I don't enjoy answering most ice breaker questions, thus I was asked to come up with ice breaker questions for a large dinner gathering. Two groups were meeting for the first time. While members inside each group knew each other well, there were only a couple of people that knew individuals from the other group.

Rather than use just one question that everyone answered and give the last person twenty minutes to plan an answer, I used a variety of questions. People pulled a single question out of an orange sparkly hat (naturally) and had a choice to either answer the question or pass it to someone else at the table. Before picking a question, they could also decide to answer the question of the person immediately before them if they liked it, already had an answer, and/or wanted to play it completely safe.

Since it's a generally happy, upbeat, and introspective group, I went for questions that provided an opportunity to be positive and self-revealing without being embarrassing. And since you can NEVER have too many ice breaker questions, I'm sharing the list of them with you (and thanks to Amy Dixon for question 1 and Nancy Rosenow for question 9)!

16 Ice Breaker Questions to Stimulate Great Conversations


  1. What work of art would you like to have come to life?
  2. If you could share one thing with your twenty-year old self, what would it be?
  3. What emotion has most characterized your life, and why?
  4. What is something people think they know about you but really don’t know?
  5. What is the best word of encouragement you ever received and who was it from?
  6. What is the one of the “big rocks” in your life that you cherish, protect, and prioritize?
  7. What is one (brief) story behind your success?
  8. Whose phone call do you drop everything to take?
  9. What has led you to be sitting at this table tonight?
  10. What would you like your last words to be?
  11. When did you realize in life that you would be doing what you’re doing right now?
  12. What has been the most joyous moment of your life?
  13. Where, when, or what are your most creative moments?
  14. What is your earliest memory in life?
  15. Who is the person you can dependably reach out to for a pick-me-up when you need it?
  16. What is the life lesson you’ve learned that you most frequently pass along to others?

All together, I think we used fourteen of the questions. I was last so I let a couple of people pick from among the last three questions to decide what I should answer.

If you want to use these, I'd suggest doing it with a group that's in a mood to be introspective. Based on the reactions, I don't think anyone had had enough liquor to readily tackle some of the questions. One example of that was the last words question. That elicited a lot of "ohhhhhhs." Quite honestly, I included it as a goof, because my ideal last words will be, "I knew it would come to this!"

If you decide to try these ice breaker questions, let me know how they work! - Mike Brown

If you enjoyed this article, subscribe to the free Brainzooming blog email updates.


Learn all about how Mike Brown’s workshops on creating strategic impact can boost your organization’s success!