TeleRetro

500+ fun icebreaker questions


Icebreaker questions for work generated by AI

Updated

500+ AI generated icebreaker questions

Icebreaker questions are a fun way to lighten the mood of any meeting.

We were interested to know whether it might be possible to generate an infinite supply of interesting and original questions on any topic, using the very latest in Artificial Intelligence technology.

We developed Icebreaker Bot to do just this. Read more about Icebreaker Bot.

And so we're delighted to share with you 500+ Icebreaker questions that we generated that you can use in your next meeting or retrospective! But this list is just the beginning, head over to Icebreaker Bot to start generating your own.

If you want more check out:

Get to know your team 🔥🦸🏻‍♀️🦸

  1. If you were cleaning out your computer and found an old photo of yourself, what would it be of?
  2. What is the running joke at your company?
  3. If you had to pick a favorite childhood story, what would it be?
  4. You had to pick one accessory (sunglasses, hats…) to give you amazing powers, what would it be?
  5. Which type of restaurant would you prefer to go to on your birthday - fast food or fine dining?
  6. What is your favorite useless fact that most people don't know?
  7. Do you like board games? What's your favorite?
  8. What have you always wanted to learn how to do?
  9. If you had to pick just one team member to come with you to Mars, who would you choose and why?
  10. When was the last time you got a haircut?
  11. What's your shoe size?
  12. What has been your favorite coffee shop that does not exist anymore?
  13. Which animal describes your personality the best?
  14. What is the last thing you take took a selfie with?
  15. Can you think of any cool vacations you've taken?
  16. What is your favorite flavor of ice cream?
  17. Have you ever bought anything off of the internet just because you liked the designs?
  18. Would you rather explore outer space or explore the sea?
  19. Is there a movie you would enjoy more if you watched it drunk?
  20. What was your favorite memory from this month?
  21. Do you like to sleep in or wake up early?
  22. Have you ever met someone famous? What were the circumstances?
  23. Where's the best place you have camped?
  24. What was your favorite cartoon as a child?
  25. Do you remember what your first email address was?
  26. What's something that you are glad you did?
  27. If you could go anywhere in the next 30 minutes, where would you go?
  28. What season do you look forward to the most each year?
  29. Throughout your life so far, what was the most awkward moment you've ever had?
  30. At what time(s) of the day is your energy the highest?
  31. What's the job title that you've always wanted?
  32. What's the worst thing that's happened because of JIRA?
  33. Do you have a favorite teamwork moment?
  34. If you could have a pie company, what kind of pies would you make? What would your slogan be?

Work/Life 🤦🏻‍♀️🤦🏾‍♂️🤦

  1. Have you ever had a day you enjoyed so much you asked for overtime?
  2. What would be the title of your autobiography?
  3. Would you rather be without coffee or your phone?
  4. What is the last thing you would do before quitting your job?
  5. Would you rather work an overnight shift and wake up at noon, or wake up at noon and work an overnight shift?
  6. Which part of the day do you look forward to the most?
  7. Which is the best way to relax after a busy day?
  8. What one thing should every office have?
  9. In two words, how would you describe the work-life balance in your company?
  10. What is your best time-saving tip to get the most done in the least amount of time?
  11. What's the best way to start your workday off right?
  12. Who would you say is your nemesis at work?
  13. As a kid, what did you want to do when you grew up?
  14. What is the strangest thing you've ever found while cleaning?
  15. If you were in charge, what are some drastic changes you would make?
  16. What is the first thing that pops into your mind when you think about your home office?
  17. What is one thing people don't know about you?
  18. If you could live anywhere else for the rest of your life, where would it be?
  19. What was your first job?
  20. What question do you always want to be asked during an interview?
  21. Would you rather live in Paris or live in New York?
  22. If there was an art exhibition of your life, with every piece of art being a specific element of your life, what would you include?
  23. If you could go back to any period and place in history, where would you go?
  24. Have you ever had a gut feeling about something that turned out to be right?
  25. What would you say is an average day if you lived on Mars?
  26. If you could change one rule in any sport, what would it be?
  27. If you had a day off from work, what would you do?
  28. What makes a workplace a good one?
  29. What is the best thing that anyone's said to you?
  30. Would you rather travel forward 60 months or 60 years?
  31. What is your first memory of doing something that made you feel grown-up?
  32. What's the single best thing that you have ever purchased
  33. What is the best/worst name plate of a car model you own?
  34. What game were you really into when you were a kid?
  35. Who's the coolest Google search result you got for your name?
  36. If you could start any hobby today, what would it be?
  37. If you could add one holiday, what would you add?
  38. When was your luckiest moment?
  39. What is the most relaxing place in the world to you?
  40. Have you ever written poetry? If so, what kind?
  41. If you were the Prime Minister of your country, what is the first thing you would do in your term?
  42. What's the most inspirational thing that's happened to you recently?
  43. Is there a tradition from your country you would like to share?
  44. If you could go back to your childhood and tell your past self one thing you learned, what would it be?
  45. Which season would you pick to live in for the rest of your life?
  46. Have you ever thought of starting a blog?

