The Work of You
This is a podcast about the leadership that matters most — the kind that starts from within.
Hosted by certified behavioral coach and Enneagram expert Jen Ostrich, The Work of You is for high-achieving humans ready to stop repeating patterns and start leading themselves differently.
Through insights from coaching, the Enneagram, and her own personal inner overhaul, Jen brings honesty, humor, and sharp emotional clarity to the table. With real talk, self-awareness tools, and a healthy dose of tough love, she helps you uncover what’s driving you, shift what’s no longer serving you, and ultimately do the work of you — one honest episode at a time.
This isn’t about fixing yourself. It’s about finally understanding yourself — so your choices, relationships, and leadership can actually align with who you truly are.
Episodes
52 episodes
The Advice You Give vs. The Life You Live -- with CCO Jason Sperling [S2 Ep 18]
Click Here to Support: *If you're able to support this free independently produced podcast it would mean so much to me *In this episode, Jen is joined by Jason Sperli...
Your Hidden Layers — What I Learned About Mine [S2 Ep17]
Click Here to Support: **If you're able and willing to support this free independently produced podcast it would mean so much to me *Leadership training often fails b...
The Real Work of Self Care - with Dr Anna Teerlinck [S2 Ep16]
Click Here to Support: **If you're able to support this free independently produced podcast it would mean so much to me *In this episode, Jen sits down with Dr. Anna ...
Why Uncertainty Hits You the Way It Does [S2 Ep15]
Click Here to Support: **If you're able and willing to support this free independently produced podcast it would mean so much to me *Uncertainty is everywhere—from AI...
The Work of Showing Up — with Brannan Sirratt [S2 Ep14]
Click Here to Support: **If you're able and willing to support this free independently produced podcast it would mean so much to me *In this episode, Jen sits down wi...
Consistency Over Complication -- with Heidi Jones [S2 Ep13]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *How we take care of our bodies ...
The Enneagram as a Mirror and a Map [S2 Ep12]
Click Here to Support: **If you're able and willing to support this free independently produced podcast it would mean so much to me *In this solo episode of The Work of You, Jen returns to one of her favorite topics — the Enneagra...
The Inner Work of Leadership [S2 Ep11]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *In this episode of The Work...
Being Strategic in Leading You – Interview with KG Treser, LinkedIn [S2 Ep10]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *In this week's episode, Jen has...
Climbing What's in Front of You-- Interview with Tony Ross [S2 Ep9]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much.**In this Season Two conversation of <...
Two Things Can Be True – Your Enneagram Type as a Strategy [S2 E8]
Click Here to Support: *If you’re able and willing to support this free independently produced podcast it would mean so much to me *In this episode of The Work of You<...
The Work of Holding Both - Interview with Nikki Shultz [S2 Ep 7]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much.**In this personal conversation, Jen s...
A Year of Becoming: Fire Horse Energy [S2 Ep6]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much.**What if this is the year you lead...
From Rescue to Responsibility -- What Two Conversations Revealed [S2 Ep5]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *What happens when you stop waiting and beg...
Taking The Rocks Out of the Backpack -- with Kat Gordon [S2 Ep 4]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *In this Season Two conversation of The Wo...
No One Is Coming to Save You — with Damon D’Amore [S2 Ep3]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *In this Season Two conversation of The Wo...
Reflections: Who You Become When You Stay in the Work [S2 Ep2]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me ** In this reflective solo episode of
Who You Become When You Stay in the Work -- with My Coach, Eileen Joyce [S2 Ep1]
Click Here to Support: **If you’re able and willing to support this free independently produced podcast it would mean so much to me *To kick off season 2 of the podcast, I am bey...
Season 2: Trailer
Welcome to Season 2 of The Work of You—the podcast about the leadership that matters most, the kind that starts from within. In Season 2, we’re expanding the conversation. Alongside solo reflections, I’m also sitting down with leaders,...
Season 1 Wrap Up - Let's Celebrate Some Wins!
What has this podcast brought me AND you in 2025?In this milestone episode, I pause to reflect on what this podcast became in 2025. What started as a curiosity-led experiment grew into a consistent practice of inquiry, meaning-mak...
The Inner Patterns of The Enneagram Head Types [5, 6, 7]
What is it like to be an Enneagram Head Type living in a mind seeking certainty and security? In this episode we explore the Head Center of the Enneagram—Types 5, 6, and 7—who each in their own way seek certainty and create ...
The Emotional Blueprint of the Enneagram Heart Types [2, 3, 4]
What is it like to be an Enneagram Heart Type moving through the world seeking connection and attention? In this episode we explore the Heart Center of the Enneagram—Types 2, 3, and 4—whose core drive is to be in connection a...
Moving Through the World as an Enneagram Body Type [8,9,1]
What is it like to be an Enneagram Body Type processing the world somatically and through instinct?Kicking off our 3-part series on diving deeper into all 9 Enneagram types, in this episode we explore the Body Center of the Enneag...
Embracing More Play!
Play isn’t just something fun — it’s a core part of resilience, creativity, and healthy leadership. In this episode, we explore why play matters for adults, how it expands your capacity to handle stress (hello, Broaden-and-Bu...
Gratitude | Audience Q+A
Milestone moment reaching episode 25 and perfect timing as it's falling over the week of Thanksgiving. I hold so much gratitude for my listeners and that's why this week I focus on what you want to hear! I've asked what you're curious to learn ...
