Jen Ostrich

The Work of You

Education EN ↓ 68 episodes

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 ultim...

Be sure to visit the podcast's website and support the creator: www.theworkofyou.com

Author

Jen Ostrich

Category

Education

Podcast website

www.theworkofyou.com

Latest episode

Sep 2, 2026

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Episodes

The 50th Decade — Pausing, Pivoting, and Choosing Me [S2 Ep34] 02.09.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * In this solo episode, Jen shares the real story behind a major life decision: selling her home and moving into a new season she's calling her "50th decade." She walks through the framework that got her there — knowing when to pause, when t...

A Koko Birthday Tribute: The 9 Types as Dog Breeds [S2 E33] 26.08.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * You already know your patterns show up in how you love, how you compete, how you protect yourself, and how you avoid pain. What you might not know is that they show up in your dog, too. This episode is a tribute to Jen's 15-year-old boy Koko, and a...

Your Enneagram Lines -- What They're Telling You, Part 2 [S2 Ep32] 19.08.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * What if you thought of yourself as more than just your Enneagram type? Learning how to work with your main type plus the two connecting lines pulling at you constantly — one when you're falling apart, one when you're growing. Part two of this E...

Your Enneagram Lines -- What They're Telling You, Part 1 [S2 Ep31] 12.08.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * When you're stressed, you don't become a worse version of yourself — you become a predictable one. There's a pattern to where you go under pressure, and once you can see it, you can stop being run by it. This episode is  learning how the E...

Understanding Your Enneagram Subtype [S2 Ep30] 05.08.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * You already know your Enneagram type. But do you know why two people with the same type can look nothing alike? The answer is your instinct — the unconscious force running beneath your type that decides what you protect, what you prioritize, and how you...

Enneagram 101 -- Why It's Your Leadership Superpower [S2 Ep29] 29.07.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * Most personality tools tell you what you do. The Enneagram tells you why — and that's where real leadership work begins. If you've heard the word thrown around but never quite understood what makes it different, or if you've taken the asse...

Living in Alignment at 50! [S2 Ep28] 22.07.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * Turning 50 has a way of making you honest. On the eve of her fifth decade, Jen pulls up the very first episode she ever recorded — Living in Alignment: The First Step to Leading You — and asks herself the question she asks everyone else: am I actually li...

Summer Reflection - What Chapter Are You In? [S2 Ep27] 15.07.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * We talk a lot about what's next. But before you can get there, you have to know where you actually are. This summer reflection episode revisits one of the most listened-to episodes of Season 1 — a deep dive into the Hudson Institute's Cycle of...

A Takeaway -- Wisdom From Every Season 2 Guest [S2 Ep26] 08.07.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * Season two brought some of the most honest, grounded voices Jen has had on this show — coaches, leaders, doctors, and creatives who are all doing their own inner work. This episode is a collection of what they left behind: the practices, prompts, and har...

Summer Listening Guide [S2 Ep25] 01.07.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * You don't always need a new episode to do new work. Sometimes the most useful thing you can do is go back and actually use what you already heard. This summer, The Work of You is giving you three different ways to slow down, revisit, and go deeper w...

Audience Q+A [S2 Ep24] 24.06.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * Life doesn't pause for your consistency goals. New job, a move, grief, a team in chaos, an Enneagram type you can't pin down — and you're still expected to show up and lead. To close out June and celebrate one year of The Work of You, Jen...

One Year of Doing This Out Loud [S2 Ep 23] 17.06.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * June 18th marks one full year of The Work of You, and Jen marks it the only way she knows how — with radical honesty. She takes you back to where the podcast began: a business that had slowed, time that needed a purpose, and a calling she couldn't i...

EQ Is Not a Soft Skill — with Juan Cortés [S2 Ep 22] 10.06.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * Best intentions don't protect you from blind spots — and Juan Cortés has the mansplaining story to prove it. Juan has spent his career helping organizations build cultures rooted in emotional intelligence, and the most powerful thing he brings to th...

What Happens When You Stop Doing Life in Order — with CPO Keesha Jean-Baptiste [S2 Ep 21] 03.06.2026

Send some fan mail 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 Keesha Jean-Baptiste, a distinguished Chief People Officer specializing in HR transformation, to discuss the courage it takes to lead from your authentic essence when the environment around you is designed to diminish it...

The Gift Hidden Inside Your Enneagram Type — with Diane Ring [S2 Ep 20] 27.05.2026

Send some fan mail Click Here to Support : *If you're able to support this free independently produced podcast it would mean so much to me * In this milestone 50th episode, Jen is joined by her original Enneagram teacher and mentor, Diane Ring, for a full-circle conversation about the deep architecture of inner work. Diane brings three decades of experience coaching senior leaders to the disc...

Permission to Own What You Want [S2 Ep19] 20.05.2026

Send some fan mail 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 shares a vulnerable personal moment of "standing in her personal power" by handing her book proposal to a New York Times bestselling author—an act that required overcoming her own inner code of playing it small...

The Advice You Give vs. The Life You Live -- with CCO Jason Sperling [S2 Ep 18] 13.05.2026

Send some fan mail 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 Sperling, Chief Creative Officer at INNOCEAN and author of Creative Directions , to discuss the messy, often terrifying transition from being a "man-child" creative to a responsible leader. They explore t...

Your Hidden Layers — What I Learned About Mine [S2 Ep17] 06.05.2026

Send some fan mail 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 because it stays above the waterline, coaching the 10–20% of ourselves that is visible while ignoring the vast architecture running beneath. In this solo episode, Jen explores the Hidden Layer: the subconsciou...

The Real Work of Self Care - with Dr Anna Teerlinck [S2 Ep16] 29.04.2026

Send some fan mail 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 Teerlinck — doctor of physical therapy, strength coach, and owner of Austin-based FemPower Physio — at 37 weeks pregnant and fully in motion. Anna works at the intersection of rehab and performance for women,...

Why Uncertainty Hits You the Way It Does [S2 Ep15] 22.04.2026

Send some fan mail 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 upending industries to the constant noise of a volatile world—and it is easy for your system to feel like it’s under attack. In this solo episode, Jen explores why our brains react to instability with the sa...

The Work of Showing Up — with Brannan Sirratt [S2 Ep14] 15.04.2026

Send some fan mail 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 with Brannan Sirratt — book developer, coach, and owner of DevelopYourBook.com — for a conversation that starts with manuscripts and ends somewhere much deeper. Brannan spent two decades helping authors find th...

Consistency Over Complication -- with Heidi Jones [S2 Ep13] 08.04.2026

Send some fan mail 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 is a direct reflection of how we lead ourselves. In this episode, Jen is joined by strength coach and close friend Heidi Jones to discuss why consistency—not complication—is the key to long-term wellness. They discus...

The Enneagram as a Mirror and a Map [S2 Ep12] 01.04.2026

Send some fan mail 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 Enneagram — with a fresh frame: the mirror and the map. She breaks down what your Enneagram type actually is (and isn't), how to make sense of your...

The Inner Work of Leadership [S2 Ep11] 25.03.2026

Send some fan mail 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 , Jen synthesizes core themes from her recent conversations with tech leaders Tony Ross (formerly of Apple) and KG Treser (LinkedIn); two leaders who are actively leading themselves. Jen breaks down four insights...

Being Strategic in Leading You – Interview with KG Treser, LinkedIn [S2 Ep10] 18.03.2026

Send some fan mail 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 an open conversation with KG Treser, a Chief of Staff at LinkedIn, who is on a mission to democratize executive-level skills for everyone. We dive into the gritty reality of the “gear shift” required to move fr...

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