400+ Icebreaker Questions Your Team Will Appreciate

Alex Vernik
Alex Vernik
Engineering Ops Specialist
Posted on
Feb 18, 2021
Updated on
Mar 21, 2023
Table of Content

Team Ice breaker Questions

There are icebreaker questions, and there are ice breaker questions; the goal of the good ones is to actually promote a growing sense of team understanding and cohesion. 

and, it's way easier than you thought it could be! Here are 4 quick and easy rules to make your icebreakers work for you (and your team): 

  1. Self-expression: it might take awhile for your team to warm up, but once they do, allowing them to express themselves will go a very long way indeed. 
  2. Go first: lead by example, and answer the question first (even if it's a tough one, or you're not leading the meeting!). Remember, this is the first step towards having a productive, trusting, and ultimately blameless retro! 
  3. Keep it short and sweet: you don't want to spend hours on icebreakers, so keep them short and sweet and timely - you could always extend the icebreaker session to an after-work activity. 
  4. Enjoy it: having fun together builds culture!


When it comes to self-expression, you need to make sure that the question doesn't set the bar too high or too low, and that there’s no wrong answer., 

Stick to open questions (as in, no direct yes or no answers), and avoid anything too factual (these can make people feel inadequate if they don't know the answer). Open questions will also help you learn more about your colleague’s lives and thought processes! 

Remember though, that you need to make sure everyone feels included and if things get a little too personal, you run the risk of making people uncomfortable (or building a non-trusting, blame-heavy environment) – so always try to start with less personal questions. 

Some good examples of these are - 

  • Tell us about an interesting hobby of yours. 
  • Do you have a secret skill no one knows about? What is it? 
  • Who’s your favorite singer/song? 

Answer Icebreakers First 

It's not just what you ask, but how you ask. 

Answering first will help to make everyone feel a little more comfortable with one another, as well as avoid any awkwardness about breaking the silence (or ice). 

It's a great way to make yourself vulnerable, as well as leading by example.

Keep Things Simple

Icebreakers can be pretty complicated. 

You want to avoid forcing anyone to reveal too much information about themselves, or have to think too hard – this should be an easing of tensions, not a stress-inducer! 

Your icebreaker session should last up to 10 minutes. If there’s a larger group in the session or some very talkative people you could still have open-ended icebreakers with one-word answers, such as "What's your spirit animal?" or "What did you eat for breakfast?"

We hope you have fun with these icebreaker questions!

Some of our favorites are in bold. Start with those if you don’t have time to comb through the whole list, or just go right to the next section and learn about our free icebreaker questions generator tool.

Fun Icebreaker Questions

A still cut of an astronaut Moonwalk thinking on the moon’s surface, kpop style colors, smokey background

Icebreakers are a magic tool to garner enthusiasm and passion for your meetings. Some of the most effective Icebreakers are ones that will make the team smile and enjoy themselves (perhaps out of stupidity or craziness). Fun Icebreaker questions are a great twist on traditional Icebreakers and will make your team think hard and smile about their answers.

Fun Icebreaker questions starting with "Would you rather"

  1. Would you rather lose all of your money or all of your pictures?
  2. Would you rather be an Olympic gold medalist or an astronaut?
  3. Would you rather have a pet sloth or a pet parrot?
  4. Would you rather give up your cellphone for a month or bathing for a month?
  5. Would you rather know everything about the ocean or space?
  6. Would you rather happy moments become happier or sad moments become less sad?
  7. Would you rather have no arms or no legs?
  8. Would you rather be funny or clever?
  9. Would you rather always be cold or always be hot?
  10. Would you rather lose your sight or hearing?
  11. Would you rather fart or burp glitter?
  12. Would you rather be able to run at 100 miles per hour or fly at 10 miles per hour
  13. Would you rather travel back in time to meet your ancestors or would you rather go to the future to meet your descendants? 
  14. Would you rather kiss a jellyfish or step on a crab?
  15. Would you rather never hear music again or lose the ability to read?
  16. Would you rather always be slightly late or always be an hour early?

