21 Thought-Provoking Questions To Get To Know Colleagues Better

Would You Rather is a way to get to know colleagues better and spark creative thinking in the workplace and during meetings.

Here are 21 thought-provoking Would You Rather questions to liven up creative thinking skills in your next meeting.

1. Would you rather give a presentation to a room full strangers or have to sing karao a crowded bar?
2. Would you rather be to teleport or be able to time travel?
3. Would you rather work from home forever or have unlimited vacation time?
4. Would you rather have a job you love but get paid very little or have a job you hate but get paid very well?
5. Would you rather be the boss or work for someone else?
6. Would you rather have a job with lots of travel or a job where you never have to leave your hometown?
7. Would you rather work for a big corporation or a small startup?

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8. Would you rather have your dream job but work weekends and holidays or have a regular 9-5 job with weekends and holidays off?
9. Would you rather be self-employed or work for a company?
10. Would you rather have a four day work week or get Fridays off every week?
11. Would you rather have unlimited PTO or get a 10% raise?
12. Would you rather have a corner office with a view or private office a window?
13. Would you rather you have a personal assistant or a company car and driver?
14. Would you rather get up at 5am every day or stay up until midnight every night?
15. Would you rather have job working outdoors or in an office all day?
16. Would you rather a suit and tie or casual clothes every day?
17. Would you rather have a job that requires lots of teamwork or independent work?
18. Would you rather lead a team of or work alone most of the time?
19. Would rather a long commute to a job you love or a short commute to a job you dislike?. **Would you be able to work remotely all the time or never be able to work from home?
20. Would you rather have unlimited snacks at work or a free gym membership?
21. Would you rather have a strict dress code at work or no dress code at all?

We encourage you to explore how creative you are and our frequently asked questions, special offers, and ready-made training course material.

Don’t forget to also check out 60 Icebreaker Questions For Your Meetings.

Catherine Fitzgerald B.A. M.A. PGDip( Founder )

With over 30 years of experience in training and development, I am the founder of Oak Innovation, a company dedicated to empowering training professionals with high-quality, editable course materials. I hold a Bachelor’s and Master’s degree from University College Cork and have furthered my expertise with qualifications in Professional Development and Training from University College Galway. Since founding Oak Innovation in 1995, I have focused on helping busy training professionals and business managers enhance their courses efficiently by providing them with instant access to customizable training materials. Our training solutions have been trusted by leading organizations such as Apple, Time Warner, and Harvard University, reflecting our commitment to excellence.