206 Best End-of-Year Icebreaker Questions for Work

By: | Updated: December 14, 2022

You’ve found our list of interesting end-of-year icebreaker questions.

End-of-year icebreaker questions are conversation starters that can help coworkers connect in surprising ways. Examples include “What was your greatest accomplishment this year?” and “If you could relive one moment of your life, what would it be, and why?” These questions are an entertaining vehicle for gaining insight into your team, allowing associates to get to know one another better. Depending on the setting, end-of-year icebreaker questions can be business-oriented or more casual in nature.

These prompts are a subset of icebreaker questions. These questions work well for making end-of-year virtual meetings more fun and for livening up virtual New Year’s Eve parties. You can also find trivia questions and fun Who’s Most Likely To questions to make your year-end meetings entertaining events.

This list includes:

  • end-of-year party icebreaker questions
  • end-of-year meeting icebreaker questions
  • funny end-of-year icebreaker questions
  • reflective end-of-year icebreaker questions
  • virtual end-of-year icebreaker questions
  • end-of-year team icebreaker questions

Let’s get started!

End-of-Year Party Icebreaker Questions

1. What is the greatest adventure you have ever had?

2. Who is the most famous person you have ever met?

3. What is your best talent?

4. What is your go-to karaoke song?

5. Where would you travel if money and time were no object?

6. What is your fondest childhood memory?

7. How many siblings do you have?

8. How many continents have you visited?

9. What is the farthest you have ever traveled from home?

10. How many houses have you lived in?

11. What is your favorite charitable cause?

12. What exotic animal would you love to own as a pet?

13. What item do you own the most of?

14. What items do you collect?

15. Are you an early bird, a night owl, or a midday magpie?

16. What’s your go-to guilty pleasure snack?

17. How many times have you been to Disneyland?

18. Do you prefer movies at the theater or home?

19. What is your favorite season?

20. When was the last time you saw the ocean in real life?

21. Which do you like better, sunny skies, cloudy cover, or a mix of the two?

22. Do you ever eat breakfast for dinner? How about dessert for dinner?

23. What is one food you would never give up?

24. Have you ever flown first class?

25. Have you ever traveled on a train?

26. How many foreign countries have you traveled to?

27. When was the last time you slept until noon?

28. Which do you prefer, a rock concert, a symphony orchestra, or a jazz club?

29. Have you ever stayed overnight in the hospital?

30. Would you ever spend the night in a haunted house?

31. Do you still have your wisdom teeth?

32. Which pets do you prefer, dogs, cats, or goldfish?

33. What was your favorite subject in school?

34. Have you ever had a psychic experience?

35. Are you allergic to any foods? How about any animals?

36. Are you a hot drink person or a cold drink person?

37. Would you rather fly, sail, or drive to a vacation destination?

38. Who was your favorite teacher, and what did they teach you?

39. Have you ever been on a cruise?

40. What is your favorite dish to cook?

41. What is your go-to cocktail? How about your favorite soft drink?

42. How many times did you go to detention in school?

43. Are you more creative, analytical, or a little of both?

44. If you could start a restaurant that served only one type of food, then what would that food be?

45. Would you rather clean the house or do yard work?

46. Have you ever seen a ghost? How about a UFO?

47. What is your go-to television show for mindless fun?

48. Do you keep in touch with any friends from high school? How about grade school?

49. Would you rather be a brilliant painter, a fabulous chef, or a musical genius?

50. Have you ever written a love letter? Did you send it?

51. If your life became a movie, what would the title be? Who would star as you?

52. Which book have you read more than once?

53. Have you ever fallen asleep at the movies?

54. What is the farthest you have ever driven?

55. Have you ever ridden in a city bus? How about a taxi?

56. Are you more of a cake person or a pie person?

57. Do you keep a diary or journal?

58. When you doodle during meetings, what do you draw?

End-of-Year Meeting Icebreaker Questions

50. What was your greatest accomplishment this year?

61. What do you hope to accomplish in the coming year?

62. If you could change one thing that happened this year, then what would it be, and why?

63. In what ways have you improved this year?

64. How many people on the team know your middle name?

65. How would you rate this year among your best or worst years ever, and why?

66. Who positively impacted your life this year?

67. Whose life do you think you impacted positively this year?

68. If you could relive one moment of your life, then what would it be, and why?

69. What is the best vacation you have ever taken?

70. What is one place you have traveled to that you would love to visit again?

71. Are you a sweet, salty, or savory snacker?

72. How close do you live to your parents? How about your grandparents?

73. Have you ever sung in public?

74. What is your favorite flavor? How about your favorite scent?

75. What one item can you not live without?