Fun Icebreaker questions that are "If questions"

  1. If extraterrestrials landed on earth, who would you recommend as their first point of contact and why?
  2. If you had a million dollars, what would be the first thing you bought?
  3. If a turtle doesn’t have a shell, is it homeless or naked?
  4. If an everyday office task turned into an Olympics sport, would you fail it miserably?
  5. If aliens landed on earth tomorrow and offered to take you home with them, would you go?
  6. If you could live in any state, which state would you pick?
  7. If you could learn any skill, what would it be?
  8. If you were in the Olympics, what sport would you play?
  9. If you could be guaranteed one thing in life (besides money), what would it be?
  10. If I visited your hometown, what local spots would you suggest I see?
  11. If you had the chance to go back and start again, what age would you choose?
  12. If you were independently wealthy and didn’t have to work, what would you do?
  13. If you came home and found a penguin in your freezer, what would you do?
  14. If you had to lose all your memories, which one would want to lose last?
  15. If you had a time machine, would you go back in time or into the future?
  16. If you had a robot to assist you in school or work but it could only do one thing, what would it be?
  17. If you had to eat one meal everyday for the rest of your life what would it be?
  18. If you were famous what would you be famous for?
  19. If you could remove one food so that no one would eat it ever again, what would you actually pick to destroy?
  20. If the police unexpectedly break into your home in the day, what would you be found doing?
  21. If you could only eat one dessert for the rest of your life, what would it be?
  22. If you could only meet one person from history, who would it be?
  23. If you were famous, what would you be famous for?
  24. If you could commit any crime and get away with it, what would you choose and why?
  25. If you could change your name, what name would you choose?
  26. If you could bring back a fashion trend, what would it be, and why?
  27. If you had an extra hour in the day, what would you do?
  28. If you could pick any sport, what sport would you compete in?
  29. If you could have an unlimited supply of one thing for the rest of your life, what would it be and why?
  30. If you could only eat one item of food for the rest of your life, what would you eat?
  31. If you could have a personal assistant follow you around all the time, what would you have them do?
  32. If you had to lose one of your senses, which would you choose to lose?
  33. If you were stranded on a desert island, what three items would you want to have with you?
  34. If you could go to Mars, would you? Why or why not?
  35. If you could only listen to one album for the rest of your life, what would it be?
  36. If you could get rid of one food forever, what would it be?
  37. If you could take 3 things to a desert island what would they be?
  38. If you knew you could not fail, what would you do?
  39. If you could have an endless supply of food, what would it be?
  40. If you can cook, what’s your favorite dish to prepare?
  41. If you could give a piece of advice to your younger self, what would it be?
  42. If you could be in the Guinness book of world records, what record-breaking feat would you attempt?
  43. If you could speak another language, what would it be?
  44. If you could have an extra hour of free time everyday, how would you use it?
  45. If you had all the money in the world, what would you do?

