The Work of You

Jen Ostrich
  • 5.0 (21)
  • SELF-IMPROVEMENT

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.

  1. Taking The Rocks Out of the Backpack -- with Kat Gordon [S2 Ep 4]

    3D AGO

    Taking The Rocks Out of the Backpack -- with Kat Gordon [S2 Ep 4]

    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 Season Two conversation of The Work of You, Jen sits down with her own longtime client turned friend and colleague, Kat Gordon, for an honest exploration of what doing the work of you actually requires. Kat is the founder of the 3% Movement and co-founder of the 3% Coaching Coalition, and this conversation traces her personal evolution from creative leader to coach, Reiki master, and guide for others navigating growth, identity shifts, and leadership from the inside out. Together, Jen and Kat reflect on how coaching works not by fixing us, but by helping us notice the unseen beliefs, patterns, and “rocks in the backpack” we’ve been carrying for years. This episode explores the role of relationship in growth, why self-awareness precedes real change, and how staying with discomfort can unlock clarity, self-trust, and alignment. It’s a grounded, deeply human conversation about leadership, transformation, and learning how to lead yourself with more honesty and compassion. In this episode, we explore: •How Kat’s work with the 3% Movement evolved into the 3% Coaching Coalition •Why coaching became the next natural chapter in her leadership journey •The impact of long-term coaching relationships on personal and professional growth •What “live it to give it” means in coaching, leadership, and inner work •The role of active listening in transformation •How somatic practices like Reiki complement mindset-based coaching •Why journaling (morning pages) can accelerate self-awareness and clarity •The idea of “rocks in the backpack” and how unexamined beliefs weigh us down •Letting go of conditional worth and reclaiming self-trust •How the Enneagram can illuminate both our strengths and blind spots •Why growth isn’t about avoiding discomfort—but learning from it The Work of You Resource -- via Kat Gordon Morning Pages (inspired by Julia Cameron): first thing when you wake up take pen to paper and free forum write your thoughts for 3 pages worth. Bonus: Reflect back after a month or two on what was on your mind in the pervious month. What are you noticing? How are you growing? About the Guest: Kat Gordon is Founder of The 3% Movement and Co-Founder of The 3% Coaching Coalition. As an Executive Coach for Creative Leaders, Kat helps clients be the kind of leaders they wish they had as young creatives. Drawing upon her years as a diversity leader and recent study as a Reiki Master, Kat brings a level of soulfulness and inclusion to her work that help clients access their deepest knowing.  She was named one of "30 Most Creative Women in Advertising" by BusinessInsider and "Visionary of the Year" from Advertising Age.  Resources | Links:  Kat Gordon Substack Kat Gordon Website 3% Coaching Coalition  GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  The Grow Effect Coaching Model  Instagram | The Work of You Support the show

    28 min
  2. No One Is Coming to Save You — with Damon D’Amore [S2 Ep3]

    JAN 28

    No One Is Coming to Save You — with Damon D’Amore [S2 Ep3]

    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 Season Two conversation of The Work of You, Jen sits down with longtime mentor, executive advisor, and storyteller Damon D’Amore for an unfiltered look at resilience, responsibility, and what real self-leadership demands. Drawing from four careers, multiple ventures, and decades working with C-suite leaders, Damon shares the lessons that shaped his philosophy: no one is coming to save you, meaning is yours to create, and growth requires daily honesty with yourself. Together, they explore mentorship, negative motivation, long-term discipline, and why doing the work means facing discomfort instead of bypassing it. This episode is a grounded, provocative conversation about inner accountability, surviving hard seasons, and learning how to show up fully — even when the outcome isn’t guaranteed. In this episode, we explore: The mentors who shaped Damon’s career and leadership philosophyWhy “no one is coming to save you” is a call to empowerment, not fearNegative motivation and managing future regretThe role of mentorship in entrepreneurship and leadership growthGiving yourself grace without losing momentumThe “Rocky Test” and being radically honest with yourselfWhy resistance, imposter syndrome, and inner patterns always returnCreating structure, discipline, and accountability that actually worksDefending your time and working in focused seasonsWhy leaders need a clear point of view — and the courage to share itThe Work of You Resources -- via Damon D'Amore 90-day planning and goal alignmentTime blocking and defending creative work timeMonthly self-reviews and accountability systemsStoic principles and emotional regulationAbout the Guest: Damon has spent more than 20 years working directly with C-Suite leaders in Fortune 500 firms. His work focuses on psychological performance, crisis leadership and storytelling to gain stakeholder advocacy. Damon speaks internationally on storytelling, legacy, women in leadership, resilience, mindset, and applying the lessons of entrepreneurship to corporate environments. More than half of Damon’s clients are female leaders in the C-Suite.  Resources | Links:  Damon's Results Over Regrets Substack Damon's Website GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  The Grow Effect Coaching Model  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective Support the show