76. Who is your favorite musician?

77. What was the most recent movie you have seen?

78. What was the last book you read?

79. Would you rather ride in a hot air balloon or on a yacht?

80. Which musical instruments do you play?

81. Do you prefer pens, pencils, or markers for writing?

82. What is your favorite animal?

83. How soon after Thanksgiving do you decorate for the holidays?

84. How soon after the holidays are over do you take down your decorations?

85. Do you have more art or photographs hanging in your home?

86. Have you ever been on television?

87. When you were a child, what did you dream of becoming when you grew up?

88. Are you related to anyone famous?

89. If you could transport to any era in history, then which era would you choose?

90. Have you ever gotten a speeding ticket?

91. Would you rather roller skate, surf, or ski?

92. Have you ever stayed awake for 24 hours or more?

93. How many times have you seen snowfall?

94. Which would you prefer to ride on, a jungle zipline, a mountain ski lift, or a water slide?

95. When was the last time you took a nap?

96. What is your favorite form of exercise?

Funny End-of-Year Icebreaker Questions

97. If you could switch places with a celebrity for a day, who would you choose?

98. What is your most ridiculous talent?

99. Would you rather be cold and full or warm and hungry?

100. Do you sing in the shower? How about in the car?

101. Which would humanity be more likely to survive, an alien invasion or a zombie apocalypse?

102. What would you do first if you could become invisible?

103. Which would you rather have, wings, horns, or a tail?

104. Have you ever snuck snacks into a movie theater?

105. When was the last time you took a selfie, and what was the occasion?

106. Would you rather hunker down in a cozy cottage or spend time on a tropical beach?

107. Do you ever thank Siri when she helps you? Do you ever feel weird about it?

108. If you could wake up tomorrow with a brand-new ability, then what would you want it to be?

109. Have you ever sent or received a postcard in the mail?

110. Would you rather be a superhero or a mega villain?

111. Would you rather have infinite wealth or infinite time?

112. Which do you prefer, a chocolate donut with vanilla icing or a vanilla donut with chocolate icing?

113. If you could open a store that sold the most useful thing in the world, then what would that thing be?

114. If you could instantly speak a new language, then what language would you choose?

115. When was the last time you ate a peanut butter and jelly sandwich? How about a baloney sandwich?

116. How many roller coasters have you been on in the last five years?

117. Which of your five senses is your favorite?

118. Would you rather be able to fly, breathe underwater, or see in the dark?

119. Have you ever had a tooth pulled?

120. Has anyone ever caught you talking to yourself?

121. Which would you rather eat, a handful of licorice jellybeans or a handful of candy corn?

122. Do you think humans will live on Mars in your lifetime?

123. How many cartwheels can you do in a row?

124. What is your favorite section of the grocery store?

125. Have you ever fallen asleep at a party?

126. Do you eat birthday cake with the frosting on, or do you scrape it off?

127. Which do you prefer, an ice cream cone, a popsicle, or a milkshake?

128. Have you ever sent a text to the wrong person?

1290. If you had to become an insect, which insect would you choose?

130. When was the last time you were on a carousel?

131. Which would you rather find in the woods, a unicorn, Bigfoot, or a gnome?

132. How many people have heard you sing?

133. What nicknames do your parents call you? How about your significant other?

Reflective End-of-Year Icebreaker Questions

134. What is one new thing you learned this year?

135. What do you think you are better at this year than you were last year?

136. Have you volunteered your time as much as you wanted?

137. What causes would you love to support in the coming months?

138. What do you think people will remember most about you after you die?

139. What do you feel is the greatest human invention ever?

140. Would you ever travel into space?

141. Do you believe in the existence of life elsewhere in the universe?

142. What do you think is the most important quality in a person?

143. What subject do you wish you knew more about?

144. What do you feel is your best personality trait?

145. What is your biggest regret in life?

146. What is your most significant contribution to the world?

147. What is the one gift you most remember receiving? How about the one you most remember giving?

148. If you could only choose one personal possession to keep forever, what would you choose?

149. What habits would you like to break in the coming year?

150. Who are you closest to in your family?

151. How do you define personal wealth?

152. If you could start a business, then what kind would you start, and what would it provide?

153. Do you travel more for enjoyment or personal development?

154. Are you more likely to spend your free time relaxing, working out, or cleaning your house?

155. What is your favorite childhood storybook?

156. What is the kindest thing anyone has ever done for you?

157. Knowing what you know now about life, what advice would you give yourself at 12 years old? How about 18 years old?

