151 Check-In Questions to See How Everyone is Doing in 2025

Asking insightful check-in questions can be a compassionate way to support those around you. At times, life presents challenges that can cause a mental and emotional toll on one's well-being. Taking the time to check in can be a great way to show how much you care. Whether you're offering assistance to a loved one or looking to engage students in the classroom, check-in questions provide the opportunity to create a safe space for deep and vulnerable discussions.

Many employees emphasize the importance of their workplace investing in their mental health. According to the American Psychological Association, 81% of survey respondents mentioned that employers' support for mental health played a major factor in considering a place of employment. Asking the best check-in questions for work allows your team the capacity to feel seen, heard and cared for during difficult times of transition.

From empowering your team at the office to inspiring a classroom of students, here are the best check-in questions to see how everyone is doing.

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• What Is A Check-in Question?
• Fun Check-In Questions
• Check-in Questions For Students
• Check-In Questions For Team Meetings & Work
• Mindset Check-in Questions
• Creative Check-in Questions

What Is A Check-in Question?

A check-in question is a simple, often light-hearted prompt designed to spark connection, reflection and conversation between two people or within a group. Think of it as a social warm-up like stretching before a workout, but for your brain and heart!

They can be fun, reflective or downright quirky, but the important thing to understand with check-in questions is that there's no "right" answer because the goal is connection, not perfection.

Whether you're looking to engage your work team in a weekly meeting or seeking to deepen intimacy with your romantic partner, asking check-in questions is a great opportunity to gauge the emotional and mental state of others. They create space for voices to be heard, moods to be understood, and laughter to bubble up.

While there are many types of check-in questions you can ask, good check-in questions are purposeful, focus on the present and seek to build trust in relationships. Check-in questions are deeper than just random questions to ask. Instead, they provide a safe space for others to be vulnerable and develop stronger connections.

Fun Check-In Questions

What are some fun check-in questions? Not every check-in question has to be serious to build trust and deepen your relationships. Ask fun check-in questions for a game of icebreaker bingo with your work team, or pose these questions to elevate your friendships. These questions provide the chance to get to know others in a playful way, creating space for stronger communication and trust.

1. What's a small win you're celebrating today?

2. What's the most random thing that made you smile recently?

3. If your mood were a weather pattern, what would it be?

4. What's your current favorite snack and why?

5. What's a song that matches your mood today?

6. What emoji best represents how you're feeling right now?

7. What color best describes your current energy level?

8. What's something silly or fun you've done lately?

9. If today were a dance move, what would it be?

10. What's a fun fact about your day so far?

11. What's the most interesting thing you've seen this week?

12. If you had a theme song right now, what would it be?

13. What's something you're weirdly good at?

14. What's your vibe today in three words?

15. What's a recent moment that made you laugh?

16. What animal matches your energy right now?

17. If your day were a movie title, what would it be?

18. What's something that made you go ‘huh!' recently?

19. What's the highlight of your week so far?

20. What would your mood be if it were a type of pizza?

21. What's a small joy you've experienced today?

22. How would you describe your energy using a meme?

23. What's something light-hearted you're looking forward to?

24. If your day had a soundtrack, what genre would it be?

25. What's the last thing that surprised you, in a good way?

26. What's something that's made you feel good lately?

27. How's your energy on a scale from potato to lightning bolt?

28. What's a silly goal you've set for yourself recently?

29. What's your current comfort show song or hobby?

30. What's a moment today that made you pause and smile?

Check-in Questions For Students

Students are an important demographic to check in with throughout the school day. Whether they're navigating tough issues at home or appear to be in a good headspace, asking check-in questions will help them focus on the present and pay attention to their feelings. You can make check-in questions fun by turning them into icebreaker games for the class. Check-in questions are also a great way for parents, teachers and school counselors to touch base with students and offer any guidance if they're struggling, both academically or personally.

31. How are you feeling about school today?

32. What's something you're proud of this week?

33. What's something you found challenging recently?

34. What's one thing you're excited to learn?

35. How do you feel about your progress so far?

36. What's something outside of school that you're enjoying?

37. What's one goal you have for this week?

38. What's something that made you feel good today?

39. Is there anything you wish your teachers knew right now?

40. How are you managing your time lately?

41. What's a skill you're working on improving?

42. What's something you're grateful for at school?

43. How are you feeling socially in school?

44. What's a recent success you've had — big or small?

45. What's one thing that would make your day better?

46. What's one word to describe how you feel today?

47. What do you need more of right now?

48. How motivated do you feel this week?

49. What's one thing you wish you could change about today?

50. What's helping you stay focused?

51. What are you most looking forward to this week?

52. What's been the best part of your day so far?

53. What's something you learned about yourself recently?

54. What's a small step you're taking toward your goals?

55. What do you want to get better at?

Check-In Questions For Team Meetings & Work

Not only are check-in questions an insightful way to gauge the headspace of students, but they can also provide clarity for your work team. From examining the mental state of one of your teammates to getting status updates on projects, asking purposeful check-in questions will build trust with your team and help them stay productive. Transform some of the best check-in questions for work into fun ice breaker questions to kick off your team meetings.