    33 min
  3. Reflections: Who You Become When You Stay in the Work [S2 Ep2]

    JAN 21

    Reflections: Who You Become When You Stay in the Work [S2 Ep2]

    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 reflective solo episode of The Work of You, Jen slows things down to integrate the conversation from Season Two’s opening interview with her longtime coach, Eileen. Rather than focusing on quick takeaways, this episode explores what actually changes when you stay committed to inner work over time. Drawing from her own 15-year growth journey, Jen reflects on how real transformation happens through small, incremental shifts — shifts that are often invisible day to day, but undeniable when we pause, zoom out, and look back. She unpacks how patterns form in early childhood, how they operate on autopilot, and why awareness must come before meaningful change. This episode is an invitation to reflect on your own evolution: what patterns once shaped your choices, how they may have shifted over time, and what becomes possible when you stay with yourself — even when the work is slow, messy, and uncomfortable. In this episode, Jen explores: Why Season Two will alternate between guest interviews and reflective solo episodesWhat “staying in the work” actually looks like over the course of years, not weeksWhy inner work unfolds through micro-actions and small pivots over timeHow childhood patterns shape our beliefs about love, worth, and belongingThe three primary ways patterns form: mirroring, rebelling, or reactingWhy familiarity is often mistaken for healthy loveThe role of awareness in interrupting autopilot behaviorWhy patterns don’t disappear — they become mile markers that show growthHow noticing a pattern sooner is itself a sign of progressReflecting on who you were 10 years ago — and who you are nowReflection Prompts Offered in the Episode: Looking back to 2016 (or another meaningful year), what pattern or habit was shaping your life then?How has that pattern shifted — even slightly — over time?If it hasn’t shifted, what might be getting in the way of working with it?What could become possible if you addressed this pattern with curiosity instead of judgment?A Simple Three-Question Reflection Framework (from Eileen): What’s been accomplished?What’s missing?What’s possible?Resources | Links:  POEM: “Autobiography in Five Chapters” (Portia Nelson) The Hoffman Process GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  The Grow Effect Coaching Model  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective Support the show

    29 min
  4. Who You Become When You Stay in the Work -- with My Coach, Eileen Joyce [S2 Ep1]

    JAN 14

    Who You Become When You Stay in the Work -- with My Coach, Eileen Joyce [S2 Ep1]

    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 * To kick off season 2 of the podcast, I am beyond grateful to introduce this community my first guest, my own coach, Eileen Joyce.  When I created this podcast, part of its inspiration was to help people learn how to better understand themselves and to discover lots of pathways for growth. Essentially how to face the hard stuff, your inner work, or, as I like to call it -- the work of you. People love to say that humans don’t change, or can’t change. I beg to differ. The main reason I continue to be empowered to offer this podcast (and the content within) is because I’ve done nothing but lean into my inner work over the last 15 years. I don’t just talk the talk; I walk it. And wow have I changed. There is only one person, one witness, who's had an intimate front row seat to my growth and that’s my own coach, Eileen Joyce. Eileen is a Hudson Institute Certified Coach and Certified Grief Recovery Specialist. Her background includes a successful career in advertising/marketing and over two decades of experience working with people dealing with devastating loss and changes resulting from death, divorce, or serious illness, along with any of the over 40 major losses.  Eileen’s mission is healing broken hearts through the Grief Recovery Method, and having the critical coaching conversations for identifying forward moving actions and ongoing support. This combination creates daily living with more aliveness, productivity, and joy.  Episode Topics: How Eileen approaches her own inner workHow decades of coaching has helped Eileen evolve, especially with trustA pivotal growth moment for Eileen and her griefLearning about the Enneagram and what was insightful for Eileen After nearly 15 years of coaching Jen (me), what stands out and how have I changed?Eileen's favorite resource for doing the work of you.The Work of You Resource -- via Eileen Joyce Plot defining moments of your life on a timeline graph; reflect on how those moments shaped who you are. Resources | Links:  Eileen Joyce Coaching Website Eileen Joyce LinkedIn The Grief Recovery Method GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  The Grow Effect Coaching Model  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective   Support the show

    29 min
  5. Season 2: Trailer

    SEASON 2 TRAILER

    Season 2: Trailer

    Send some fan mail 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, coaches, and change agents who are doing the real work—inside themselves and in the world—to explore what growth, self-awareness, and leadership actually require. This is about noticing the patterns shaping your choices and learning how to lead with more clarity, integrity, and alignment. If you’re a high-achieving human who’s ready to get honest about the patterns holding you back, this show is for you. Because this isn’t about fixing yourself. It’s about finally understanding yourself so your choices, relationships, and leadership actually align to who you really are.  Join us for Season Two of The Work of You starting Wednesday January 14th.