Other Fun Icebreaker Questions

  1. What is your favorite breakfast? Lunch? Dinner?
  2. What is your favorite book you read in school?
  3. What is your favorite musical instrument to hear being played solo?
  4. Who was your favorite teacher in school and how did he or she impact you?
  5. What’s your favorite car that you’ve owned?
  6. What does your favorite shirt look like?
  7. What is your favorite grocery store portion, and why?
  8. What’s your favorite international food?
  9. What school subject is your favorite?
  10. What was your favorite book growing up?
  11. Who is your favorite comedian?
  12. What is your favorite restaurant?
  13. What is your favorite color and why?
  14. What was your least favorite food as a child? Why did you dislike it?
  15. Which talk show host is your absolute favorite?
  16. What is your favorite animal?
  17. What’s your favorite food combination?
  18. What’s your favorite childhood board game?
  19. When you were little, who was your favorite superhero and why?
  20. Got any favorite quotes?
  21. Name one of your favorite things about someone in your family.
  22. What is your favorite thing to do locally?
  23. In particular, which team-building activity is your favorite?
  24. How has your favorite high school teacher impacted your life?
  25. Altogether, what is your favorite thing about your team?
  26. What was your favorite cartoon show growing up?
  27. What’s your favorite dessert?
  28. Who is your favorite actor or actress?
  29. What’s your favorite song right now?
  30. What’s your favorite type of weather?
  31. What’s your least favorite food?
  32. What’s your favorite thing to eat for breakfast?
  33. What’s your favorite cartoon character and why?
  34. What’s your favorite season?
  35. What was your favorite subject in school?
  36. Do you mind if I try out a new joke on you?
  37. Do you have any hidden talents? What can you do?
  38. Do you drink coffee or tea at work?
  39. Do you want to dance with someone smelly up close, or do you want to smell everybody in the room?
  40. Do you have any tattoos on your body and what does it look like?
  41. Do you ever just feel like dancing when you shouldn’t?
  42. Do you fold your pizza?
  43. Do you prefer breakfast, lunch, or dinner?
  44. Do you prefer hot chocolate or hot coffee?
  45. What would it take to give up your smartphone for a month?
  46. What was your first car?
  47. How well do you know your neighbors?
  48. What do you consider to be the most important invention in our lifetime, and why?
  49. Given the chance to live the life of another person, who would you choose?
  50. What are the five things that are the most important to you except friends and family?
  51. What was the worst injury you ever had?
  52. What three hashtags would you use to characterize your online persona?
  53. What did you think would be easy before you gave it a try?
  54. What makes you feel excited to be alive right now?
  55. When you were six years old, what did you wish to be when you grew up?
  56. What word can’t you stand the sound of?
  57. What are your top 3 most hated foods?
  58. Where do you prefer to live - city or countryside?
  59. Show us your cell phone wallpaper. Is there a story behind it?
  60. Are you a morning person or a night owl?
  61. Are you a traveler or a homebody?
  62. Are you a good dancer?
  63. Are you a morning or night person?
  64. What are you nostalgic about recently?
  65. You are stranded on a remote desert island. Are you alone or with your worst enemy?
  66. What are you most grateful for right now?
  67. What are you most excited about in life right now?
  68. What's the best dish you make?
  69. What's the best gift someone has ever given you?
  70. What ice cream flavor best describes your current personality?
  71. What’s your best scar story?
  72. What’s the best cake you’ve ever eaten?
  73. What's the best thing you've ever eaten?
  74. What's your best sport or fitness activity?
  75. What color best describes your personality today?
  76. What’s the best piece of advice you’ve ever received?
  77. In one word, describe your in-laws.
  78. In one word, name something that drives your success?
  79. What is your #1 recommendation in this city?
  80. What is your most used emoji?
  81. What is the first gift you remember receiving?
  82. What is the one thing that would actually help remote teams to function better?
  83. What is your worst dance move?
  84. What is/was your major?
  85. What is the most amazing story about your family?
  86. What is your happiest memory to date?
  87. What is one interesting fact about your high school or college?
  88. What is your goal by the end of the decade?
  89. What is the reason you get up in the morning?
  90. What is the most challenging aspect of your job right now?
  91. What’s the weirdest thing you’ve ever eaten?
  92. What's your most irrational fear?
  93. What is the scariest ride you’ve ever been on?
  94. What is the most useful thing you own?
  95. What’s the last thing you got in “trouble” for?
  96. What is the craziest thing you've ever done?
  97. What is the worst haircut you ever had?
  98. What is something you are craving right now?
  99. What is your cellphone wallpaper?
  100. What is the most embarrassing thing you’ve ever accidentally texted someone?
  101. What is one thing that brings you energy and joy?
  102. What is normal where you live, but might seem weird to the rest of the world?
  103. What is the most spontaneous thing you've ever done?
  104. What is the most unique shop or restaurant you’ve been in?
  105. What is the most embarrassing thing you've ever done?
