss who gives you complete freedom but rarely offers guidance?
- Would you rather have a job you love that doesn’t pay well, or a job you hate that pays exceptionally well?
- Would you rather always be early for meetings but unprepared, or always be late but incredibly well-prepared?
- Would you rather have a company car that’s incredibly embarrassing or a generous public transportation stipend?
- Would you rather attend a conference in an exciting city but have to give a presentation, or skip the conference and work from home?
- Would you rather have a company-sponsored gym membership or unlimited paid time off for volunteering?
- Would you rather be known for your creative ideas or your organizational skills?
- Would you rather work for a company with a strict dress code or a company that’s extremely casual (think pajamas)?
- Would you rather have a job where you travel frequently or a job where you never leave the office?
- Would you rather have a mentor who is brilliant but difficult to work with, or a mentor who is supportive but less experienced?
- Would you rather have a noisy, vibrant office or a quiet, secluded workspace?
- Would you rather be in charge of planning the company holiday party or cleaning out the office fridge?
- Would you rather have a job where you work with cutting-edge technology but are constantly learning new things, or a job where you use familiar technology and have a predictable routine?
- Would you rather have a clear career path with limited growth potential or an uncertain career path with unlimited opportunities?
- Would you rather be an expert in one specific area or a generalist with a broad range of skills?
- Would you rather work for a company that values innovation but is constantly changing, or a company that values stability but is resistant to new ideas?
- Would you rather have a shorter work week with longer hours each day, or a longer work week with shorter hours each day?
- Would you rather have all your meetings be in-person, even if they’re unnecessary, or all your meetings be virtual, even if it’s less personal?
- Would you rather always have a fully charged phone at work, or always have access to high-speed internet?
- Would you rather be able to read your coworker’s minds for one day or have them be able to read yours?
- Would you rather be known as the office comedian or the office problem-solver?
- Would you rather be in a meeting where you have no idea what’s going on, or be the one running a meeting where no one knows what’s going on?
- Would you rather always have a perfectly clean desk or a perfectly organized digital workspace?
- Would you rather have a job where you work independently or a job where you collaborate with a team?
- Would you rather be able to instantly learn any new skill required for your job, or instantly complete any task, no matter how complex?
- Would you rather have your office decorated exactly to your taste, but everyone else hates it, or have an office decorated in a style you dislike, but everyone else loves it?
- Would you rather be promoted to a position you’re not quite ready for, but get a significant salary increase, or stay in your current role where you excel, but with a smaller raise?
- Would you rather have a vending machine that dispenses only healthy snacks or a vending machine that dispenses only your favorite junk food?
- Would you rather receive constructive criticism in private or in a team meeting?
- Would you rather have a coworker who constantly tells bad jokes or a coworker who always complains?
- Would you rather have the ability to fast forward through boring meetings or rewind to correct mistakes you made in a presentation?
Technology and Communication Conundrums
- Would you rather only be able to communicate through emojis for a day, or only be able to communicate through interpretive dance?
- Would you rather lose your company laptop or your company phone?
- Would you rather accidentally send a personal email to the entire company, or accidentally reply-all to a company-wide email with an inappropriate comment?
- Would you rather have your computer constantly crash or your internet connection constantly be slow?
- Would you rather be forced to use a typewriter for all your work documents or only be able to use voice-to-text software that’s incredibly inaccurate?
- Would you rather have your emails always be delivered instantly, but be completely unencrypted, or have your emails be perfectly secure, but take hours to arrive?
- Would you rather have to present your work using only PowerPoint or only interpretive dance?
- Would you rather only be able to use one font for the rest of your career, or only be able to use one color scheme?
- Would you rather have all your video calls be in black and white or have to wear a silly hat in every video call?
- Would you rather lose all your saved passwords or lose all your contacts?
- Would you rather never be able to use social media again or never be able to watch streaming services again?
- Would you rather have to write all your emails in rhyme or have to end every phone call with a joke?
- Would you rather have all your files automatically backed up to the cloud or have complete control over your data security, but risk losing everything?
- Would you rather have a robot coworker who is incredibly efficient but completely devoid of personality or a human coworker who is charming but frequently makes mistakes?
- Would you rather have a job where you constantly have to learn new software programs or a job where you use the same outdated software for years?
- Would you rather have to attend every meeting virtually through a virtual reality headset or have to physically travel to every meeting, even if it’s across the country?
- Would you rather have all your emails automatically summarized by AI or have to manually read every email, even the spam?
- Would you rather have a printer that only prints in Comic Sans or a scanner that only scans upside down?
- Would you rather have a phone that can translate any language in real-time, but only works if you whisper, or a phone that can take perfect photos, but only works if you yell?
- Would you rather have your computer automatically generate reports for you or have to manually collect data and create reports yourself?
- Would you rather have all your work documents automatically proofread by AI, but the AI is often wrong, or have to manually proofread every document yourself?
- Would you rather have to use a trackball mouse or a keyboard with no arrow keys?
- Would you rather have your email inbox flooded with irrelevant notifications or have no notifications at all and risk missing important messages?
- Would you rather have the ability to block out all distractions while working or the ability to instantly connect with any coworker, no matter where they are?
