Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2024)

These are some pretty interesting times that we live in. On one hand, we can access more information about anybody and everybody at the tip of our fingers. Simply Google their name or stalk their LinkedIn, and you’ll be met with their life’s history. But on the other, we must ask ourselves how well we really know the people that we spend time around?

In Dale Carnegie’s timeless classic How To Make Friends and Influence People, he emphasises the importance of developing a genuine interest in people. This can be done through asking questions, and listening and remembering their responses. Give people a chance to express themselves, and you’ll find that you’ll deepen your relationships with family, friends and colleagues.

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (1)

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Here is a list of great conversation starters to help you learn more about people

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2)

1. What are your top three traits?

2. What’s something that makes you unique and completely different from anyone else?

3. What was your biggest failure?

4. What is the best compliment that you’ve ever received?

5. What’s something that everyone else does that you wish you didn’t?

6. How do you picture your ideal future?

7. What was your favorite subject in school?

8. How would someone else describe you?

9. If you could change one thing about yourself, what would it be?

10. What makes you the happiest?

11. What is the best advice you’ve ever received?

12. What was your biggest failure?

13. What is something that only you can do?

14. What are your top three positive traits?

15. How would your closest friends describe you?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (3)

16. What is one of the best memories you have?

17. What was the stupidest mistake you’ve ever made?

18. What was the stupidest thing you’ve ever done?

19. Why do you think you became the person that you are today?

20. What is something you do just to be different?

21. What is something you’re so good at that other people think that you’re lying?

22. If you could just have two friends, dead or alive, with whom would you want to spend time?

23. What’s one of the most amazing things you’ve seen?

24. What is something you want to be remembered for?

25. What’s something that would surprise people about you?

26. How would someone you loved describe you?

27. What’s one of the most important lessons you’ve learned from the past?

28. What was the most expensive thing you’ve ever purchased?

29. When and where were you the happiest?

30. What is something you want to do in your lifetime?

31. What’s one of the best memories you have?

32. Who has had the biggest influence on you in your life?

33. What’s one of the most amazing things you’ve seen?

34. What is the best compliment that you’ve ever received?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (4)

35. How would your boss describe you?

36. What’s something that you did that was embarrassing but taught you a lesson?

37. What is something that only you can do?

38. What are you expecting in the next ten years?

39. How would your best friend describe you?

40. What is something that you’re good at that you should be proud of?

41. Who do you admire?

42. What are your top three passions?

43. What makes you different from everyone else?

44. What is something that you’re really good at?

45. How would the people you spent the most time with describe you?

46. What is your biggest failure?

47. What is the best compliment that you’ve ever received?

48. What makes you the happiest?

49. What is something you’re so good at that other people think that you’re lying?

50. What are your top three dreams?

51. How would a stranger describe you?

52. What is one of the worst things you’ve ever seen?

53. What is something that you want to be remembered for?

54. What is the most embarrassing or funny thing that has happened to you?

55. What’s something that you want to do in the future?

56. What is the best piece of advice that you’ve ever received?

57. What are you interested in that most people haven’t heard of?

58. What is something you’re so good at that other people think that you’re lying?

59. What is something you’re really good at?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (5)

60. What is the best piece of advice you’ve ever received?

61. How would the people you’re with right now describe you?

62. What’s your biggest fear in life?

63. What was the stupidest mistake you’ve ever made?

64. What is the most amazing thing you’ve ever seen?

65. What was the biggest mistake you’ve ever made?

66. What is your “bucket list” of things that you want to achieve?

67. What was the biggest lesson you learned?

68. Who do you admire?

69. What makes you unique?

70. What is the most embarrassing or funny thing that has happened to you?

71. What’s the best way to describe you?

72. What’s the most expensive thing you’ve ever purchased?

73. What was the stupidest thing you’ve ever done?

74. What’s something you could teach me about?

75. What is something you’re so good at that other people think that you’re lying?

76. What are you most proud of when it comes to your personal life?

77. What was your first job?

78. What is something you’re proud of?

79. What’s something you’re so good at that other people think that you’re lying?

80. What was the stupidest mistake you’ve made?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (6)

81. What is your bucket list?

82. What is something that you want to learn more about?

83. What is the stupidest thing you’ve ever done?

84. What are you most proud of?

85. What was your biggest failure?

86. What was your biggest failure?

87. What’s one of your worst memories?

88. What’s something that you’re really good at that people always compliment you on?

89. What’s one of your favorite memories?

90. If your friends were writing an autobiography of you, what would they call it?

91. What’s something that you want to do in the future?

92. What is something that you’re really proud of?

93. What was your biggest failure?

94. What is something that everyone else does that you wish you didn’t?

95. If you won the lottery tomorrow, how would you change your life?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (7)

