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
39 episodes
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...
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Season 2
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Episode 5
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24:17
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...
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Season 2
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Episode 4
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28:10
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...
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Season 2
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Episode 3
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33:00
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
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Season 2
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Episode 2
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29:04
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...
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Season 2
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Episode 1
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28:47
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,...
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Season 2
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1:10
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...
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Season 1
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Episode 30
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28:41
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 ...
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Season 1
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Episode 29
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27:12
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...
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Season 1
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Episode 28
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22:50
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...
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Season 1
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Episode 27
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26:18
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...
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Season 1
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Episode 26
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22:42
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 ...
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Season 1
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Episode 25
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31:45
Finding Meaning in the Mess
What if our "mess" is not a detour to be taken and instead a doorway to welcome? Fresh off facilitating Enneagram work at the Soul Reset retreat I share themes that surfac...
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Season 1
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Episode 24
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23:56
How to Earn (and Keep) Trust
What does trust mean to you? What does it look like in practice? Trust is the foundation of every relationship — and every breakdown. But what “trust” means can look very different depending on your Enneagram type. In this ep...
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Season 1
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Episode 23
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25:30
Understanding Your Team via The Enneagram
Self awareness is essential yet without system awareness you can still be stuck in patterns. In this episode, we explore how the Enneagram can be used not just for self awareness and growth but also for system awareness -- t...
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Season 1
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Episode 22
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27:49
Seeing What's Working via Appreciative Inquiry
What if the key to leading change wasn’t fixing what’s broken, but amplifying what’s already working?In this episode Jen explores how leaders can create a culture of growth by focusing on what’s already working — not just what’s b...
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Season 1
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Episode 21
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28:16
Leading with Humanity
What if the most powerful thing a leader could do wasn't to have all the answers -- but to stay deeply human and authentic in the process? Leadership isn’t about being perfect—it’s about being real. In this heartfelt...
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Season 1
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Episode 20
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23:00
The Art of Real Connection -- Finding Our Way Back
What if the way back to connection isn’t out there – but in here, in how we choose to show up to one another? The world feels fractured and more divided than ever before. AND, the technology and algorithms are actually k...
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Season 1
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Episode 19
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23:30
Audience Q&A
We are about four months into the podcast and this feels like a great time to check in with what the listeners are wondering about. I've asked what you're curious to learn more about, questions you have, or resources you're looking for. Tune in...
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Season 1
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Episode 18
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23:39
Exploring Your Life Chapters
What if we looked at our life in full chapters instead of by age or decade? How might that shift how we see our current chapter or ready us for our next? In this episode I discuss a model that's near and dear to my heart, cre...
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Season 1
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Episode 17
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26:13
Navigating Stress + Growth Through The Enneagram - Part 2
What if you knew how to travel along the Enneagram map to manage your stress and to integrate new ways of being? Picking up where we left off in Ep 15 - Part 1, we are talking about looking at the Enneagram map and learning h...
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Season 1
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Episode 16
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23:13
Navigating Stress + Growth Through The Enneagram - Part 1
What if you knew how to travel along the Enneagram map to manage your stress and to integrate new ways of being? Today is about looking at the Enneagram map and learning how to leverage both your Wings and your Lines for grow...
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Season 1
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Episode 15
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26:38
Moving Your Brain From Threat to Reward State
Have you ever been in a meeting and suddenly felt tense, misunderstood, or even shut down without really knowing why? This will make sense of that moment. When uncertainty or conflict puts us in “threat mode,” our brains can ...
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Season 1
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Episode 14
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29:05
The Communication Patterns You Don't Even Notice
What if the way we speak, listen, and interpret has less to do with intention and more to do with our wiring? This episode is an invitation to become more dialed in to how you move through communication, how you listen, and w...
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Season 1
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Episode 13
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25:39
