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

May 26, 2026
May 26, 2026
13 sec
Do you find yourself staying in situations only because you've already been in it so long? You might be getting trapped by what psychologists call Sunk Cost Fallacy. Join Dr. Jessie as she explains what this is and how to get free from it.
And if you'd like to continue the conversation, or talk about another part of your life, connect with Dr. Jessie for a free 30-minute coaching call:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
If you'd like a bit of coaching wisdom in your inbox each week, subscribe to Dr. Jessie's newsletter, The Invitation:
http://eepurl.com/hdJ51z

May 19, 2026
May 19, 2026
18 min
We all know it's important to be careful when choosing a romantic partner, but we typically don't put the same level of care into selecting our friends. Join Dr. Jessie as she guides you through The Friends Inventory to see if your friends are helping your life, or hurting it.
And if you'd like to continue the conversation, or talk about another part of your life, connect with Dr. Jessie for a free 30-minute coaching call:
https://calendly.com/jessiebensoncoach/30-minute-clarity-session
If you'd like a bit of coaching wisdom in your inbox each week, subscribe to Dr. Jessie's newsletter, The Invitation:
http://eepurl.com/hdJ51z

May 12, 2026
May 12, 2026
18 min
We're often afraid of differences in our relationship, worried they will drive us apart. Instead of being a source of conflict, we can allow our differences to bring us closer.
If you'd like to connect and figure out ways to make your relationship and life better, book a free coaching call with Dr. Jessie.
https://calendly.com/jessiebensoncoach/30-minute-clarity-session

May 5, 2026
May 5, 2026
19 min
Why is it so hard to say no? Why do we agree to things we don't want to do, and then end up with resentment? Discover why it's so hard to say no, and how to make it easier on yourself so you can start using your no today.
And if you'd like explore working together to help you build this skill and others, let's connect for a free intro coaching session.
https://calendly.com/jessiebensoncoach/30-minute-clarity-session

Apr 28, 2026
Apr 28, 2026
18 min
Our words have the power to tear someone down or build them up. Join Dr. Jessie as she shares a method to help us be intentional with our language so our relationship with our loved ones, ourself and the world at large is more meaningful.

Apr 21, 2026
Apr 21, 2026
13 min
Do you have someone in your life that every time they tell a story it turns out they're the victim in it? You might be unwittingly being pulled into the Drama Triangle. Come learn how to know if you are and what to do about it.

Apr 14, 2026
Apr 14, 2026
13 min
If you're anything like me, overwhelm is no stranger. The feeling that life is trying to swallow us whole is no good. It keeps us stressed and feeling like the littlest to-do is a Mt. Everest. If you're ready to learn easy tools to tame the overwhelm monster, let's do this. Come get Free with Me.
And if you'd like help learning even more ways to make your life work for you instead of you working for it, here's my calendar link. Let's see if we can work together to make it happen.
https://calendly.com/jessiebensoncoach/30-minute-clarity-session

Apr 7, 2026
Apr 7, 2026
13 min
When people learn I left being an Anesthesiologist & ICU Doctor to follow my dreams and become a Life Coach, Yoga-Meditation Teacher, and Professional Artist, they want to know how. In this episode I share three ways that helped me take the leap.

Mar 31, 2026
Mar 31, 2026
14 min
Do you find yourself procrastinating even when it's something you really want to do? If you're like me, it leaves you feeling confused and frustrated. In this week's episode, I share the tool that has been magic in helping me eliminate procrastination.
And if you'd like to book a free 30-minute discovery call with me, here's my calendar link. I look forward to connecting and seeing if we can work together to build a life you love.
https://calendly.com/jessiebensoncoach/30-minute-clarity-session

Mar 24, 2026
Mar 24, 2026
16 sec
In this premiere episode, Dr. Jessie takes you through the exact method she takes all her new clients through- The Life Review. Grab your favorite thing to take notes with and get ready for change. Your new life begins now.



