44 Whacky Check-In Questions for Your Next Meeting

If you've read 100 Best Ice Breakers for Remote Team Meetings and you're looking for more...here are some next level whacky questions to get to know your team better:

1. What's the weirdest thing a guest has done at your house?
2. What's the most unusual thing you've ever eaten?
3. Have you ever had a strange encounter with a wild animal?
4. What's the funniest misunderstanding you've been a part of?
5. Can you recall a time when you got lost in a funny or unusual way?
6. What's the oddest gift you've ever received?
7. Have you ever been involved in a bizarre coincidence?
8. What's the most unexpected thing you've found in your home?
9. Have you ever witnessed something unexplainable?
10. What's the quirkiest habit you have?
11. Have you ever had a surreal experience while traveling?
12. What’s the most bizarre thing you’ve seen in someone else’s home?
13. Can you share a weird talent or party trick you have?
14. What's the strangest thing you believed as a child?
15. Have you ever been mistaken for someone else in a funny situation?
16. What’s the most unconventional pet you've ever had or met?
17. Can you share an odd or funny family tradition?
18. Have you ever participated in an unusual event or competition?
19. What's the most curious thing you've ever collected?
20. Have you ever had a dream that later came true in an unexpected way?
21. What's the weirdest conversation you've overheard in public?
22. What’s the most peculiar job you’ve ever heard of someone having?
23. Have you ever experienced a strange coincidence that felt like it was out of a movie?
24. What is the most unusual theme party you’ve ever attended?
25. Can you describe a bizarre situation you found humorous?
26. What’s the oddest hobby you’ve come across?
27. Have you ever had a comical misunderstanding with a stranger?
28. Can you share an experience where something turned out hilariously different from what you expected?
29. What’s the weirdest tradition you’ve seen or experienced?
30. Have you ever been part of a funny or unusual local custom?
31. What’s the most unexpected thing you’ve discovered on a walk or hike?
32. Can you recall a time when you ended up in a funny situation due to a language barrier?
33. What is the most normal thing about you?
34. What’s the quirkiest decoration you’ve seen in someone’s home?
35. Have you ever been to a place that felt like it was straight out of a storybook?
36. What’s the most peculiar form of transportation you’ve used or seen?
37. Can you share a funny or unusual memory from a family gathering?
38. What’s the strangest theme you’ve ever seen for a restaurant or store?
39. Have you ever found something really odd that someone left behind in a public place?
40. What’s the most bizarre street performance or public event you’ve witnessed?
41. Can you share an unexpected or humorous encounter with a neighbor?
42. If you came with a warning label, what would it say?
43. What is a narrative you tell yourself that to suspect is false?

I hope you're able to get to know your team a little bit better with these quirky ice breakers!