Food 🍔🍕🍺

  1. On a scale of one to ten, how hungry are you?
  2. Do you prefer your food slightly burnt or slightly raw?
  3. What is the best thing on the menu right now?
  4. What's your favorite takeout food?
  5. What food reminds you of your childhood?
  6. What's your favorite meal of all time?
  7. What country's food would you most like to try?
  8. What's your favorite regional cuisine?
  9. What is your favorite dessert?
  10. Name a food you could not live without.
  11. What's your favorite healthy food?
  12. What do you think is the best dish for a dinner party?
  13. If you could only eat one type of food for the rest of your life, what food would it be?
  14. What would you rank amongst your favorite breakfast cereals?
  15. What is the tastiest vegetable you can think of?
  16. What is your favorite dish to cook?
  17. Who is your favorite celebrity chef?
  18. What food do you crave when it's freezing outside?
  19. Which dish would you never eat again?
  20. What are the two ingredients you refuse to combine?
  21. If you invented a new kind of drink, what would it be?
  22. If you were going to a desert island and you could only bring one food with you, what would it be?
  23. Which fast food restaurant is your guilty pleasure?
  24. If you could add any topping to pizza, what would it be?
  25. What's typically for breakfast in your house?
  26. What's your favorite kind of cheese?
  27. What's your favorite type of chocolate?
  28. If you could buy any kind of coffee drink at Starbucks, what kind would you get?
  29. Are there any foods you are picky about?
  30. If you could create an original recipe, what would it be?
  31. If you were a professional chef, what would be your signature meal?
  32. Name some of your favorite spices.
  33. What piece of kitchen equipment do you use the most?
  34. What's your favorite candy?
  35. If you had to recreate a candy bar using only ingredients that start with the same letter as your name, what would it be?
  36. What beer goes best with pizza?
  37. What is the place you are most likely to enjoy a good cup of coffee?
  38. If somebody asked you to describe your taste in food with a single adjective, what would you choose?
  39. If you had to pick a historical figure for a culinary competition, who would it be?
  40. Is there any food that is your favorite dish but you only make at special times?
  41. What ingredients would you never eat together?
  42. What's your favorite holiday dish - the one that you just can't wait to get to enjoy again each year?
  43. Do you like to cook? What's your signature dish?
  44. What's your favorite kitchen tool?
  45. If you competed on a food-eating show, what food would you want to compete on?
  46. What kind of cheese scares you the most?

Travel ✈️🏝🍹

  1. Would you rather take a summer vacation in France or Italy?
  2. What would be your perfect getaway?
  3. Where would you most like to retire?
  4. Have you ever taken a tropical vacation in the winter?
  5. What would you go by plane, boat, or train to get to the perfect holiday destination?
  6. What is your dream vacation?
  7. Name 3 words that describe your ideal vacation?
  8. What is the best place you have ever visited?
  9. What is your favorite thing to do while at the beach?
  10. Where would you like to go on vacation next year?
  11. If you could teleport to anywhere in the world what's the furthest place you would rather go?
  12. Where would you go on vacation if money was no object?
  13. Are you more likely to buy souvenirs or take photos?
  14. Would you rather travel to space or the bottom of the ocean?
  15. Would you rather travel without money or without a passport?
  16. Would you rather take a high-speed train with no idea of the outcome, or take an infinitely slow cruise with no surprises?
  17. What are your favorite one-stop destination cities?
  18. If money, time, family obligations, and health were no concern, where would you travel to without hesitation?
  19. Where is the one place you've always wanted to visit but you've always said "maybe next year?"
  20. If you had to pick from all of the countries you have visited to which one would you go back to?
  21. If you could only take three things with you on vacation, what would they be?
  22. Where would be your dream vacation?
  23. What is the first country you would like to travel to and why?
  24. What country do you think is the most fun to visit?
  25. If you could visit any 2D place, where would it be?
  26. What holiday is sitting uncomfortably close to its due date?
  27. What is your favorite mini holiday?
  28. If you had to spend the rest of your life in one location, where would your location be?
  29. What are the most important items on your vacation packing checklist?

