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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.
The Work of You
Enneagram 101 -- Why It's Your Leadership Superpower [S2 Ep29]
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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 assessment and wondered what to actually do with your results, this episode is your foundation.
This is the most-downloaded episode in The Work of You catalog, and it's back for good reason: August is going all-in on the Enneagram (including a special new offer), and this is your on-ramp. Jen breaks down what the Enneagram actually is — a nine-point map of core motivation, not behavior — and why that distinction changes everything. She walks through the iceberg model, the three centers of intelligence, and the role of instincts in shaping how your type shows up in the world. Whether you're brand new to the Enneagram or have been sitting with your results without knowing what to do next, this episode gives you the framework to make the information mean something.
In this episode, we explore:
- What makes the Enneagram different: Why this tool works at the level of subconscious motivation rather than surface behavior — and why that depth is exactly what leadership development requires.
- The three centers of intelligence: How the body, heart, and head centers organize the nine types, what each center cares about most, and how knowing this becomes a practical cheat sheet for understanding yourself and the people you work with.
- Instincts and subtypes: What the three instincts are, how your dominant instinct colors the way your core type shows up, and why this layer of data matters as much as your type number.
The Work of You - Reflective Prompts:
1. When you consider how you experience the world and take in information, what feels most important to you? Having certainty and safety, being in connection, and feeling seen and valued, or being in control of your environment?
2. What might be your go-to strategy to ensure this in your life? To ensure feeling safe, feeling seen, or being in control.
3. What patterns or ways of being or ways of acting does this bring out in you? What do you notice for how you're showing up at home, at work, or with your team?
Resources | Links:
[S1 E5] Why the Enneagram is a Leadership Superpower
Download this Free Resource: Discover Your Hidden Layer of Leadership