56. How are you arriving at the meeting today?

57. What's your current stress level from 1 to 10?

58. What's something you're working on that excites you?

59. How supported do you feel in your work right now?

60. What's one thing that's going well this week?

61. How's your workload feeling lately?

62. What's a recent challenge you've overcome?

63. What's your focus for the week?

64. Is there anything you need help with right now?

65. How's your energy level at work today?

66. What's one win you want to share?

67. How are you feeling about collaboration this week?

68. What's something that's keeping you motivated?

69. What's your biggest priority right now?

70. What's something you've learned this week?

71. What's been a bright spot in your workday recently?

72. What's one thing you need more clarity on?

73. How confident are you feeling in your current tasks?

74. What's something we could improve as a team?

75. What's one thing you appreciate about this team?

76. How are you balancing work and personal life?

77. What's your top intention for today?

78. Is there anything distracting you lately?

79. What's something that's gone better than expected?

80. How do you feel about your productivity this week?

81. What's helping you stay on track right now?

82. What's one thing you want to celebrate today?

83. What's something that's sparked creativity at work?

84. How are you managing your energy throughout the day?

85. What's a lesson you've recently learned at work?

Mindset Check-in Questions

Whether you're using check-in questions to evaluate your own mental state or your loved one's, asking mindful check-in questions can help you reflect on your well-being and focus on your self-care. If you're looking to deepen your relationships, ask these questions to get to know someone, providing an insightful way to strengthen your bond and build intimacy. Mindset check-in questions can be a great tool to examine workplace stress, personal struggles or relationship issues.

86. How are you *really* doing today?

87. What emotion is most present for you right now?

88. What's one word that describes your current mindset?

89. What's something you're holding onto that you might let go of?

90. What's helping you stay grounded right now?

91. What are you currently grateful for?

92. How's your self-talk been lately?

93. What's one thing that's giving you energy?

94. What's something you're working through mentally or emotionally?

95. How are you taking care of yourself today?

96. What's something that's felt heavy or light this week?

97. What's a thought or belief you're challenging right now?

98. How are you showing yourself compassion?

99. What's something you need to hear today?

100. How connected do you feel to yourself?

101. What's your current level of inner peace?

102. What's something that's bringing you clarity?

103. How are you honoring your needs today?

104. What's something that's felt emotionally rewarding recently?

105. How are you managing your mental space?

106. What's something you're learning about yourself?

107. What's your current emotional weather?

108. What intention are you setting for today?

109. How are you feeling in your body right now?

110. What's something you're proud of yourself for?

111. What's been helping your mindset lately?

112. What's something that's made you feel hopeful?

113. What limiting belief are you ready to let go of?

114. How are you practicing mindfulness recently?

115. How are you feeling about the future right now?

116. What does support look like for you today?

117. What's one need you're prioritizing today?

118. How are you holding space for rest?

119. What would it look like to give yourself more grace today?

120. What does resilience mean to you right now?

Creative Check-in Questions

Creative check-in questions are a fun and meaningful way to check in with others and follow up on any previous discussions. Whether you're asking these thought-provoking questions to engage your work team or spark memorable conversations with your friends, creative check-in questions offer the opportunity to create a safe space for playfulness, vulnerability and imagination. These questions are perfect for any environment if you're looking to infuse a little more fun into your day!

121. What's something that sparked your creativity this week?

122. How would you express your current mood in a drawing?

123. If today had a color, what would it be?

124. What metaphor would describe how you feel right now?

125. What's a creative project or idea you've been thinking about?

126. What's inspiring you lately?

127. If your energy were a piece of art, what would it look like?

128. How would you design a mood board for today?

129. What song lyric describes your current mindset?

130. What's a creative risk you're considering?

131. If your thoughts were a landscape, what would they look like?

132. What's a creative outlet you're craving more of?

133. What's a story your week is telling so far?

134. What's something artistic you've enjoyed lately?

135. How would you express how you're feeling using only shapes?

136. If your current vibe were a piece of music, what instrument would it be?

137. What's one way you could express your current state creatively?

138. What creative habit are you trying to build?

139. What's something beautifully unexpected from this week?

140. What's a recent moment that felt like poetry?

141. How does your environment affect your creativity right now?

142. What would your creativity say if it had a voice today?

143. What's a small idea you'd love to bring to life?

144. If your week were a painting, what would it be titled?

145. What color do you need more of in your life right now, and why?

146. What's something you've created recently that brought you joy?

147. If your energy were a style of art, what would it be?

148. How are you expressing yourself today?

149. What kind of story do you feel like telling right now?

150. What's a visual image that captures your mood today?

151. Which fictional character best represents your mood today?

Asking good check-in questions can build trust and strengthen relationships, including with your colleagues, students or loved ones. From posing creative questions that spark playfulness to mindset questions that help reflect on one's mental state, the best check-in questions are purposeful, engaging and strive to build trust, foster communication and create better relationships. If someone in your community is struggling, ask check-in questions to extend compassion and support in the days ahead.

For even more fun ideas to get closer to your friends or colleagues, check out other experiences happening on Classpop!