The Best 129 Would You Rather Questions for Work

Having excellent Would You Rather questions for work can make any team retreat a resounding success. Would You Rather questions can also be used as fun ice breakers in meetings or exciting team building activities. These questions can be a fun way to get to know your team on a deeper level. LinkedIn mentions that building relationships with your team can improve work-life balance and make work time even more enjoyable.

So, whether your team works from home or they’re back in the office, Would You Rather questions are a great way to build connections and add some excitement to your team’s day. If you’re scratching your head and trying to find a list of the best questions to ask, we’ve compiled a list of the best Would You Rather questions to engage your crew.

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• Benefits of Would You Rather Questions
• Would You Rather Questions About Food
• Fun Would You Rather Questions for Work
• Would You Rather Work Questions for Team Building
• Silly Would You Rather Questions
• Tricky Would You Rather Questions
• Creative Would You Rather Questions
• Travel-Themed Would You Rather Questions

Benefits of Would You Rather Questions

In addition to creating a happier work environment, Would You Rather questions can also be an excellent team building activity that helps facilitate employee engagement. Engagement is an excellent way to boost productivity among your team. Harvard Business Review describes a survey conducted by Gallup that reports that employee engagement can boost productivity by up to 22%!

So why not start off your next work meeting with a fun set of Would You Rather questions? Engage your employees with these questions right away to facilitate a productive meeting and a fun work day. Many of these Would You Rather questions could also be a team building activity themselves, or fun ice breaker questions.

Would You Rather Questions About Food

What better way to get to know your team than questions about food? Find out what your team likes (and dislikes) with these Would You Rather questions before the next team retreat.

1. Would you rather go on food tours in NYC or food tours in New Orleans?

2. Would you rather take a cooking class near you or enjoy a private chef near you?

3. Would you rather compete in a pasta making competition or a pizza making competition?

4. Would you rather cook or order takeout?

5. Would you rather eliminate sugar or salt from your diet for the rest of your life?

6. Would you rather have a constant supply of the best coffee at the office or the best snacks at your desk?

7. Would you rather swim in a pool filled with Nutella or maple syrup?

8. Would you rather eat only pizza for a year or not be able to eat pizza for five years?

9. Would you rather have ice cream toppings on pizza or pizza toppings on ice cream?

10. Would you rather eat only fried food or only boiled food for the rest of your life?

11. Would you rather eat mayonnaise or Sriracha with every dish?

12. Would you rather put peanut butter on your burger or dip flaming hot Cheetos in cream cheese?

13. Would you rather eat pineapple or mushrooms on pizza?

14. Would you rather eat only sweet foods or only spicy foods for the rest of your life?

15. Would you rather only eat Chinese food or Italian food for the rest of your life?

16. Would you rather skip breakfast, lunch or dinner?

17. Would you rather eat cake or pie?

18. Would you rather pour cereal or milk in the bowl first?

19. Would you rather work at a desk made of Jello or marshmallows?

Fun Would You Rather Questions for Work

Engage your team with fun Would You Rather questions for work. Keep the mood light and entertaining with these questions for a unique icebreaker.

20. Would you rather be 15 minutes late to work or 30 minutes early to work?

21. Would you rather take off Friday or Monday from the work calendar?

22. Would you rather walk to work in heels or drive to work in reverse?

23. Would you rather tell your past self a secret or ask your future self a question?

24. Would you rather settle an argument with “rock-paper-scissors” or “hide-and-seek”?

25. Would you rather work in an office or remotely for the rest of your career?

26. Would you rather have the fastest typing speed or reading speed?

27. Would you rather sit by the printer or the water cooler in the office?

28. Would you rather work in the office in your pajamas or at home in a suit?

29. Would you rather give up pizza days or birthday cake with your team?

30. Would you rather have tight or relaxed work deadlines?

31. Would you rather be a big fish in a small pond or vice versa?

32. Would you rather work in a client-facing role or behind the scenes?

33. Would you rather work on projects that are highly profitable or socially impactful?

34. Would you rather play music in the office or work in silence?

35. Would you rather start work early and go home early, or start work late and go home late?

36. Would you rather work on a team that prioritizes efficiency or creativity?

37. Would you rather have more paid vacation or more paid training?

38. Would you rather work in an office that’s freezing cold or sweltering hot?

Would You Rather Questions for Team Building

Strengthen your team’s bond with Would You Rather questions for team building. Deepen workplace friendships and build rapport with these fun questions.

39. Would you rather go out for team building activities near you or do online team building activities?

40. Would you rather master every musical instrument or every type of sport?

41. Would you rather be rich working a job you hate or poor working a job you love?

42. Would you rather live without heat and AC or go without social media?

43. Would you rather get a handwritten card or a phone call?

44. Would you rather have a team breakfast, lunch or dinner?

45. Would you rather have Batman or Superman on your team?

46. Would you rather go first or last in team building activities?

47. Would you rather team up with your boss in a game or challenge them in a game?

48. Would you rather battle King Kong or Godzilla with the co-worker who sits closest to you?

49. Do you prefer good news or bad news first?

50. Would you rather have a group activity indoors or outdoors?

51. Would you rather be the leader of an activity or a follower?

52. Would you rather work for a ghost or a vampire?

53. Would you rather do your job blindfolded or standing on your tiptoes?

54. Would you rather give your next big presentation in a clown suit or a tutu?

55. Would you rather work in an office where everyone has to dress like superheroes or cavemen?

56. Would you rather have a team lunch every week or a happy hour once a month?

Silly Would You Rather Questions

Have some fun in the office with silly Would You Rather questions. What better way to engage your team than with questions that will make them laugh?