Entertainment 🎵🍿📚

  1. If you could punch one character in any movie, who would it be?
  2. What is the funniest movie you have seen?
  3. What is your favorite song at the moment?
  4. Which song would you want to pep you up, which song would you want to make you fall in love, and which song would you want to make you cry?
  5. What sound would you use to describe your life right now?
  6. What's your favorite summer party song?
  7. What’s your favorite movie set in space?
  8. What superpower would you want for a day?
  9. If you could make one character from Harry Potter real, which one would it be?
  10. If you could live in any of the Game of Thrones Houses, which one would you choose?
  11. Who would you want to sit on the Iron Throne?
  12. Would you rather use a wand or your phone?
  13. What are your favorite quotes of the "Friends" series?
  14. If you could cook for any famous person for dinner, who would you cook for?
  15. Which actors do you most look like?
  16. If you had your own TV show, what would the name be?
  17. What TV show would you binge-watch forever and ever?
  18. What season of Game of Thrones is your favorite?
  19. What song best summarizes your mood today?
  20. If you could live in any movie/tv show for a day, what would it be?
  21. If you could change the ending to any movie or tv show, what would it be?
  22. If you could remove one letter from any movie title, what would it be?
  23. What’s your favorite Harry Potter spell?
  24. Have you ever watched a TV show or movie that you couldn't get anyone else to watch with you?
  25. What movie could you watch thousands of times and never get tired of?
  26. If you could make a TV series based on any book, what would it be?
  27. What is the last movie that made you cry?
  28. What is a popular song everyone hates but you love?
  29. What is your most anticipated work of superhero fiction?
  30. What track do you most want to hear on Monday?
  31. What is your favorite stereotypical "Christmas movie"?
  32. What's the best movie you've seen this year?
  33. Invent a completely new reality show genre.
  34. What is the greatest product to come out of the culture you grew up in?
  35. How many books are on your bookshelf?
  36. Name a book from your childhood you never read but would like to read
  37. If you could only take one book with you to a deserted island it would be...?
  38. What's your favorite song to sing while you're brushing your teeth?
  39. What upcoming movies are you looking forward to?
  40. What board game do you enjoy playing most with others?
  41. If you could adapt a novel into a movie, what would it be?
  42. Which character in a book would you want to spend a day with?
  43. Name the worst book you've ever read.
  44. Have you ever worked as a video game tester?
  45. Have you ever watched a show and found you had no idea what was going on?
  46. If you could live in a video game world, which one would you pick?
  47. If you could create a sport, what would would it be?
  48. What were your favorite songs from the year you were born?
  49. If you could have any musician or band play at your birthday party, who would it be?

Technology 🧬💻

  1. If you could add one improvement to humanity through AI, what would it be?
  2. Is there an object or technology practically invisible but you see it most?
  3. Have you ever considered writing an application or program?
  4. What is the most annoying thing about your computer?
  5. What's one ideogram or symbol you'd like to see added to fonts?
  6. What's the best email you've ever received?
  7. What is something you don't like that other people like?
  8. What is the most disappointing site you've ever visited?
  9. Would you rather have the power of invisibility or time travel?
  10. What is a 'new' technology that's not quite new?
  11. When did you get your first cell phone?
  12. If you could teach a robot one behavior or habit, what would it be?
  13. What would you have robots do for you if they were intelligent?
  14. Can you name the oldest piece of computer equipment you still use regularly?
  15. How long can you go without turning on your computer?
  16. What do you look to when you are bored and have no internet access?
  17. If you had a personal AI, what sort of tasks would you have it help you with?
  18. If you could clone one person, who would you clone?

Animals 🐶🐈

  1. What animal would you want as your best friend if you were a member of the animal kingdom?
  2. Dogs vs. Cats: who do you like more and why?
  3. What is your favorite species of bird?
  4. Which animal best represents you today?
  5. If you have a pet, what is its name?
  6. How often does your dog sleep in the same room you do?
  7. If your dog could talk, what would it say?
  8. What's the difference between a frog and a toad?
  9. If you could become an expert at any dog-related talent, which would you choose?
  10. On a scale from 1 to 10, how much do you like cats?
  11. What was the name of your first pet?

Random

  1. What are the laws of physics?
  2. If you found your name in quotation marks, what's your reaction?
  3. What is your favorite indoor winter activity?
  4. What does a cat remind you of?
  5. What is the color of your socks?
  6. If you could keep one bad habit, what would it be?
  7. What's your year end goal?
  8. If you could cause any change in the world by snapping your fingers, what would it be?
  9. If you could ask your future self one question what would it be?
  10. What's your favorite Gif?
  11. If you suddenly became an expert in a certain hobby, what would it be?
  12. What's the hardest thing you ever had to learn?
  13. What terms do you find yourself looking up on Wikipedia?
  14. What is one thing you like about Scrum but sometimes dislike?
  15. What's the weirdest weather you've ever experienced?
  16. What is your most embarrassing weekend memory?
  17. Have you ever owned green socks?
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