100+ Best Would You Rather Questions For Work

This list of would you rather questions for work will help you break the ice. Ask these best would you rather questions at work to build new friendships.

You've stumbled upon our list of best Would You Rather Questions for work. This set is curated for both small and large groups to break the ice and understand each other’s likes and dislikes.

These serve as engaging icebreakers that can foster teamwork and camaraderie. They encourage employees to think creatively and share personal preferences in a fun way. This can help in building new relationships and understanding among team members, enhancing communication and collaboration. Overall, these questions contribute to a positive work culture by promoting social interactions and a sense of belonging.

So let's get into it!

In this blog, we will cover:

  • Best Would you Rather Questions for Work
  • Would You Rather Questions For Coworkers
  • Fun Would you Rather Questions for Work
  • Would you Rather Icebreaker Questions for Work
  • Funny Would you Rather Questions for Work
  • Good Would you Rather Questions for Work
  • Would you Rather Questions for Adults at Work
  • Team Building Would you Rather Questions for Work
  • Virtual Would you Rather Questions for Work
  • Would you Rather Questions for Work Meetings

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Best Would you Rather Questions for Work

  1. Would you rather have a work week of four 10-hour days or five 8-hour days?
  2. Would you rather have a workspace with a view of the city skyline or a serene garden?
  3. Would you rather have more project deadlines or more flexibility with fewer deadlines?
  4. Would you rather receive feedback in a public setting or in a private one-on-one?
  5. Would you rather work on multiple small projects or one large, long-term project?
  6. Would you rather have a mentor in your field or become a mentor to someone else?
  7. Would you rather have unlimited coffee at work or the ability to work from any location?
  8. Would you rather have your work emails magically answered for you or never have to sit in another meeting again?
  9. Would you rather have strict work hours or a flexible schedule that changes daily?
  10. Would you rather have the opportunity to design your own office space or choose your work hours entirely?

Best Would you Rather Questions for Work

Would You Rather Questions For Coworkers

  1. Would you rather only be able to use a typewriter for all your work or communicate solely through carrier pigeons?
  2. Would you rather have a constant supply of your favorite snacks at work or a gourmet lunch provided once a week?
  3. Would you rather have the power to mute people in real life or have the ability to fast-forward through meetings?
  4. Would you rather have your office located in a treehouse or in a submarine?
  5. Would you rather have a desk that's a giant hamster wheel or a chair that's a swing?
  6. Would you rather only be able to communicate in rhyme while at work or have to use a puppet to speak through in meetings?
  7. Would you rather fight one horse-sized duck or a hundred duck-sized horses in a team-building exercise?
  8. Would you rather have your office decorated by a famous artist or turn it into a mini jungle with plants and waterfalls?
  9. Would you rather participate in a mystery murder dinner with your coworkers or a scavenger hunt through the city?
  10. Would you rather have to speak in Shakespearean English during conference calls or wear a wizard hat in all video meetings?

Fun Would You Rather Questions for Work

  1. Would you rather have every Monday off or every Friday off?
  2. Would you rather have a surprise guest speaker of your choice once a month or a surprise team activity?
  3. Would you rather have an unlimited budget for your personal workspace customization or for team outings?
  4. Would you rather have your voice sound like a famous singer during presentations or be able to draw perfectly on a whiteboard?
  5. Would you rather have an office with a slide and swing or a quiet zen garden?
  6. Would you rather have a year's supply of your favorite office snack or a premium coffee machine for your team?
  7. Would you rather have an office DJ for a day every month or a live band during lunch breaks?
  8. Would you rather have a themed dress-up day every week or bring your pet to work day once a month?
  9. Would you rather have the office located next to a beach or in the heart of a vibrant city?
  10. Would you rather have a treehouse meeting room or an aquarium-style conference room?

Would you Rather Icebreaker Questions for Work

  1. Would you rather always be 10 minutes early to every meeting or always leave 10 minutes early from every meeting?
  2. Would you rather give up email for a week or give up your phone for a day?
  3. Would you rather have a desk with a window view or a larger desk in a more central location?
  4. Would you rather participate in a company-wide talent show or a cook-off competition?
  5. Would you rather only be able to take handwritten notes at meetings or only record audio notes?
  6. Would you rather have an office with an amazing view but a long commute or a bland office but a very short commute?
  7. Would you rather have the office temperature be slightly too cold or slightly too warm?
  8. Would you rather start your workday at sunrise or work late into the night?
  9. Would you rather have a surprise day off once a month (with no notice) or be able to schedule a half-day off whenever you want?
  10. Would you rather have a team-building retreat in the wilderness with no cell service or in a luxury hotel with all the amenities?