    1 min
  6. Season 1 Wrap Up - Let's Celebrate Some Wins!

    12/31/2025

    Season 1 Wrap Up - Let's Celebrate Some Wins!

    Send some fan mail 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-making, and conversation around how we understand ourselves. I share how the podcast AND I have grown and of course, ask you to reflect on the same. I look ahead to what’s coming next. As we move into 2026, this podcast will begin to widen the circle with guest conversations, while staying rooted in the same core questions that have shaped the show from the beginning. This episode is an invitation to pause, integrate, and step forward with intention — together. Episode topics:  The journey of season one of this podcast and what I've learned along the way and what surprised me. What did 2025 bring to you? Something you took on, let go of, and how are you better/different vs last year? I share mine too!Celebrating the wins, top episodes, my highlight reel, and the numbers for The Work of You - thank you!What I'm taking into 2026 for The Work of You and what I'm leaving behind - what to expect more of and what's new / coming in season 2. 2025 = year of the snake vs 2026 = year of the fire horse.Coaching Prompts:  What is one insight you gained about yourself since listening to this podcast? What is one shift you've made as a result of this podcast? What did you take on / something new in 2025 [a skill, a practice, a routine, etc]?What is something you let go of or learned how to manage differently in 2025? How have you grown - one way that you're better or different vs 2024? What does your 2026 Fire Horse look like? Resources | Links:  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective

    29 min
  7. The Inner Patterns of The Enneagram Head Types [5, 6, 7]

    12/24/2025

    The Inner Patterns of The Enneagram Head Types [5, 6, 7]

    Send some fan mail 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 a sense of safety and security. We'll breakdown the core fear, primary motivation and core emotion to be managed for each type as well as how these translates in personality attributes and behaviors. We'll do a light touch on how each of the 3 instincts shade the core type as well as the pathways to growth for each type.  Episode Topics: Type 5 - Specialist or Investigator: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Type 6 - Loyalist or Skeptic: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Type 7 - Enthusiast or Visionary: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Coaching Prompts:  What is resonating about your type's fear, motivation, personality? And, what is not resonating? Reflect on what's not, could it be a blindspot?When do you notice your motivation going into overdrive - where is it still trying to protect you?Where you have started to integrate toward one or both of your lines? Resources | Links:  GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  Episode 5: Why The Enneagram is a Leadership Superpower (overview of the model).  Episode 10: The 3 Instincts That Shape Your Enneagram Type Episode 15: Navigating Stress + Growth via the Enneagram (THE LINES) Part 1 Episode 16: Navigating Stress + Growth via the Enneagram (THE LINES) Part 2 Book | The Enneagram Guide to Waking Up: Find Your Path, Face your Shadow, Discover Your True Self By, Beatrice Chestnut, PhD and Uranio Peas, MM The Grow Effect Coaching Model  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective

    27 min
  8. The Emotional Blueprint of the Enneagram Heart Types [2, 3, 4]

    12/17/2025

    The Emotional Blueprint of the Enneagram Heart Types [2, 3, 4]

    Send some fan mail 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 and to feel seen. We'll breakdown the core fear, primary motivation and core emotion to be managed for each type as well as how these translates in personality attributes and behaviors. We'll do a light touch on how each of the 3 instincts shade the core type as well as the pathways to growth for each type.  Episode Topics: Type 2 - Helper: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Type 3 - Achiever: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Type 4 - Intense Creative/Individualist: exploring the core fear, motivation, personality, 3 instincts and growth opportunity Coaching Prompts:  Where or when do you notice the core fear of your type showing up? What’s one area of your life – at home or at work or in relationships – where your motivation is more in the lead than you? Where you have started to integrate toward one or both of your lines? Resources | Links:  GET YOUR ENNEAGRAM TYPE -- includes the Instinct data; most ideal for professional use: leaders and teams ALT OPTION FOR TYPING - also includes the Instincts  Episode 5: Why The Enneagram is a Leadership Superpower (overview of the model).  Episode 10: The 3 Instincts That Shape Your Enneagram Type Episode 15: Navigating Stress + Growth via the Enneagram (THE LINES) Part 1 Episode 16: Navigating Stress + Growth via the Enneagram (THE LINES) Part 2 Book | The Enneagram Guide to Waking Up: Find Your Path, Face your Shadow, Discover Your True Self By, Beatrice Chestnut, PhD and Uranio Peas, MM The Grow Effect Coaching Model  Instagram | The Work of You Instagram | Grow Collective Website | The Work of You Website | Grow Collective

    23 min
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5
out of 5
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About

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.

Information

  • Creator
    Jen Ostrich
  • Years Active
    2025 - 2026
  • Episodes
    38
  • Rating
    Explicit
  • Copyright
    © 2026 The Work of You
  • Show Website
    The Work of You