  106. What is the last thing you completed that you’re proud of?
  107. What is the weirdest Wikipedia rabbit hole you've stumbled down?
  108. What is one word that doesn't describe love to you?
  109. What is your earliest memory?
  110. What is the noblest endeavor a person can dedicate their life to?
  111. What is the most embarrassing thing your parents did when you were a kid?
  112. What is a social cause you care about?
  113. What is your hidden talent?
  114. What is one fact that most people don’t know about you?
  115. What is one subject you think should be taught in school that isn’t?
  116. What is the last show you binge-watched?
  117. What is an embarrassing memory from when you were a teenager?
  118. What is one skill that you think everyone should possess and why?
  119. What is the last book you read?
  120. What is a talent you’d most like to grow and develop?
  121. Who’s someone you really admire?
  122. What would you like to do when you retire?
  123. What do you value most in a friendship?
  124. Who has been your most interesting/confusing/annoying neighbor?
  125. What would your dream house be like?
  126. What do you hope to be doing 10 years from now?
  127. What are the useless facts you’ve ever known?
  128. What would you do with your 15 minutes of fame?
  129. What talent would you most like to develop?
  130. What was your dream job as a child?
  131. Would you advise someone to attend a university now that you've completed your education?
  132. What company or brand did you love until they betrayed your trust?
  133. Who is the most competitive person you know?
  134. What clubs were you a member of in high school?
  135. When you die, what would you like to be remembered for?
  136. What was the first concert you attended?
  137. What was the most inappropriate thing you did in school?
  138. What was the first item you bought with your own money?
  139. In high school, what was the stupidest thing you did?
  140. Who is the most underrated celebrity?
  141. Be honest, how often do you work from bed?
  142. Who is the most interesting person you’ve met and talked with?
  143. What kind of jokes do you take seriously?
  144. Who has been your most interesting, disturbing, or annoying neighbor?
  145. When someone finds out what you do, or where you are from, what question do they always ask you?
  146. Mention somebody you truly admire.
  147. What would the title of your autobiography be?
  148. What sparked your curiosity in whatever you’re most curious about now?
  149. What would be the last meal you would ever eat?
  150. What do you miss about kindergarten?
  151. Tell me about a memory from childhood that inspires your life.
  152. What fruit or vegetable would you most want to be?
  153. Have you seen anything lately that made you smile?
  154. Who was your childhood hero and why?
  155. What animal would you be and why?
  156. How old were you when you started college?
  157. What would you consider your most embarrassing quirk to be?
  158. What was your very first car?
  159. What are you doing when you feel most alive?
  160. Describe an experience in your life that changed your values?
  161. For what in your life do you feel most grateful?
  162. What was the last thing you did that gave you child-like joy?
  163. What culture would you like to learn more about?
  164. When you were a child, what was your biggest dream?
  165. Who did you have a crush on when you were little?
  166. What style trend did you follow that you deeply regret?
  167. When was the last time you did something for the first time?
  168. What did you want to be when you grew up?
  169. Who influenced you the most when you were growing up?
  170. When you were six years old, what did you want to be when you grew up?
  171. Complete the sentence “I wish everyone could…”
  172. Describe an experience in your life that changed your values?
  173. What got your attention today, and why?
  174. What two things do you consider yourself to be very good at?
  175. What sport do you wish you knew more about?
  176. If you had to describe how you are feeling right now as a weather pattern, what is your forecast?
  177. What is something you are looking forward to, and why?
  178. What is something you are worried about?
  179. What is something new or interesting you have learned recently?
  180. What animal best represents you today, and why?
  181. What is the weirdest thing in your fridge right now?
  182. What was your favorite recent meal, and why?
  183. What are you grateful for today, and why?
  184. What would you do if you had an extra day off tomorrow?
  185. If you could invite anyone to dinner tonight, who would it be and what would you eat?
  186. What was the last song you listened to, and where?
  187. What is your favorite recent accomplishment, and why?
  188. If you could get advice from anyone in the world today, whom would you ask, and what would you ask them?
  189. If you had an expert personal assistant today, what would you have them do?
  190. What is something about the next teammate that you appreciate?
  191. Show us something in your space that you really like?
  192. What emoji best represents you today, and why?
  193. What is the most important thing to remember daily that you have not been able to?
  194. What help could you most use that you have not asked for?
  195. What is your one piece of advice to everyone here?
  196. Which question can you ask to find out the most about a person?
  197. What color best describes your personality today?
  198. Have you been pleasantly surprised by anything recently?
  199. If you did not have to sleep, how would you spend the extra 8 hours?
