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
27 episodes
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
Building Your Leadership Brand
Why building your leadership brand is an inside-out job. Think about a brand you absolutely love — maybe it’s a coffee shop, a clothing label, or even your favorite airline. Got it? Now… why do you love it? Is it the quality?...
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Season 1
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Episode 12
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28:32
The Stories We Tell Ourselves
What if a story you told yourself wasn’t true? What impact are the stories you tell yourself having on how you live and lead? In this episode Jen explores how the stories we tell ourselves shape our reality—and often...
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Season 1
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Episode 11
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22:04
The 3 Instincts That Shape Your Enneagram Type
Unpack the hidden drives that shape how your Enneagram type shows up in life and leadership. Have you ever met someone who shares your Enneagram type but acts nothing like you? You might have thought, ‘Wait — are we even the ...
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Season 1
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Episode 10
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31:11
Bonus: Reflections on the Inner Work Journey
How's it going for you -- doing the work of you? As we approach a milestone of 10 episodes coming up this week; I felt called to drop an "off the cuff" bonus episode. In it I share what came up for me after hearing Oprah inte...
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Season 1
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17:13
What if the Enneagram Had a Tail? Learn the 9 Types as Dog Breeds
Today’s episode is all about connecting with the Enneagram in a fresh and engaging way that sticks while helping you do the work of you by understanding yourself on a deeper level. Jen taps into the best qualities of each Enneagram type by brin...
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Season 1
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Episode 9
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22:51
Reimagining Feedback: A New Way to Grow
What if feedback felt inspiring and inviting vs something you dread or want to avoid? Feedback doesn’t have to feel like criticism. In this episode, Jen explores a new way to think about feedback using the Shift Positive® met...
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Season 1
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Episode 8
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28:49
The Truth About Change: A Birthday Tribute to the People Who Helped Me Grow
Life is not designed to go at alone; neither is change. This episode drops on my 49th birthday so what better than time than now to pause and reflect on some special people who have helped my growth journey. True growth happe...
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Season 1
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Episode 7
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23:14
Why Your Strengths Matter More Than Weaknesses
What if the key to your growth isn't fixing what you've been told is a weakness or an area that you need to improve; instead, it's about doubling down on your strengths?Today's focus is on strengths and why they matter more ...
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Season 1
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Episode 6
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21:24
Why the Enneagram is a Leadership Superpower
The Enneagram is powerful, but also widely under leveraged and often misunderstood. Let's get into why it's your leadership superpower! This episode is an introduction to clarify what is the Enneagram (and all of its layers),...
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Season 1
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Episode 5
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33:03
Breaking Free from the Patterns That Hold You Back
What if your patterns — even the ones that trip you up — are actually trying to protect you?Let's dive into personality patterns -- what they are, why they are essential to understand about ourselves and how to learn how to manage...
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Season 1
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Episode 4
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21:29
The Myth of Fixing Yourself
What if growth doesn’t start with fixing, but instead with understanding ourselves?In this episode I reflect on how as a society it seems we're so focused on needing to fix ourselves. Or even thinking we are broken in some way aka...
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Season 1
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Episode 3
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23:12
The Leadership Gap No One Talks About
What if the part of leadership that needs the most attention isn’t on your resume? In this episode I talk about how professional development and personal development are not the same and it's critical to not assume one can ac...
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Season 1
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Episode 2
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23:29
Living in Alignment - The First Step in Leading You
Why are you the hardest person you'll ever lead? In this episode we reflect on how we move through life often being out of alignment with our most authentic self. This makes leading you much more complicated. I share a simple...
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Season 1
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Episode 1
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24:54
