The Work of You

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


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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 episodes
  • What “staying in the work” actually looks like over the course of years, not weeks
  • Why inner work unfolds through micro-actions and small pivots over time
  • How childhood patterns shape our beliefs about love, worth, and belonging
  • The three primary ways patterns form: mirroring, rebelling, or reacting
  • Why familiarity is often mistaken for healthy love
  • The role of awareness in interrupting autopilot behavior
  • Why patterns don’t disappear — they become mile markers that show growth
  • How noticing a pattern sooner is itself a sign of progress
  • Reflecting on who you were 10 years ago — and who you are now

Reflection 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):

  1. What’s been accomplished?
  2. What’s missing?
  3. 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 

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The Work of YouBy Jen Ostrich