  200. What thing from nature, excluding animals, best describes you today?
  201. What question do you wish people would ask you?
  202. If you could be one other person, who would that person be and why?
  203. If you had to describe how you are feeling right now as an amusement park ride, what ride are you on?
  204. If you could safely eat any inedible object, what would it be?
  205. What are you reading right now?
  206. If you could pick up a new skill in an instant what would it be?
  207. Is there any topic lately that you would like to be mentored on?
  208. When you are feeling stressed, how do you deal with it?
  209. How would you describe your communication style in 3 words?
  210. What criteria helps you decide whether to say “no” to something or commit to it?
  211. What are you excited about this week? What worries you?
  212. What is one rule your parents or guardians enforced when you were a kid?
  213. Do you have any routines you use to improve your energy and focus?
  214. How do you recognize when you are stressed?
  215. Who has made a positive difference in your life recently?
  216. What was the last thing you fell in love with?
  217. If buying groceries were a game, what would be one of the loading screen tips?
  218. What is one of your recent pet peeves?
  219. How would your best friend describe you?
  220. Congratulations! You have been chosen to represent your country in a global competition. What sport or activity are you doing?
  221. What is one of your favorite recent memories?
  222. What is one thing that brings you energy and joy?
  223. What are you nostalgic about recently?
  224. What are you looking forward to?
  225. What fictional world or place would you like to visit?
  226. If you could have an animal sidekick, what animal would it be? Why?
  227. What current fact about your life would most impress your five-year-old self?
  228. What fruit or vegetable represents your mood today?
  229. What is something you are craving right now?
  230. What is something you would change if you ran the world?
  231. What was your favorite breakfast as a kid?
  232. What is something you rebelled against as a kid?
  233. What were some of your favorite activities as a kid?
  234. What is a food, smell, or sound that you associate with where you grew up?
  235. What is a time when someone did something you appreciated (at work or in another context), but you did not let them know? What held you back?
  236. Which do you prefer, oceans or mountains? Why?
  237. Would you rather speak all languages or be able to communicate with animals?
  238. Make a choice: Never hear music again or lose the ability to read?
  239. What would you do if you came home and found a penguin in your freezer?
  240. If you had to sing karaoke right now, which song would you pick?
  241. You have been teleported to the middle ages. How do you make a living there?
  242. What is one thing you wish you had been taught in school?
  243. You have been granted a one-way ticket to another country of your choice. Where are you going?
  244. What does it feel like to be you right now?
  245. What is a food that reminds you of childhood?
  246. What is something you have drawn inspiration from recently?
  247. What is something you like to do whenever you travel to a new country?
  248. Who on the team would you like to swap jobs with for a day?
  249. If your home was packed full of golf balls how would you remove them?
  250. Do you have a favorite mug? Let us see it and tell us why you love it!
  251. Name a healthy food you enjoy and an unhealthy food that you find hard to resist.
  252. What is an adventurous thing you have done recently?
  253. What is a guilty pleasure you love to indulge in from time to time?
  254. Where did you grow up and what was it like?
  255. If you could rid the world of one thing, what would it be?
  256. What were you most passionate about as a kid?
  257. If you were a takeaway food, what would sum up your day and why?
  258. What looks easy peasy lemon squeezy but is actually difficult difficult lemon difficult?
  259. What is something from your childhood that you still love today?
  260. What healthy food tastes just as good to you as unhealthy food?
  261. You have died but instead of entering the afterlife, you have entered Earth 2.0. What is something that make Earth 2.0 better?
  262. What is a small act of kindness you were once shown that you will never forget?
  263. What do you value most in a friendship?
  264. What is something that you have never learned to do?
  265. Where do you feel most at home?
  266. What small thing would improve your day today?
  267. If you could go back in time 10,000 years ago and make a cave painting to confuse everyone in the future, what would you draw?
  268. What do you enjoy most about what you spend your time on?
  269. What is one thing you want to do in life, but do not know where to start
  270. What is your favorite thing about the place you live?
  271. What is something that puts you in a state of flow?
  272. If you could go back in time and make little changes to your childhood, what is one thing you would learn so you could be an expert at it today?
  273. A genie appears and grants you a wish for someone else in the world. Who and what do you make a wish for?
  274. If you could instantly know any other language, which would it be and why?
  275. What is the best phrase or piece of slang people in your hometown use?
  276. If you were going to be frozen tomorrow for a one-way 1000-year interstellar voyage, what would you most want to communicate (and to whom) before you leave?

