50 Journaling Prompts For Self Discovery

11 . 01 . 2021

The fact that you’re reading these journaling prompts for self-discovery signifies that you’re ready for a change—whether physically, emotionally, or mentally. Before you start, I just want to say how proud I am of you! I am so proud that you’re self-aware enough to recognize the need for change AND your courage to make that change. I know it’s not easy.

Let’s take a moment and think about some of the most successful people that you admire. What type of traits do they have? Do they seem self-aware? Are they apologetically themselves? Do they adapt to changes in their environment effortlessly? It’s an interesting thing to think about and allows you to draw some commonality between you and the person you admire. Let’s take some time to think about it and write it down.

Once you’re done, let’s continue with this blog post. Today, I want to share 50 journaling prompts for self-discovery that will help you get to know yourself a little better and to identify the changes that you need to make. Before you get overwhelmed by the number of questions in this list, it’s highly recommended to take a notepad and write down the top 10 questions you’d like to answer today because we’re all about taking the baby steps here!

50 Journaling Prompts for Self Discovery

Having perused a ton of YouTube videos and articles in the hope of drawing me to the right path in 2021, I finally burnt out. My lack of knowing myself and what I wanted brought me to this hamster wheel of “never getting what I want.” Fast forward a month later, I realized that no amount of videos or articles can help me unless I sit my butt down and start thinking about what needs to be changed, what I’m willing to sacrifice to make that change, and how could that change bring a better life for me in 2021. When I looked back at my journaling prompts, they brought me to tears. I uncovered things I didn’t know were affecting me deeply and therefore affected how I treated others. My life today is a direct result of my inner insecurities.

When answering these questions today, I encourage you to not ponder too much but to answer them with the first thing that comes to your mind. Work on these in chunks. And once you’re done, revise your answers and think about the direct impact that you’ve had and how you can make them better this year.

So grab your coffee, tea, kombucha, or anything you fancy, put on some chill music, and let’s get to (inner)work!

Personal Life

  1. Are you happy with your life right now? Why and why not?
  2. What do you want to achieve in one year?
  3. What would you do differently today if you had everything you need?
  4. What was the smartest decision you made last year?
  5. What do you regret not doing last year?
  6. What was the most caring thing you’ve done for someone last year?
  7. What would you do if you’re not afraid?
  8. When do you feel the absolute best about yourself?
  9. What’s your power word this year?
  10. What are some of your important “rules of life”?
  11. What’s your proudest accomplishment so far? Is this something that you can or want to replicate?
  12. What matters most to you?
  13. How will you make others feel loved and cared for?
  14. How would you like to come across?

Professional Life

  1. What are your current assets? Eg: personal contact, experience, time-management skills…
  2. If you could have any career, what would it be?
  3. What will motivate you to get out of bed each morning?
  4. When you’re not working, what would you do for fun?
  5. How can you help someone while doing something you’re passionate about?
  6. Where do you see yourself in 2 years? (Not 5 – so much can change in one year!)
  7. What was the biggest risk you took last year?
  8. What important professiona relationship did you improve last year?
  9. What was the biggest lesson you learned last year?
  10. What was your proudest moment?


  1. What would your day-to-day be like without social media?
  2. What is the one hobby that you can constantly fall back on?
  3. What is your biggest self-limiting belief?
  4. What will it take for you to feel loved by you?
  5. What does a perfect day look like to you?
  6. What’s holding you from spending time on something important to you?
  7. What parts of yourself you need to work on (that you’re not satisfied with)?
  8. What are you committing to your body and mind this year?
  9. What would you do if you feel negative about yourself and others?
  10. How would you celebrate yourself when there’s a small or big win?


  1. What feelings or energy are you absorbing from others?
  2. How is your stress affecting you?
  3. What is within your control and what’s not?
  4. Are you moving enough throughout the day?
  5. How can you allocate more time to cook at home?


  1. How is your relationship with money?
  2. Is your money being spent on the things that truly matter to you?
  3. What is your true hourly wage?
  4. Are you underspending and overspending in certain categories?
  5. What can you realistically do to increase your hourly wage/income level?


Taken from Greg McKeown’s class on Essentialism on SkillShare

  1. What is something essential in life that you’re under-investing in? For example,
    • Meaningful friendships
    • My blog
    • My professional career
  2. Why does it matter so much to you?
  3. What change do you need to make in order to bring this about?
  4. How much time will it take from my time in order to feel that I am doing my best?
  5. What does success look like for you in this area?
  6. What are you over-investing in?

Grab a pen and paper, choose 10 questions (or more!) that relate to you the most, and work on the rest throughout the week. Feel free to mix the categories up to make them more interesting! There’s no limit as to how many times you should answer these journaling prompts in a month, a week, etc. Answer them as needed to make the most out of it. You want to tap deeply into your current belief system and unlearn some of the things that were taught in school or told to you while growing up.

Now, you might be feeling a little jittery and confused! But that’s ok. Take a deep breath, look through the list, pick the top 10 questions that speak to you most right now, and answer them with your favorite drink on your most comfortable couch.

Once you’re done, don’t forget to put these action items into… action and start seeing positive shifts in your life!

Let’s check in next Monday!

Much love, Calista

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50 journaling prompts to ask yourself. in2021


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