Free with Me

Ever wonder how you ended up where you are in life, like somehow your life isn’t yours anymore? If you've been looking for a way back to yourself, you've come to the right place. Dr. Jessie Benson walked away from a career as an anesthesiologist and ICU doctor to reclaim her own life and follow her dreams to become a life coach, professional artist, yoga-meditation teacher, and full-time adventurer. She helps her listeners figure out what isn't working in their inner and outer worlds and build a life they are excited to live. She also offers a weekly relaxation practice.

Episodes

12 hours ago

19 min

There are many personality typing systems out there, and this week Dr. Jessie shares her favorite: The Enneagram. Learn about the 9 Types and see where you and your loved ones may land. When we understand ourselves and our loved ones better, life and love flow more freely.
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

12 hours ago

19 min

Sep 15, 2026

18 min

Sometimes we can veer out of our best self and become an emotionally unsafe person for those around us, and often not even know it. Join Dr. Jessie as she shares how this can happen and what to do about it.
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Sep 15, 2026

18 min

Sep 8, 2026

13 min

We often focus on being self-sufficient and can have a hard time allowing others to help us. Join Dr. Jessie as she shares about the gift of becoming a receiver.
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Sep 8, 2026

13 min

Free To Be You

Sep 1, 2026

Sep 1, 2026

15 sec

Often we talk about what would we do if no one was watching and judging us. What about the life we spend doing things we don't really want to do because we think people are watching and might judge us if we don't? Join Dr. Jessie as she guides you through a way to be more true to you.
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Sep 1, 2026

15 sec

Aug 25, 2026

16 min

As humans we tend to focus on what's missing. Join Dr. Jessie as she helps you discover the joy that's already there. 
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Aug 25, 2026

16 min

Aug 18, 2026

14 sec

When what we want seems like it may never happen, we can be tempted to lower our standards. In this episode Dr. Jessie shares a personal story about the moment she decided not to settle and how it tuned out.
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Aug 18, 2026

14 sec

Aug 11, 2026

16 min

How we feel in every moment of our life can be traced back to a simple question our nervous system asks. How we think can determine the answer it gets and the ultimate quality of our life. Join Dr. Jessie as she guides you through answering this question for your own life.
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Aug 11, 2026

16 min

Aug 4, 2026

15 min

Could you use more energy? Join Dr. Jessie as she helps you boost your energy so you can do more of what you love.
 
Book Dr. Jessie mentions in this episode: How To Stop Being Toxic by Julia Deloach
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Aug 4, 2026

15 min

Jul 28, 2026

15 sec

How we are in our adult relationships can be traced back to how we were treated as children. Join Dr. Jessie as she helps you discover your Attachment Style and how to have healthier, deeper relationships.
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Jul 28, 2026

15 sec

Giving Space

Jul 21, 2026

Jul 21, 2026

14 min

We typically think our way of doing things is best. Sometimes we can impose our method on others and even though we think we're helping, we can actually undermine our connection with the other person. Join Dr. Jessie as she shares about giving space to others. 
 
Want to connect with Dr. Jessie for a free 30-minute coaching call? Here's her calendar link:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
And if you'd like a dose of coaching wisdom in your inbox each week, sign up for Dr. Jessie's newsletter, The Invitation.
http://eepurl.com/hdJ51z

Jul 21, 2026

14 min

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