Funny Icebreaker Questions for Work

Icebreakers can be used in a wide variety of circumstances; one being the workplace. Funny Icebreaker Questions for Work can be very beneficial within any work environment or sector. These Icebreakers are specialized to be utilized in the workplace. They relate to jobs, projects, skills, teamwork and general work-life topics. These Icebreakers can be especially effective because team members who work in the same place are likely to have similar experiences and memories relating to work, so their answers can be understood and appreciated even more so.

Check out these funny icebreakers for work:

  1. Do you work better with or without music? What are you listening to while you work?
  2. What is one work-related skill that you’d like to develop, especially if you could do it easily?
  3. Is it ever OK to waste time?
  4. Do you plan to prepare for your first internship interview? How?
  5. What is one thing you wish could be automated in your job?
  6. What is a time when someone did something you appreciated (at work or in another context), but you didn’t let them know? What held you back?
  7. What is something that always confuses you about the work we do here?
  8. Where do you want to retire?
  9. What was the worst job you've ever had?
  10. What are some strategies that you’ve found to be helpful in your recent work?
  11. What characteristic do you value the most in your coworkers?
  12. What do you miss about working in an office?
  13. What was the first team you were part of?
  14. Do you have an internship secured?
  15. Show us your office space!
  16. What was your first ever job?
  17. What was the worst job you ever had?
  18. What did you do with the time you didn’t spend commuting today?
  19. What new, or additional, skill do you think you need now to progress further?
  20. What skill do you think everyone should have?
  21. Which class do you wish your school offered?
  22. What do you think the most important thing is for a workplace to have?
  23. Where do you want to retire?
  24. What do you admire most in a work colleague?
  25. What is something in your workspace that cheers you up during the day?
  26. What is one thing you wish could be automated in your job?
  27. What was your first ever job?
  28. Have you learned any useful productivity hacks recently?
  29. What is one productivity tool you could not live without, and what makes it indispensable?
  30. Look around and assess how satisfied you are with your physical workspace. What is one thing you love about\nit? What would you improve?
  31. What are some strategies that you have found to be helpful in your recent work?
  32. What is something on your desk, a nearby wall, or out the window that cheers you up during the day?
  33. What boundaries have you set to ensure that you unplug from work?
  34. What is one of the biggest risks you have taken in your career? How do you feel about having taken it?
  35. You are cooking for the whole team, what is your signature dish?
  36. Have you ever practiced self development? If so, what have you done recently to work on self improvement?
  37. If there were no dress code, how would you dress for work?
  38. What do your family think you do for work?
  39. Do you have any non-work goals right now? What are they?
  40. What is something our team is good at?
  41. If you had a magic button on your desk to bring you whatever you wanted instantly, what would it summon?
  42. Do you have any mentors or people you look up to? Tell us about one of them.
  43. Are there any aspects of your personality that hold you back? How do you adapt?
  44. What is one project that you could stop doing to give yourself more focus?
  45. How soon do you reply to emails?
  46. What do you value most in a partner?
  47. What was your first job?
  48. What is the single most important factor that you would change about your job?
  49. What is the preferred way to break the ice with a new team member?
  50. If you could have any view out your office window, what would you choose?

Ice breaker Questions for virtual meetings

Girl watching tv next to a big window Out At A Vast Ocean From Sliding Glass Door Huge Moon Reflection In Water Painted By Hayao Miyazaki High Detail Beautiful

Although virtual meetings offer immense advantages to the modern workplace, it’s not uncommon to find that starting virtual meetings is awkward, annoying and slow. This is why using Icebreakers in virtual meetings is so crucial to having a successful meeting. These Icebreakers will relate to remote work, virtual meetings and personal questions that can be appreciated by virtual or work-from-home teams.

Check these out:

  1. Have you ever worked from bed?
  2. Do you find time passing differently when you work from home vs. when you work in the office?
  3. What is the best thing a coworker has done or said to you during the pandemic?
  4. In one word, what is the greatest challenge you have faced this month?
  5. In one word, describe your team.
  6. What is your preferred way of breaking awkward silences over Zoom?
  7. What is your number one tip for combating distractions when working from home?
  8. What is the most comfortable setting that you miss from home?
  9. What is one thing we could do to improve our virtual meetings?
  10. What item did you hoard when you heard that a lockdown will be happening?
  11. What are the top 5 items in your post-pandemic bucket list?
  12. Is there anything hard about working virtually?
  13. How do you like to sit in a chair?
  14. What is normal where you live, but might seem weird to the rest of the world?
  15. What is the coolest website you've ever visited?
  16. If you had 25 hours each day, how would you use your extra time?
  17. What crazy activities do you dream of trying someday?
  18. If you did not have to sleep, how would you spend the extra 8 hours?
  19. If you could speak another language, what would it be?
  20. What is the worst piece of advice you have ever been given? And why was it so bad?

