Looking for would you rather questions to ask at work? Sometimes these icebreaker games can help you to get to know your coworkers better. And help to establish a positive and healthy relationship so that work becomes slightly easier. When you’re at work, you’re going to need appropriate questions to ask. Give these a try!
Fun questions
- Would you rather attend a team-building activity that’s an escape room or go on an off-site retreat?
- Would you rather have a group lunch with colleagues every day or once a month?
- Would you rather work in the office or work remotely?
- Would you rather have a standing desk or sit in a comfortable chair?
- Would you rather have an open office space or individual cubicles?
- Would you rather wear casual clothes to work or dress professionally?
- Would you rather take a break every hour for five minutes or take one long break during the day?
- Would you rather collaborate with teammates on projects or work independently? Would you rather have a quiet workspace or listen to music while working?
- Would you rather be able to take vacation days whenever you want or receive a bonus at the end of the year?
- Would you rather have team-building activities that involve physical activity or problem-solving exercises?
- Would you rather have one long meeting in the morning or smaller meetings throughout the day?
- Would you rather participate in group brainstorming sessions or tackle projects on your own?
- Would you rather have flexible hours or strict working hours?
- Would you rather work from home or at a shared coworking space?
- Would you rather be able to work with flexible deadlines or have tight deadlines?
- Would you rather be rewarded for individual performance or team performance?
- Would you rather receive feedback in public or private?
- Would you rather start your day earlier and finish earlier, or stay later and take a lunch break?
- Would you rather complete projects individually or as a group?
Silly questions
- Would you rather do a presentation in front of the team or take the blame for a mistake you didn’t make?
- Would you rather have a superpower to fly or read minds?
- Would you rather have unlimited money or unlimited time?
- Would you rather have a pet elephant or a pet monkey?
- Would you rather live without the internet or without AC and heating?
- Would you rather have a never-ending summer vacation or a never-ending supply of your favorite food?
- Would you rather be able to speak every language or have the ability to talk to animals?
- Would you rather be the world’s greatest dancer or the world’s greatest singer?
- Would you rather have x-ray vision or super strength?
- Would you rather be famous or have the power of invisibility?
- Would you rather be a superhero or a villain?
- Would you rather have the ability to fly or to be able to stop time?
- Would you rather have one wish granted or ten wishes granted?
- Would you rather never experience heartbreak or never feel physical pain?
- Would you rather have a perfect memory or be able to run faster than the speed of light?
- Would you rather never have to sleep again or never have to eat again?
- Would you rather have an extra hour of work each day or take a pay cut?
- Would you rather spend an hour filling out paperwork or listen to your boss drone on in a meeting?
- Would you rather work late nights or get up early in the morning?
- Would you rather take on a new project or do extra hours of busy work?
- Would you rather have a new job with more responsibility or stay in your comfort zone?
- Would you rather work with a difficult coworker or work alone?
- Would you rather work on a project that you’re passionate about or something mundane?
- Would you rather have your own office or work from home?
- Would you rather attend networking events or stay in the office all day?
- Would you rather take an extra long lunch to relax or spend it working through a problem?
Career questions
- Would you rather work in a corporate environment or start your own business?
- Would you rather work as an attorney or a doctor?
- Would you rather have job security or a higher salary?
- Would you rather work with people who challenge and inspire you or those who support and encourage you?
- Would you rather have a job that gives you lots of free time or one that pays very well?
- Would you rather take a job in another city or stay close to home?
- Would you rather be an entrepreneur or work for someone else?
- Would you rather be constantly learning and adapting your skills or have the security of knowing what to expect?
- Would you rather climb the corporate ladder or take a risk and start your own company?
- Would you rather specialize in one field or learn multiple skills to broaden your horizons?
- Would you rather work alone or with a team of like-minded professionals?
- Would you rather have a job that is physically demanding but well paid or one that is mentally stimulating but not as well paid?
- Would you rather take a job with flexible hours and little structure or one with a consistent schedule and clear expectations?
- Would you rather work in an industry where you can make a big impact on the world, or in one that offers more stability and security?
- Would you rather have a job that allows you to travel or one with consistent hours?
- Would you rather work for a prestigious company or a startup?
Workplace questions
- Would you rather have a job that involves lots of travel or one with a regular 9-5 office schedule?
- Would you rather work in an open office layout or have a private cubicle?
- Would you rather attend meetings all day or stay in your office and complete projects?
- Would you rather work in a team environment or on individual projects?
- Would you rather work for a large corporation or a small business?
- Would you rather wear formal clothing to work or dress casually every day?
- Would you rather have a job with flexible hours or one with set hours?
- Would you rather take on extra responsibilities at your current job or look for something completely new and different?
More fun games to play
- Would You Rather
- Relationship Would You Rather Questions
- Flirty Would You Rather Questions
- Hardest Would You Rather Questions
- Would You Rather Questions for Couples
- Would You Rather Questions for Teenagers
- Would You Rather Questions for Kids
- Deep Would You Rather Questions
- Thanksgiving Would You Rather Questions
- Funny Would You Rather Questions
- Clean Would You Rather Questions
- Would You Rather Questions About Love
- Christmas Would You Rather Questions
- Food Would You Rather Questions
- Would You Rather Questions for a Girlfriend
Inside this article
Fact checked:
Board reviewed by Marianne Tomlinson, LCSW (Couples and Family Therapy). Content is rigorously reviewed by a team of qualified and experienced fact checkers. Learn more.