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18 Questions For Checking In With Yourself

Being self-aware is extremely beneficial, and allows you to have a deeper understanding of your emotions, actions, and why you do what you do.

As you become more self-aware, you will learn about your strengths and weaknesses, and in learning those, you can strive to change as needed. Self reflection has been found to enhance focus, decrease stress, and even improve emotional and physical health!

So please, set aside 60 minutes each month to go through the following questions:

  • What was the best thing that happened last month?

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  • What is one thing you learned last month?

  • What is making you feel stressed lately?

  • Is there anything, or anyone, in your life that makes you feel bad about yourself?

  • What are some things that happened this last month that you’re grateful for, and why?

  • What are some areas in your life that are thriving, and why?

  • Did you hang out with anyone who made you feel triggered or insecure, and why?

  • What is one thing you wished you hadn’t committed to this last month, and why?

  • What is something you did to improve your emotional health?

  • What have you done to improve your self-confidence this last month?

  • Did you give yourself the time and resources needed to accomplish your goals? Why or why not?

  • Did you overextend yourself with work or in relationships? Why or why not?

  • Did you reach the goals you set for yourself? Why or why not?

  • Did you make time for self-care, rest, and fun? Why or why not?

  • Are you currently taking anything, or anyone, for granted? Why or why not?

  • What is one area that you need to focus on for this upcoming month?

  • What are two tangible career goals that you can set for yourself this coming month?

  • What would make what you’re doing today (or right now, even) more enjoyable? 


Written by Meygan Caston
Meygan Caston is the co-founder of Marriage365 and lives in sunny Southern California with her husband Casey, their two children and dog Hobie. She loves her family, the beach, writing, spa days and helping couples connect in their marriage. Her life long dream is to live with the Amish for a month, walk the Camino and have lunch with Brené Brown.


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