Holiday Icebreaker Questions

Holiday times are always celebratory and special. However, running meetings during holidays can be a drag for the team. By starting your meeting with these topical Icebreakers you’ll find that the team will engage more in the meeting, producing better outcomes. Choosing these holiday Icebreaker questions for your meeting during the holiday period will mean everyone is on the same page of understanding, so no one is left in the dark from the questions.

Check these out:

  1. Would you rather hear holiday-themed music forever, or never heard it again?
  2. Would you rather visit a volcano or a rainforest?
  3. Have you ever been to summer camp growing up?
  4. Have you ever been to Disneyland or Disney World?
  5. Have you ever been out of the country? If so, what other countries have you visited?
  6. Have you ever gone on a cruise? If so, where did you go and how long was the cruise?
  7. Have you ever been to a theme park? If so, which one?
  8. What’s your favorite holiday?
  9. What is the longest trip you’ve ever taken? Where did you go?
  10. What are the top five places on your bucket list to visit before you die?
  11. Would you rather spend a three-week trip visiting multiple interesting destinations or one interesting destination?
  12. Where did you go on your last weekend trip?
  13. You’ve been granted a one-way ticket to another country of your choice. Where are you going?
  14. What's your best travel story?
  15. Do you prefer traveling in airplanes or in cars?
  16. Do you prefer to travel with others or alone?
  17. Spring, summer, fall or winter: What’s your favorite season and why?
  18. If money was no limit, what would be your dream holiday?
  19. If you could visit any place in the world, where would it be?
  20. If you could go to outer space for free, as a tourist, would you do it?

Christmas Icebreaker Questions

The Christmas period is one of the most special times of the year. This time has a dramatic effect on the mood of most teams. Happiness and joy are somewhat abundant during this time and sentiment is usually high as people prepare for family time and time off work. What better subject to make people happy than to use one of the most happy times of the year. Using Christmas Icebreaker questions leverages the positive feelings people have for Christmas and can use them for your meeting’s advantage; everyone always gets in a good mood when talking about Christmas!

Check these out:

  1. What outdoor activity do you love doing on Christmas day?
  2. Tell us the very first thing you usually do on Christmas Day?
  3. Tell us the Christmas film you always watch every year!
  4. Describe a Christmas present you desperately desired as a child but never got.
  5. Which Christmas song is your favorite or least favorite?
  6. What humorous Christmas cards have you sent or received?

Halloween Icebreaker Questions

These Icebreakers are sure to excite your team with their crazy comparisons and made up situations. Spooky questions always get people excited - the extremity of these scenarios always make people interested and keen to answer. Better yet, starting your meeting with these Halloween Icebreaker Questions can still have a profound effect on your team whether it’s halloween or not, they can be asked year-round. Let your team’s imagination run wild with these Halloween inspired Icebreakers.

Check these out:

  1. Would you rather have invisibility or flight?
  2. Would you rather be in a zombie apocalypse or a robot apocalypse?
  3. Would you rather be an Olympic gold medalist or an astronaut?
  4. If extraterrestrials landed on earth and offered to take you with them, would you go?
  5. If you became invisible for a day, what would you do?
  6. If you could be any animal in the world, what animal would you choose to be?
  7. If you could be any supernatural creature, what would you be and why?
  8. If you were a superhero what would your name be?
  9. If you had a time machine, which time would you visit?
  10. If you had to swap your legs with animal legs, what animal would you choose?
  11. If you could have any superhuman power, what would it be?
  12. If you could be any fictional character, who would you choose and why?
  13. What is the favorite Halloween costume you have ever seen?
  14. What's your favorite mythical creature?
  15. It's your first day on the job as an evil villain. What is the first piece of mischief you commit?
  16. The zombie apocalypse is coming, who are 3 people you want on your team?
  17. Would you choose Teleportation or flying?
  18. If you could have one superpower today, what would it be, and for what purpose?
  19. If you could have any super power, what would it be?
  20. What supernatural creature do you wish existed?

