328: 5 Keys to Journaling When Life Feels A Little Crazy- Jess Ekstrom

Jess Ekstrom

328: 5 Keys to Journaling When Life Feels A Little Crazy- Jess Ekstrom

Jess Ekstrom is back and we’re talking about strategies to help you journal, especially when life feels a little crazy!  You probably remember Jess from episode 242.  She’s the founder and CEO of “Headbands of Hope.”  And check this out, that for every headband Jess sells… a headband is given to a child with cancer… and almost a million headbands have been given away so far.  How awesome is THAT!?

Since founding Headbands of Hope… she’s also become a best-selling author with her amazing book, “Chasing the Bright Side” AND she has her own awesome podcast called “Business on the Bright Side.”  By the way… 

Jess Ekstrom has been featured on the TODAY Show, Good Morning America, and the VIEW… as well as in Forbes, Seventeen, Vanity Fair, and People Magazine.  After all of that… you might wonder how Jess does it all.  And that’s something we’re going to dig into today… because one of the most powerful tools in her toolbox is journaling.

It helps her to dream bigger, think better, and do more of what she’s put on the planet to do.  So we’re going to dive into exactly what she does… so you can be doing it too.  

apple podcast Castbox Spotify Google Podcasts


Jess’s site: https://jessekstrom.com/

Jess’s book: https://jessekstrom.com/buy-the-book

Jess’s first appearance on DTD: https://mitchmatthews.com/242/ The episode is called, “Finding the Bright Side in a Bad News World.)


  • 0:02 What to expect today
  • 2:11 Welcome back Jess Ekstrom!
  • 5:17 New problems need new solutions
  • 6:55 Mitch’s experience with journaling
  • 11:16 How to know it’s a good business idea
  • 12:47 How a journal can help you dream bigger
  • 18:00 Creating conversations with yourself
  • 22:22 How Jess uses journaling day-to-day
  • 29:13 Jess’s advice for anyone starting or re-starting with journalling
  • 30:34 Mitch’s closing thoughts

What did YOU think?  I want to hear from YOU!  

Do you journal now?  Has it ever gotten stale for you?  Are you needing something to bring some fresh ideas?  I know I did and I loved this convo!

Which of Jess’s strategies for journaling… and heck… for life… stood out to you?  What’s something you’re going to try?  What’s something that really resonated with you (big or small)?  

What’s something you’re going to DO (big or small) as a result?  

Let me know in the comments below. I can’t wait to hear from you!

  • Dennis+Judd
    Posted at 08:20h, 25 June Reply

    Great reminders and very practical ideas! Love the notion of not striving for perfection but just doing it – give yourself some space. I can that the structure pieces are helpful too but I know I could twist that to a “task” so I’m leery about that for me. Love Mitch’s comment about praying…always a great help/reminder/focus. Thanks!

    • Mitch Matthews
      Posted at 05:48h, 26 June Reply

      Amen to all of that Dennis!!! Love that you’re thinking through it and making it your own buddy. That’s ALWAYS the best way. Thanks for digging in my friend!

  • Julie Richards
    Posted at 05:35h, 28 June Reply

    This was such a great episode! The content is full of launch points for journaling in a totally “doable” way. I’m excited to check out Bright Pages! Thanks for sharing and not only normalizing journaling, but highlighting its power.

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