Funny Would you Rather Questions for Work

  1. Would you rather always have to enter meetings by sliding on a banana peel or always have to leave meetings moonwalking?
  2. Would you rather wear a superhero cape or a wizard hat in every video meeting?
  3. Would you rather have a magic carpet that flies you to work or a submarine that takes you there underwater?
  4. Would you rather have the ability to turn any boring meeting into a party or turn any stressful day into a spa day?
  5. Would you rather have to wear clown shoes or a clown nose during all your work calls?
  6. Would you rather work in an office where the furniture is made of LEGO or where all the walls are trampolines?
  7. Would you rather have your office chair be replaced with a rocking horse or a bean bag?
  8. Would you rather have to speak like a pirate or a robot in all professional communications?
  9. Would you rather only be able to use a giant pencil or a tiny keyboard for all your work?
  10. Would you rather have an office-wide pillow fight once a month or an office-wide game of tag once a week?

Funny Would you Rather Questions for Work

Good Would you Rather Questions for Work

  1. Would you rather have the flexibility to set your own hours or the security of a predictable schedule?
  2. Would you rather work in an environment where you’re the expert or one where you’re constantly learning from others?
  3. Would you rather have immediate feedback on your work or comprehensive feedback at the end of a project?
  4. Would you rather have a workspace with the best technology and gadgets or one that’s eco-friendly and sustainable?
  5. Would you rather have more autonomy in your current role or more guidance but with higher responsibility?
  6. Would you rather work on something you’re passionate about for less pay or work on something you’re not interested in for more pay?
  7. Would you rather have the power to eliminate unnecessary emails or unnecessary meetings?
  8. Would you rather attend a professional development conference or a creative workshop to improve your job skills?
  9. Would you rather work in an office that’s too quiet or too noisy?
  10. Would you rather be known for your leadership skills or your creativity?

Would you Rather Questions for Adults at Work

  1. Would you rather only be able to use voice commands for your computer or only be able to type with one hand?
  2. Would you rather have every Wednesday off or work half-days on Fridays?
  3. Would you rather have a job where you help people directly every day or create something that millions use?
  4. Would you rather participate in a monthly work book club or a monthly culinary club?
  5. Would you rather have a workspace decorated by a professional interior designer or have total control to decorate it yourself?
  6. Would you rather have an annual retreat in a luxury location but with intensive team-building exercises or a modest retreat with plenty of free time?
  7. Would you rather never have to attend another work-related social event or never have to give another presentation?
  8. Would you rather have the power to eliminate one task from your job forever or add a task you love?
  9. Would you rather have your current job with more creative freedom or a higher-paying job with strict guidelines?
  10. Would you rather have a surprise day off announced the morning of or a scheduled half-day off every week?

Team Building Would you Rather Questions for Work

  1. Would you rather have a team retreat in the mountains or by the sea?
  2. Would you rather participate in a cooking competition or a coding hackathon with your team?
  3. Would you rather have your team win a charity sports tournament or a creative design challenge?
  4. Would you rather have an office-wide scavenger hunt or a talent show?
  5. Would you rather collaborate on a massive puzzle or work together on a mural for the office?
  6. Would you rather have a truth-telling session with no repercussions or a compliments-only day?
  7. Would you rather have a day of outdoor team-building games or indoor board games?
  8. Would you rather tackle an escape room designed around your work or a survival skills workshop with your team?
  9. Would you rather have your team form a band for a day or produce a short film?
  10. Would you rather go on a team-building expedition in the wilderness with basic gear or a luxury team retreat with all amenities but no teamwork activities?

Team Building Would you Rather Questions for Work

Virtual Would you Rather Questions for Work

  1. Would you rather have video meetings with fun virtual backgrounds or with no backgrounds but casual attire?
  2. Would you rather have your team communicate solely through emojis for a day or through voice messages only?
  3. Would you rather participate in a virtual escape room challenge or a virtual trivia night with your team?
  4. Would you rather have a virtual coffee break with your whole team every morning or a virtual happy hour once a week?
  5. Would you rather attend a virtual workshop on improving remote work productivity or on enhancing personal well-being?
  6. Would you rather face a virtual background fail that's hilariously embarrassing or accidentally stay on mute for half of an important meeting?
  7. Would you rather work with a high-speed internet connection but outdated software or with the latest software but unpredictable internet?
  8. Would you rather have a virtual talent show with your coworkers or a virtual art and craft exhibition?
  9. Would you rather participate in a virtual "Bring Your Pet to Work Day" or a "Show and Tell Your Hobby" day?
  10. Would you rather end every video call with a team dance-off or start every call with a quick virtual team-building game?