New year's Eve Icebreaker Questions

Almost every tradition and culture has a New Year's Eve celebration in some way. This means that a large proportion of every workplace asks themselves some variation of these New Years eve Icebreaker questions. The common knowledge of these questions makes them the perfect thing to kick-off your meeting with because it is very likely that everyone will have an answer to them.

Check these out:

  1. What were your New Year's resolutions this year?
  2. What is that thing you have never done before which you want to do next year?
  3. Which bucket list item do you most want to check off this year?
  4. Where did you celebrate your favorite New Years Eve?
  5. How have you changed in the last year?
  6. What three things would you like to accomplish this year?
  7. Tell us one big problem you've been forced to solve this year.

Movie, TV and Book Icebreaker Questions

The reason why Movie, TV and Book Icebreakers are so successful in meetings is because they are bedrocks of society’s culture. This means everyone is very familiar with the subjects that are being asked, and everyone will have their own opinion on the questions; which will make for great discussions and interesting answers from your team. This then directly correlates to more productive meetings and higher contribution from team members. Don’t hesitate and ask one of these Movie, TV and Book Icebreaker questions in your next meeting.

Check these out:

  1. Seen any good movies lately you’d recommend?
  2. What movie have you watched the most times?
  3. What actor or actress would you want to play you in the movie about your life?
  4. If you could only watch one movie for the rest of your life, what would it be?
  5. What is your favorite genre of movie? Why?
  6. Which movie made you laugh the most?
  7. Who was your favorite childhood movie character?
  8. According to you, what is the most mind-numbingly dull movie ever made?
  9. Which actor would you want to play you in the movie about your life?
  10. What’s a movie you always recommend to people? Why do you love it?
  11. What’s your least favorite movie?
  12. What’s your favorite movie?
  13. If you could play a role in any movie, what would it be?
  14. According to you, which reality TV show is the funniest?
  15. If you could be a participant in any game on TV, which would it be?
  16. What TV show do you think is overrated?
  17. What’s your favorite TV show right now?
  18. What is a movie you always recommend to people? Why do you love it?
  19. If you could describe your life as a movie, what genre would it be?
  20. What is a TV show you recommend to everyone?
  21. What is your favorite television show and why?
  22. If you were forced to watch reruns of a favorite show, which would you choose?
  23. If you could hang out with any cartoon character, who would you choose and why?
  24. What was your favorite recent book or article, and what did it inspire?
  25. What book do you think will change people’s lives?
  26. Science fiction. Love it or hate it?
  27. What’s your favorite book of all time?
  28. If you could have dinner with any Hollywood star, who would it be?
  29. If you could guest star on any television show, what would it be? Who would you play?
  30. If you could write a book, what genre would you write it in? Mystery? Thriller? Romance? Historical fiction? Non-fiction?

Can't pick? Use our icebreaker questions generator tool

We just launched a random icebreaker generator tool to help you choose one for your team. Start your meetings and gatherings with over 3,000 icebreaker questions designed to build trust, connectedness, and psychological safety.

Have a Solid Icebreaker Session for an Awesome Retro Session

Keeping your icebreakers fun, positive, and trust-building makes for better team communication. And that’s absolutely essential when you're running a sprint retrospective

You need a strong team to be able to easily open up and communicate with one another, for the good, and those less-than-good times.

But, even during those ‘less than’ (disastrous sprint, anyone?) - there's an easy, painless and completely free way to keep everyone seamlessly engaged, happy and proactive. 

Let's GoRetro: completely Free sprint retrospective tool for unlimited team members and boards.

For More Fun

> Read our article about sprint names or check out our new tool for generating fun sprint names
> Choose the best / cool / most funny / whatever-you-can-think-of team name
> Create your next awesome agile meme

As much as time is money nowadays (and energy!) and you want to be spending every minute of your day and sprint retrospectives productively, it’s always a good idea to ease your team in. That’s because solid communication skills are a core part of a productive team...and that begins only when your team feels comfortable sharing with one another. Now, you don't have to be a modern-day Michael Scott to know that there are some things that will make your team uncomfortable at best, and dead inside at worst... 

About the author

Alex Vernik
Engineering Ops Specialist

Engineering leader, passionate about coding products and value creation. Vast experience with managing R&D teams at various scales. Embracing innovation and transformation for constant improvement.

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