108 Questions to Ask When Checking Up on Someone

In busy times, it’s easy to forget about the people in our lives. We get swept up in the whirlwind of work and personal issues, and suddenly, months have slipped by. While it’s natural for this to happen, taking a moment to reconnect can have a profound impact.

This list will be your guide through meaningful conversations, offering thoughtful questions that help you reach out with empathy and genuine interest. It’s more than just a check-up; it’s about letting those you care about feel valued and heard.

General Well-Being and Mood

  1. How have you been feeling lately?
  2. Is there anything that’s been bringing you joy this week?
  3. Have you had any low points recently, and how have you been handling them?
  4. What’s something that made you smile today?
  5. Are you finding time to relax and de-stress?
  6. How have you been sleeping these days?
  7. What’s been occupying your thoughts most often?
  8. Have there been any changes in your life recently?
  9. Are you feeling energetic or run down?
  10. How is your mood compared to last week?
  11. What’s something small that’s made a big difference to your day?
  12. How are you managing your stress these days?
  13. Have you found anything challenging recently, and how did you deal with it?
  14. What gives you comfort when you feel unsettled?
  15. Is there anything you’re looking forward to?
  16. Are you taking time for self-care, and what does that look like for you?
  17. Can you share a recent victory or accomplishment?
  18. Have any particular events or interactions stood out to you recently?

Health and Lifestyle Updates

  1. How is your overall health these days?
  2. Are you keeping up with any exercise or physical activities?
  3. Have you made any changes to your diet or eating habits lately?
  4. How are you ensuring to get some fresh air and sunlight?
  5. Is there anything new you’re trying in your routine?
  6. Have you had a chance to visit a doctor or healthcare professional recently?
  7. Are there any health goals you’re working toward right now?
  8. Are you staying hydrated and taking care of yourself?
  9. Have you discovered any new recipes or foods that you enjoy?
  10. How do you recharge when you feel drained?
  11. Is there any aspect of your well-being you’re particularly proud of?
  12. Have you found ways to stay active indoors/outdoors?
  13. Are there any health tips or practices you’ve learned recently?
  14. Do you feel like you’re striking a good balance between work and rest?
  15. What’s a habit you’ve been trying to build or break?
  16. Are you finding time to relax in ways that feel nourishing?
  17. Have you faced any health challenges, and how are you coping with them?
  18. How do you unwind at the end of a long day?

Work and Education Check-In

  1. How is work/school going for you lately?
  2. Have you taken on any exciting projects or assignments recently?
  3. How do you feel about your workload currently?
  4. Are you finding your work or studies fulfilling?
  5. Have there been any standout moments in your career/education?
  6. Are you facing any challenges at work or in your studies?
  7. How are you getting along with your colleagues or classmates?
  8. Is there a particular skill you’ve been working on or want to develop?
  9. Have you thought about any further training or learning opportunities?
  10. Are you managing to find a work-life balance?
  11. How do you stay motivated in your job or schoolwork?
  12. Are there any achievements at work or school you’d like to share?
  13. Has there been any helpful feedback or lessons learned recently?
  14. Do you have a mentor or someone who’s guiding you in your career or studies?
  15. How do you handle stress related to work or education?
  16. Is there anything you’re eagerly anticipating in your professional or academic life?
  17. Have you encountered any obstacles, and what support do you need?
  18. What’s something new you’ve learned in your work or studies?

Personal and Emotional Support

  1. Is there anything you want to talk about or get off your chest?
  2. How are you really doing, beneath the surface?
  3. Are there any personal challenges you’re currently facing?
  4. What has been your source of strength during tough times?
  5. Have you felt supported by your friends and family?
  6. Is there a particular emotion that’s been prevalent for you lately?
  7. How do you practice self-compassion during difficult moments?
  8. Are your personal relationships providing you with comfort and joy?
  9. Is there something you wish people knew about your current situation?
  10. How do you cope with feelings of loneliness or isolation?
  11. What’s been a significant emotional journey for you recently?
  12. Have there been any breakthroughs or moments of clarity in your life?
  13. How do you give yourself space to process your emotions?
  14. Are you carrying any burdens that you’d like to share?
  15. How has your heart been, and what are you feeling deeply right now?
  16. What part of your personal growth are you most proud of?
  17. Have you noticed any shifts in your emotional well-being?
  18. What helps you maintain a sense of hope or positivity?