- Would you rather be able to instantly translate any language you hear, but only if you wear a silly hat, or be able to understand any code you read, but only if you listen to elevator music?
- Would you rather be able to control all the lights in the office with your mind or control the temperature with your mind?
- Would you rather have a work computer that never needs to be updated or a work computer that has the newest software, but is always glitching?
- Would you rather be able to attend all meetings in person or be able to use a hologram to attend meetings?
- Would you rather have the newest phone every year for free or free WiFi anywhere in the world?
- Would you rather have all your presentations be automatically generated from your notes or have to manually create your presentations from scratch?
- Would you rather have a job that requires constant video conferencing or a job that requires constant travel?
- Would you rather only be able to use internet explorer or only be able to use dial-up internet?
- Would you rather only have access to a flip phone or a rotary phone for work purposes?
- Would you rather have to write all your emails in a stream of consciousness style or have to write them all in the form of haikus?
- Would you rather only be able to use Comic Sans or Wingdings for all written communication?
Ethics and Workplace Dilemmas
- Would you rather take credit for a coworker’s idea to impress your boss or admit the truth and risk looking less competent?
- Would you rather know your company is engaging in unethical practices but stay silent to keep your job or report the wrongdoing and risk losing your livelihood?
- Would you rather have a coworker who constantly gossips about others or a coworker who always complains about everything?
- Would you rather accidentally break something expensive in the office and not get caught or confess and face the consequences?
- Would you rather be offered a bribe to make a decision that benefits yourself but harms the company or refuse the bribe and risk losing a valuable opportunity?
- Would you rather have a coworker who is constantly late for meetings but always delivers exceptional work or a coworker who is always on time but consistently produces mediocre results?
- Would you rather find a large sum of money in the office and keep it or turn it in and risk never knowing who it belongs to?
- Would you rather be asked to lie to a client to protect the company’s reputation or refuse and risk damaging the relationship?
- Would you rather witness a coworker stealing office supplies and ignore it or report them and risk creating tension in the workplace?
- Would you rather be offered a promotion based on nepotism rather than merit or be passed over for someone less qualified?
- Would you rather be assigned to a project that you find morally objectionable but offers significant career advancement or refuse the assignment and risk being perceived as uncooperative?
- Would you rather have a coworker who is constantly seeking your advice but never follows it or a coworker who ignores your advice and makes costly mistakes?
- Would you rather discover that your boss is having an affair with a coworker and ignore it or report it to HR and risk creating a hostile work environment?
- Would you rather be asked to endorse a product that you don’t believe in or refuse and risk losing a lucrative advertising deal?
- Would you rather be forced to lay off several employees to save the company money or accept a pay cut and keep everyone employed?
- Would you rather witness a coworker being discriminated against and remain silent or speak out and risk retaliation?
- Would you rather be offered a job at a company with a poor environmental record but high pay or stay at your current job with a good environmental record but lower pay?
- Would you rather be asked to falsify data to meet a deadline or refuse and risk being blamed for the project’s failure?
- Would you rather discover that your company is illegally dumping waste and ignore it or report it to the authorities and risk being blacklisted?
- Would you rather be offered a large sum of money to keep quiet about a safety hazard in the workplace or refuse and risk getting injured?
- Would you rather be asked to spy on your coworkers or refuse and risk being ostracized?
- Would you rather have to work with a client who is rude and demanding but pays well or a client who is pleasant and cooperative but pays poorly?
- Would you rather discover that your company is using child labor and ignore it or report it and risk losing your job and damaging the company’s reputation?
- Would you rather be asked to make a product that is intentionally designed to break after a certain period of time or refuse and risk being fired?
- Would you rather witness a coworker harassing another employee and ignore it or report it and risk becoming a target yourself?
- Would you rather have to fire a friend who is underperforming or keep them employed and risk jeopardizing the company’s success?
- Would you rather be asked to sell a product that is known to be harmful to consumers or refuse and risk losing your job?
- Would you rather discover that your company is evading taxes and ignore it or report it and risk being investigated yourself?
- Would you rather be offered a job at a company that is known for its unethical business practices but offers significant career advancement or stay at your current job with a clean reputation but limited opportunities?
- Would you rather be asked to use deceptive marketing tactics to attract customers or refuse and risk losing sales?
- Would you rather witness a coworker accepting gifts from a vendor and ignore it or report it and risk creating a conflict of interest?
- Would you rather have to work with a boss who is incompetent but well-meaning or a boss who is competent but unethical?
- Would you rather discover that your company is polluting the local water supply and ignore it or report it and risk being sued for defamation?
- Would you rather be asked to cover up a mistake that you made or take responsibility for it and face the consequences?
- Would you rather witness a coworker sexually harassing another employee and ignore it or report it and risk being ostracized and potentially facing legal repercussions? Office Appropriate Would You Rather Questions provide a fun and engaging way to connect with colleagues, spark conversations, and learn more about each other’s perspectives. By keeping the questions lighthearted and respectful, you can create a more positive and collaborative work environment. So, go ahead and introduce some “Would You Rather” questions into your workday and watch the fun unfold!