158. If you could relive one occasion in your life, then which one would you choose?

159. Which family member has had the most influence on you?

160. How much money do you think you would need to be rich?

161. What well-known figure has made the biggest impression on you?

162. Which do you consider to be more important, intelligence or imagination?

163. What is the most creative project you have ever been a part of?

164. Do you spend more time thinking about the future or remembering the past?

Virtual End-of-Year Icebreaker Questions

165. What do you miss most about working in a communal workspace?

166. Do you keep your home workspace more on the cold side or the warm side?

167. How do you keep yourself on task while working from home?

168. Which do you prefer wearing while working, pajamas, street clothes, or work clothes?

169. What is your favorite remote spot to work from, your kitchen, your bedroom, your office, or your living room?

170. Do you work better with music playing, with podcasts or audiobooks, or in total silence?

171. Do you work in shoes, socks, or barefoot?

172. Are you more likely to use a blanket or a fan when you work?

173. What food are you okay with never eating again?

174. If you could return to any age from your life, then what age would you choose?

175. Do you answer your personal phone if the number is unknown, or do you let it go to voicemail?

176. Do you drink caffeine in some for as an afternoon pick-me-up or do you just power through?

177. How would you describe your workspace in one word?

178. What is the date of the oldest item on your online calendar?

179. Which would you add to your home if you had the option, another bathroom, a larger kitchen, or an extra bedroom?

180. How many steps does it take to get from your fridge to your workspace?

181. What food item do you have the most of in your kitchen pantry?

182. What can you see from the window closest to you?

183. What is the date of the oldest email in any of your folders?

184. Do you sort your files alphabetically, by subject, or by some other criteria?

End-of-Year Team Icebreaker Questions

185. How can the team improve morale next year?

186. Do you find your work fulfilling?

187. If you could eliminate one task you would rather not do, which task would it be?

188. Is your computer desktop tidy or chaotic?

189. How many unread emails in your inbox do you consider to be “too many”?

190. Have you ever used your pet’s name in your passwords?

191. What celebrity do people say you look like?

192. What is one personality trait you would like to change?

193. What skill would you like to acquire in the coming year?

194. What sorts of snacks do you keep in your desk?

195. When was the last time you visited your childhood home?

196. Which member of the team do you think knows you best?

197. Which member of the team do you think you know the best?

198. Do you prefer relaxing vacations or active vacations?

199. How do you recharge after a busy day or week?

200. What are your New Year’s resolutions for the coming year?

201. Did you keep any of your resolutions from the last year?

202. What one word would you use to summarize the past year?

203. What one word would you choose as a focal point for the coming year?

204. Where do you see yourself this time next year, personally and professionally?

205. In what ways do you feel like the past year was a success?

206. How can you prepare to make the coming year more fulfilling?


Getting to know the folks around you a little better is a simple effort when you have helpful icebreaker questions to ask. Sharing the list on a spreadsheet during a virtual meeting will allow everyone to choose their favorites to ask the crowd. Whether the answers are surprising, humorous, or pensive, the responses will provide refreshing insight into friends and colleagues and help the group see one another in a new light.

Now, browse get to know you questions and Zoom icebreaker questions.

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FAQ: End-of-year icebreaker questions

Here is more information about end-of-year icebreaker questions.

What are some good icebreakers for end-of-year parties at work?

Some good icebreakers for end-of-year parties at work are questions about personal experiences, such as “What is the farthest you’ve ever traveled from home?” and “What would you consider your greatest adventure?”. You can also ask about families with questions like “How many siblings do you have?” and “How far do you live from your parents?”. For more reflective questions with deeper answers, try asking “What do you think is the most important quality in a person?” and “What is your most significant contribution to the world?”.

What are some good icebreaker questions for end-of-year meetings?

Some good icebreaker questions for end-of-year meetings are, “What was your greatest accomplishment this year?”, “Whose life do you think you impacted positively this year?” and “When you were a child, what did you dream of becoming when you grew up?”

Author avatar


People & Culture Director at teambuilding.com.
Grace is the Director of People & Culture at teambuilding.com. She studied Industrial and Labor Relations at Cornell University, Information Science at East China Normal University and earned an MBA at Washington State University.


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