Would You Rather Work Questions for Adults

Jackie Bolen
5 min readApr 30, 2024

If you are looking for the best “Would You Rather?” questions about work, you are at the right place! Our would u rather work questions are perfect for icebreaking and relationship-building. These types of questions are awesome because you can ask each other from anywhere at any time.

Would You Rather? Questions Work Edition

Would You Rather?

For example, if you are an ESL instructor, you could ask some work-related would you rather questions to a class with mature students. Asking these questions at the beginning of the class will work as a great icebreaker activity; asking them at the end of class will work as the perfect time filler!

Of course, the use isn’t limited to ESL teachers and students. If you are planning to have a game night with friends, you could ask these questions and start a fun but intense debate! Also, if you are with a group of people you don’t know too well yet, would you rather work questions are great for getting to know each other better in a less awkward way. In fact, it can be really fun! You will learn how others think about a challenging topic related to work.

Would You Rather? Work Questions

Would You Rather Work Questions

Check out the list of would u rather work edition questions!

General Work Related Would U Rather? Questions

  1. Would you rather work by yourself or with a team?
  2. Would you rather work for yourself or someone else?
  3. Would you rather get rich by working hard or winning the lottery?
  4. Would you rather have a desk job or an outdoor job?
  5. Would you rather have multiple part-time jobs or one full-time job?
  6. Would you rather have a dress code or wear whatever you want to work?
  7. Would you rather work in the healthcare industry or the technology industry?
  8. Would you rather be a student or an employee for the next 20 years?
  9. Would you rather work in a big team or a small team?
  10. Would you rather work at a startup or a large company?

https://youtu.be/Hx93vvdVNew

Fun Would You Rather Work Questions

  1. Would you rather get a part-time job at Starbucks or Burger King?
  2. Would you rather get paid monthly or bi-weekly?
  3. Would you rather have a remote job or an onsite job?
  4. Would you rather eat lunch at the company cafeteria or somewhere else?
  5. Would you rather work in the HR team or the QA team?
  6. If salary didn’t matter, would you rather be a marketer or a developer?
  7. Would you rather change your job every year or work for the same company for 10 years?
  8. Would you rather take time off during summer or winter?
  9. Would you rather sit near the water cooler or the printing machine?
  10. Would you rather work for a company near where currently live or relocate to work for a company in a different area?

Challenging Would U Rather Work Questions

  1. Would you rather have an easy job without much money or a difficult but higher-paying job?
  2. Would you rather be poor and not have a job or be rich but with a job that you hate?
  3. Would you rather do manual labour or sit in front of a computer screen all day?
  4. Would you rather have a job with lots of responsibility or one with not that much?
  5. Would you rather work 4 days x 10 hours or 5 days x 8 hours?
  6. Would you rather be friends with your coworkers or keep a certain distance?
  7. If you have trouble working with a coworker, would you keep it to yourself or talk to your manager about it?
  8. Would you rather come in early or leave late?
  9. Would you have a huge snack bar or an awesome coffee machine?
  10. Would you rather have a terrible boss and a good job or a good boss and a terrible job?

FAQs About Would U Rather Work Questions

Here are some of the most frequently asked questions about work related would u rather questions.

Is Would You Rather a good ice breaker?

If you are with your coworkers at work and want to break the awkward silence, would you rather questions is the best ice breaker. Ask some silly but challenging questions. You will surprisingly get to know better about the other person, and also have a lot of fun!

What is a good would you rather questions about work?

Here are some good would you rather questions about work:

  • If you didn’t have to worry about money and time, would you keep your current job or choose a different job?
  • Would you rather be the leader or follow the leader?
  • Would you rather sit near the coffee machine or near the printer?
  • Would you rather work with extreme extroverts or extreme introverts?

What are some would you rather questions about jobs?

Here are some would u rather questions related to jobs:

  • Would you rather be a barista or a cook?
  • Would you rather be a nurse or a teacher?
  • Would you rather be a doctor or a software engineer?
  • Would you rather be a lawyer or an accountant?
  • Would you rather be a police officer or a firefighter?
  • Would you rather be a soldier or a politician?

Would U Rather? Work Edition

Would U Rather? Work Edition: Join the Conversation

What are your thoughts on these would u rather work related questions? We hope you found some questions that you want to ask your colleagues, friends, family, or students! Try using these questions for team-building. If there is another topic that you are looking for would you rather questions, let us know in the comments! We’d love to hear from you.

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Jackie Bolen

Jackie Bolen is an ESL Teacher and author who publishes books and content for teachers and English learners. You can find her at the Let's Talk TEFL podcast.