Would you Rather Questions for Work Meetings

  1. Would you rather start meetings with a fun fact about a team member or a quick round of a trivia question?
  2. Would you rather conclude meetings with action items for everyone or a single collective goal?
  3. Would you rather have a meeting outdoors on a sunny day or a comfy indoor setting with snacks?
  4. Would you rather have the power to skip one meeting per week of your choice or end all meetings 10 minutes early?
  5. Would you rather have a themed dress code for meetings once a month or a fun background challenge for virtual meetings?
  6. Would you rather take meeting notes by hand or record the meeting and have it transcribed?
  7. Would you rather have a surprise guest speaker at a meeting or a surprise team-building activity?
  8. Would you rather have longer but less frequent meetings or shorter but more frequent check-ins?
  9. Would you rather have meetings with mandatory camera on for all or completely audio-only sessions?
  10. Would you rather participate in a meeting while walking (walk and talk) or stationary on an exercise ball?

How to play Would You Rather Questions?

If you and your friends or colleagues want to have fun and enjoy playing this game, you need to keep a few things in mind:

  1. A minimum of two or three people are required to play the game. The more the number of players, the more fun the game becomes. Of course, two people can also play, but then, it would be like an interview round without much fun element.
  2. The leader should declare the game rules before the game begins. 
  3. Decide the order of the players before you start the game. There can be various techniques for this. For instance, you can say that the youngest one in the group gets to go first. You can also decide the player's order by rolling the dice.
  4. One person posts the question on the Slack group. The question can be asked individually to each player or it can be common across the group. All of this can be decided before starting the game. 
  5. The person putting forth the questions can either ask a question where both options are difficult to choose or the question could be such that one would be tempted to choose both options. Take it easy and do give some easy questions too. Pick up questions from the various categories listed above. The list of questions can be prepared in advance before the game commences.
  6. Either option should be the answer. Players are not allowed to choose or reject both.
  7. A player also needs to explain why he is choosing the particular option.
  8. Set a timer for giving the answer. If a player overshoots the time, then he or she is out of the game.
  9. Lastly, every player needs to remember that this is not some exam or questionnaire and there are no marks for these. Remember to be sportive. We bet you would end up laughing and have a lot of fun.

How does the Would You Rather Game help in team building?

  1. It helps in getting the complete team together.
  2. The game acts like an icebreaker and helps you to become comfortable with your teammates, especially if you are a new member.
  3. This game can bring up interesting conversations within the team. All of these need not be related to your work.
  4. It helps you understand how your other team members think of answers and what could be their thought processes in doing so.

Love Would You Rather or This or That? Play such fun icebreaker games on Ricotta right in Slack and Microsoft Teams! Check out Ricotta Games on Slack and Microsoft Teams.

Conclusion

So, we have seen how games like “Would You Rather” help in bringing you closer to your group members. We all love team building games and wish to have fun at work, especially while working remote or hybrid. A lot of companies keep looking for new ways to engage their team, especially to have an easy onboarding for remote employees. This helps employees be recognized and motivated to start work everyday. Would you rather questions are a great source of fun and team collaboration. So how about a quick game using our list of the best would you rather questions?

Check out other blogs that will help you keep our employees engaged like Virtual Team Building Games, Zoom icebreakers, Zoom games, This or That questions and Icebreaker Questions.   

FAQ: Would You Rather Questions for work

What are Would you rather questions?

Would you rather questions is a choice game wherein one option out of the two has to be picked out. It is similar to This or That icebreaker questions wherein two options are presented. These games are a great conversation starter to help people get to know each other better.

These questions start with a simple “Would You Rather” phrase and is a very popular and fun icebreaker game for small and large groups.

What is the benefit of would you rather questions for work?

Like every other virtual team building game, Would you rather makes teams bond, reduce awkwardness and help break the ice. Companies often host get-togethers and icebreaker games for new on boarders to make them feel more comfortable on their first few days at work. Would you rather can be played online on Zoom or Slack as well as in-person. It is widely used by remote and hybrid teams to make their employees feel less socially isolated.

What are some difficult would you rather questions?

Some difficult would you rather questions will make you scratch your head and will make it hard to pick out one out of the two options. Here is a list of difficult would you rather questions:

  • Would you rather travel the world for a year or have $50,000 to spend on whatever you want?
  • Would you rather have super sensitive taste buds or super sensitive hearing?
  • Would you rather experience the world beginning or ending?
  • Would you rather cook in a restaurant that serves food you can’t eat or work as a bartender where you can’t drink alcohol?
  • Would you rather have more money or more time?

What are some funny would you rather questions?

Funny would you rather questions will let you have a good laugh with your peers and ultimately help you bond with them. Here is a list of funny would you rather questions:

  • Would you rather be compelled to high five everyone you meet or be compelled to give wedgies to anyone in a green shirt?
  • Would you rather fart loudly or burp after every meal?
  • Would you rather be a TikTok influencer or an internet meme?
  • Would you rather have spaghetti hair or cheesy curl fingers?
  • Would you rather wear a clown wig or clown shoes every day?

When should I use a Would You Rather question at work?

You can start a game of would you rather before a meeting, during a friendly get-together or a virtual team bonding session. 

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