96. What’s the biggest regret of your life?

97. What do you look at to keep yourself motivated and inspired?

98. What’s one of the best memories you have?

99. What is something you’re really good at?

100. What is something that makes you unique?

101. What’s the worst thing that’s happened to you?

102. What’s something you are proud of, regardless of success or failure?

103. How would your parents describe you?

104. What is the most embarrassing or funny thing that has happened to you?

105. What’s something you’re so good at that other people think that you’re lying?

106. What is the most difficult obstacle you’ve ever overcome?

107. What was the biggest mistake you’ve ever made?

108. What is the best piece of advice you’ve received?

Q & A Questions: 108 Questions to Ask When Starting a Conversation With Anyone (2024)

FAQs

What are 100 questions to ask? ›

100 Getting to Know You Questions
  • Who is your hero?
  • If you could live anywhere, where would it be?
  • What is your biggest fear?
  • What is your favorite family vacation?
  • What would you change about yourself if you could?
  • What really makes you angry?
  • What motivates you to work hard?

What are good Q and A questions? ›

Personal Questions to Ask Someone
  • What is the biggest compliment you can give someone?
  • Do you think you're a friendly person?
  • What do you wish you did more of?
  • What is something that makes you really angry?
  • Do you have a biggest fear?
  • How do you express your love for someone?
  • What does friendship mean to you?
Jul 31, 2023

What questions should I ask to start a conversation? ›

General Conversation Starters
  • What's the most interesting thing you've read lately?
  • What's a fact about you that's not on the internet?
  • Do you listen to any podcasts? ...
  • If you were in charge of the playlist, which song would you play next?
  • What's the best gift you've ever gotten?
Jul 18, 2022

What are the 100 truth questions? ›

Best truth questions for friends
  • If you could be invisible for a day, what's the first thing you would do?
  • What's the biggest secret you've kept from your parents?
  • What's the most embarrassing music you listen to?
  • What's one thing you love most about yourself?
  • Who is your secret crush?
Feb 28, 2024

What are the famous 36 questions? ›

The 36 Questions: A Breakdown
  • Given the choice of anyone in the world, whom would you want as a dinner guest?
  • Would you like to be famous? ...
  • Before making a telephone call, do you ever rehearse what you are going to say? ...
  • What would constitute a "perfect" day for you?
  • When did you last sing to yourself?
Feb 12, 2024

What are 10 good questions? ›

What are 10 good questions to ask someone?
  • What's your favorite childhood memory?
  • What's your favorite movie and why?
  • What was your worst date?
  • What was your favorite subject in school?
  • What do you enjoy doing in your free time?
  • What's your favorite family holiday tradition?
  • What's your favorite family recipe?

What are 10 random questions? ›

Random questions to ask your friends
  • If you could be any age for the rest of your life, which would you choose?
  • What's your favorite animal?
  • Which celebrity would you choose for your best friend?
  • If you could only wear one color for the rest of your life, which one would you choose?
  • What's your favorite memory of us?
Oct 10, 2023

What are the five big questions? ›

You've already got answers to the five big questions of life:
  • Where did I come from?
  • Who am I?
  • Why am I here?
  • How should I live?
  • Where am I going?
Nov 8, 2018

What are fun questions to ask? ›

Fun questions to ask people you've gotten to know
  • What's your favorite midnight snack?
  • Who would you choose if you could be friends with a fictional character?
  • What's the best costume you've ever worn to a party?
  • What's the best surprise you've ever received?
  • What's the most embarrassing moment you've ever experienced?

What are 50 questions to ask? ›

Here's a list of 50 questions you can start asking
  • What was your favorite moment thus far today?
  • What brings you in a good mood?
  • Describe to a 6-year old what you do in life?
  • What are 3 words that describe you best?
  • What always makes you smile?
  • How do you contribute to a better society?
Jan 25, 2018

What questions spark deep conversations? ›

Deep Conversation Starters

Who is your biggest role model? What's your best memory from childhood? Where do you want to be in 10 years? What's your definition of success?

What are deep questions? ›

A deep question is one that invites people to share their core values and what truly matters to them. An example of a deep question could be: “What do you think is the most important thing in life, and why?”

What is the 100 questions method? ›

The 100 Questions Initiative builds on The GovLab's Smarter Crowdsourcing methodology that seeks to match societal problems with diverse ideas from curated global experts. The 100 Questions Initiative will take a similar but updated approach to engage relevant bilinguals across domains and around the world.

What are good 21 questions? ›

Bonus: Flirty Questions to Ask Your Crush
  • Do you believe in love at first sight?
  • What was your first kiss like?
  • What was your best kiss like?
  • What was your first impression of me?
  • Someone just asked you on your dream date. ...
  • What are three things you are looking for in a partner?

What is 75 of 100 questions? ›

Im doing a test 100 questions and passing is 75% how many can i get wrong? If you get 75 correct you can get 25 wrong.

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