Headbands of Hope, Jess Ekstrom  

In this episode of #TheConfidencePodcast we’re chatting with impact-maker, dream-chaser special guess Jess Ekstrom from Headbands of Hope about courage. Specifically we’ll be chatting about:

  • How to start thinking about yourself as courageous, even if you feel like a chicken or scardy cat most of the time
  • The secret to staying motivated through the small efforts you make even though it can feel overwhelming as you make efforts to change the world for the better
  • Overcoming the whispers of imposter syndrome when you have big goals for yourself, your life and your legacy in this world 


You are beautiful, and you are mindful about your health and wellness in so many areas of your life already, right? Like with working out and with what you eat? So, isn’t it time that you consider the importance of the ingredients in the products you use for your personal care and cosmetics too?  That’s why I’m obsessed with Beautycounter; Beautycounter has the strictest standards of safety in the industry and it is a company for good that does good.  Get your own Beautycounter products at  If you have been looking for a way to make an income and an impact at the same time, then you might have just found what you are looking for with Beautycounter. Message me and let’s chat about how I could personally mentor you to grow a Beautycounter business of your own.


Inspired by a summer internship at a wish-granting organization, Jess saw a lot of kids loved to wear headbands after losing their hair to chemotherapy. She did a Google search and realized that there were no businesses donating headbands to kids with cancer, only wigs and hats. Jess started Headbands of Hope out of her dorm room in college with two headbands, her computer, and a burning passion to help these kids (and a lot of coffee).

Today, Headbands of Hope is carried in thousands of stores across the world. They’ve been featured on the TODAY Show, Good Morning America, Vanity Fair, Seventeen Magazine, and even supported by celebrities like Lea Michele, Lauren Conrad, Kelsea Ballerini, Lili Reinhart and more.

But more importantly, Headbands of Hope has donated headbands to every children’s hospital in America and 15 countries. When you order a headband, you’ll even receive a donation confirmation stating the exact hospital your purchase benefitted.


What Jess is Really Good At:

  • Running Headbands of Hope, her social enterprise that impacts hundreds of thousands of kids with cancer around the world
  • Speaking about creating meaning in your work and navigating failure with purpose
  • Making people laugh (one of her most consistent praises in testimonials!)
  • Ping Pong
  • Playing with kids and dogs
  • Coaching women to share their story as a professional speaker
  • Making inboxes more fun every Wednesday

What Jess is Working On:

  • Using her GPS too much
  • Trying to stop dabbing
  • Sharing food
  • Stretching so she can touch her toes one day
  • Toning down her competitive spirit
  • Reading celebrity gossip
  • Talking about her dog too much


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7 day positivity guide:


Have you always thought of yourself as confident or courageous?

At what point in your Headbands of Hope journey did you realize that it was growing into something mega big that was going to change lives – like, lots of lives?

What does daily courage look like for you as you grow your businesses?

Do you ever get overwhelmed with the number of people you want to help and then feel helpless? If so, what do you do to get out of that funk and to take action anyway?

Have you ever struggled with imposter syndrome or wanting to throw the towel in because the task at hand / the vision you had felt too big and you felt too small?

How did you launch your speaking career and the Drop the Mic side of what you do?  Public speaking takes a ton of courage – and opens doors and changes lives – what advice do you have for listeners who crave courage in this area but are scared to death?

When you are discouraged, feeling less than, or overwhelmed, how do you motivate yourself?


I’m unofficially starting to launch a high-level mastermind for motivated mombosses.  I am limiting the group to 8 people and it will be an application process only.  We will be starting late fall or early 2019, but I will be taking applications starting in September, so if you are interested in applying, email me at   The mastermind will include individual and group coaching, online as well as in person, with the goal to help you double your revenue and double your free time at the same time so that you can be both a better, more present mom and a better, more productive entrepreneur.  I’m already dreaming about what the retreat weekends are going to look like for us and can’t wait to make this happen – it will be lifestyle changing and business changing!  Qualifications: you must have clear revenue business goals, you must have clear lifestyle goals for you and your family, and you must be willing to prioritize this mastermind with a year-long commitment. You can get on the list to apply at


We are closing the doors to The College of Confidence this month … and they won’t reopen until 2019, so if you know that you want more support, more Trish, more growth in your life, then stop what you are doing and come join us today. It takes just two minutes to register and it’s cancel-at-any-time, so hop on over to and let’s leverage your confidence and courage into crazy dream chasing together!

Oh, and if you’re curious, this month we are diving deep as a group in and around the concept of “mastering your personal story,” and, on top of the four live group coaching calls we will have where we connect one-on-one, we also have coaching lined up on the following topics:

  • How to Pull Power and Positivity from Your Personal Story
  • How to Tell Your Story With Confidence
  • How to Maximize Your Story for Business Growth
  • How to Believe that Your Story is Worth Telling

Doors close at the end of the month. Don’t miss out. >


Have been enjoying the podcast Trish!
The one episode where you shared your story of the trauma you faced and how you overcame it almost made me cry. It really put the challenges I’m facing in perspective and gave me a much needed boost. You are an inspiration, keep up the good work!

No need to reply to this email, just sending some one-way encouragement.
God bless,


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