Social and Relationship Interests

  1. Have you been able to spend time with friends or loved ones recently?
  2. Are there any new people you’ve met that have made a positive impact on you?
  3. How are you nurturing your existing relationships?
  4. Have social activities been a part of your life lately?
  5. Are there any relationships you’re finding particularly meaningful?
  6. Have you connected with anyone from your past recently?
  7. How do you balance social time with personal time?
  8. What’s something fun you’ve done with someone else?
  9. Are you feeling connected to your community or looking for ways to engage?
  10. How do you feel about your social life at the moment?
  11. Have you participated in any events or group activities?
  12. What kind of support are you getting from your friends and family?
  13. Is there a friendship you’ve been wanting to deepen or rekindle?
  14. How often do you get to share a meal or a conversation with someone?
  15. Are you feeling understood and heard in your relationships?
  16. What are you doing to maintain your close relationships during tough times?
  17. Have you felt any shifts in your social circles or dynamics?
  18. Is there a specific relationship that’s brought you joy or comfort?

Future Endeavors and Support

  1. Are there any goals or dreams you’ve been contemplating recently?
  2. What steps are you taking towards your future plans?
  3. How confident are you feeling about your direction and future?
  4. Have you set any milestones or targets for the upcoming months?
  5. Do you need help or advice with any of your future endeavors?
  6. What’s something you’re learning now that could help you in the future?
  7. Are you excited about any opportunities on the horizon?
  8. How are you preparing for any significant changes or decisions?
  9. What have been your biggest motivations in planning for the future?
  10. How do you envision your ideal scenario a few years from now?
  11. Is there a particular dream you’re working toward that you’d like to share?
  12. Do you have any strategies for overcoming obstacles in your path?
  13. How do you remain resilient when facing uncertainty about the future?
  14. Are you considering any big moves, like a career change or relocation?
  15. How do you prioritize your goals and ambitions?
  16. What kind of legacy do you hope to create or leave behind?
  17. Have you received any advice or insights that have shaped your future plans?
  18. What support system do you have for pursuing your dreams?

Frequently Asked Questions

How do I check in on a friend in crisis?

It can be difficult to know how to help a friend who is in crisis. However, there are some things you can do to make sure they are okay. First, try texting or calling them to see how they are doing. If they do not respond, you can reach out to them on social media. If that does not work either, you can try to visit them in person.

Whatever you do, make sure you are supportive and understanding. Let your friend know that you are there for them and that they can count on you.

What do you say when you’re worried about someone?

When someone you care about is going through a hard time, it’s natural to worry about them. You may not know what to say to make the person feel better, but it can be helpful to just let them know you’re there for them. Sometimes a person just needs to know they aren’t alone.

You can also offer practical support, such as helping them with groceries or rides to appointments. Whatever you do, let the person know that you care and want to help them in any way you can.

Final Thoughts

Asking these questions can start a conversation that shows your loved one that you care about them and want to know how they are really doing. It shows that you are interested in their lives and want to connect with them, even if it is difficult at the moment.

So don’t be afraid to reach out to the people you care about. They will appreciate it more than you know!

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Jessa Claire is a registered healthcare provider. Music lover. Daydreamer. Thalassophile. Foodie. A hardworking Capricorn. Most days, an incurable empath. An old soul. Down-to-earth. Vibrant. When she's not writing, she can be seen relaxing with headphones on or engrossed in her favorite fan fiction book.