57. Would you rather be forced to sing along or dance to every song for the rest of your life?

58. Would you rather only be able to go out during the day or the night?

59. Would you rather have a third ear or a third eye?

60. Would you rather have the ability to see 10 minutes into the future or 150 years into the future?

61. Would you rather live in a house with friendly ghosts or be a ghost haunting your family the rest of their lives?

62. Would you rather give up brushing your hair for the rest of your life or brushing your teeth?

63. Would you rather be visited by a ghost or an alien?

64. Would you rather wear a clown hat or clown shoes every day for the rest of your life?

65. Would you rather have a helium-inflated voice every time you talked or laugh every time someone cried?

66. Would you rather give up deodorant or toothpaste?

67. Would you rather eat lunch with your hands or drink coffee through a straw?

68. Would you rather wear a cowboy hat or a top hat to work every day?

69. Would you rather have a case of the giggles or the hiccups on a permanent basis?

70. Would you rather have an oversized head or an oversized foot?

71. Would you rather compete in Squid Game or live in the apocalyptic world of The Walking Dead?

72. Would you rather have hands for feet or feet for hands?

73. Would you rather have a superior sense of smell or sight?

74. Would you rather have a unibrow or no eyebrows at all?

75. Would you rather get a papercut or stub your toe?

Tricky Would You Rather Questions 

Put your team’s thinking to the test with tricky Would You Rather questions for work meetings. What better way to get to know your team?

76. Would you rather accidentally wear your shirt inside-out or a pair of pants backwards?

77. Would you rather have a photographic memory or a perfect IQ?

78. Would you rather live in a treehouse or a cave?

79. Would you rather sell all of your possessions or sell one of your organs?

80. Would you rather hunt and butcher your own meat or never eat meat again?

81. Would you rather hear holiday-themed music forever or never hear it again?

82. Would you rather be in jail for five years or a coma for 10 years?

83. Would you rather lose your sight or your memories?

84. Would you rather be in a zombie apocalypse or a robot takeover?

85. Would you rather give up your cellphone or bathing for a month?

86. Would you rather have an annoying song stuck in your head or an itch that you can’t reach?

87. Would you rather sleep in a doghouse or let stray dogs sleep in your bed?

88. Would you rather give up social media or internet search engines?

89. Would you rather never be able to remember someone’s name or never be able to remember directions?

90. Would you rather have bad breath or smelly feet?

91. Would you rather stop talking or stop using the internet for a month?

92. Would you rather give up your smartphone or drinking for a year?

93. Would you rather be really tall or really small?

94. Would you rather have unlimited gas for your car or unlimited data for your phone?

Creative Would You Rather Questions 

Engage your office team with creative Would You Rather questions. Whether you’re dreaming big or debating between different superheroes, they’ll have a lot of fun with these scenarios!

95. Would you rather get trapped in the middle of a food fight or a water balloon fight?

96. Would you rather be an extra in an Oscar-winning movie or a lead actor in a movie that flops?

97. Would you rather communicate only in emojis or never be able to text again?

98. Would you rather be able to swim underwater limitlessly or fly?

99. Would you rather have telekinesis (the ability to move objects with your mind) or telepathy (the ability to read minds)?

100. Would you rather have a pause button or a rewind button for life?

101. Would you rather be able to control fire or water?

102. Would you rather speak another language or play another instrument?

103. Would you rather give up your favorite movie or your favorite musician?

104. Would you rather be a chess grandmaster or a pro boxer?

105. Would you rather record a hit song or set a record at the Olympics?

106. Would you rather meet the DC superheroes or the Marvel superheroes?

107. Would you prefer every day to be Christmas or Halloween?

108. Would you rather only listen to old music or only listen to new music?

109. Would you rather fly or read minds?

110. Would you rather have a pet unicorn or a pet dragon?

111. Would you rather be Superman or Batman?

112. Would you rather be friends with Wonder Woman or Captain America?

113. Would you rather have the ability to talk to animals or have the knowledge of everything in the world?

Travel-Themed Would You Rather Questions

Help your team plan their next vacation with travel-themed Would You Rather questions. Whether they prefer the beach or the mountains, they’ll bond with co-workers over their dream vacations!

114. Would you rather travel by plane or by car?

115. Would you rather vacation at the beach or in the mountains?

116. Would you rather go deep-sea diving or skydiving?

117. Would you rather go for a run or a hike?

118. Would you rather travel to a remote destination or a big city?

119. Would you rather stay in during a snow day or build a fort?

120. Would you rather time travel to the past to see your loved ones or time travel to the future to meet your great-grandchildren?

121. Would you rather live on the beach for a year or in a cabin in the woods for a year?

122. Would you rather only visit cold climates or tropical climates?

123. Would you rather visit space or the deep ocean?

124. Would you rather go on a company retreat in Las Vegas or Disney World?

125. Would you rather spend the night in the world’s scariest haunted house or live outside for a week?

126. Would you rather travel the world on a tight budget or visit one country in luxury for a month?

127. Would you rather travel to the Sahara Desert or Antarctica?

128. Would you rather be stuck on a broken ski lift or a broken roller coaster?

129. Would you rather go on a roadtrip or a cruise?

From exciting travel questions to Would You Rather questions about food, there are tons of creative questions to engage your work team. Whether you’re leading a Zoom meeting or bringing your employees together for an in-person team building activity, Would You Rather questions are an excellent way to build connections, boost productivity and increase retention on your team.

For even more ideas to connect you and your team, check out other experiences happening on Cozymeal.