In this episode of Stepping Off The Path, I speak with Phyllis Leon about what happens when the way we’ve been taught to approach health stops working and what becomes possible when we begin to listen more deeply.
Phyllis Leon is a Woman-Centered Transformational Coach who helps high-functioning women align their health with the level of success they already embody in other areas of their lives. After a 36-year career as a senior technology executive, she experienced firsthand the quiet frustration many capable women carry - knowing what supports their wellbeing, yet struggling to live it consistently. That realisation became her turning point.
Today, Phyllis helps women navigate what she calls the knowing–doing gap. The invisible middle where informed, accomplished women often feel stuck. Through coach-supported partnerships, she supports clients to move beyond self-blame, understand the hidden barriers shaping their choices and reconnect with their bodies, self-trust, and agency.
In this conversation, Phyllis introduces the concept of Pill-itics - not as a judgement of personal medical choices, but as a way of naming the wider cultural and systemic narratives that can keep women focused on symptom management rather than deeper understanding.
Together, we explore how self-trust gets eroded, why real change isn’t about willpower, and how Phyllis’s Plate–Power–Potential framework helps women move from insight into sustainable action.
If you’ve ever felt like you’re coping, pushing through, and quietly overriding yourself, this conversation will meet you with compassion, clarity and hope.
🎧 Chapters
00:00 — Introduction
Stepping Off The Path theme and episode framing
01:50 — When the old way stops working
Phyllis’s story and recognising survival mode
10:15 — The knowing–doing gap and the invisible middle
Why insight doesn’t always lead to change
13:24 — Naming pill-itics
Understanding the system shaping women’s health experiences
22:04 — Plate, Power, Potential
Phyllis’s framework for closing the gap
28:07 — What becomes possible beyond survival mode
Energy, clarity, purpose, and possibility
34:31 — A message of hope for women feeling stuck
What Phyllis wants listeners to hear
39:18 — Closing reflections
Wholeness and outro
Find Phyllis:
Phyllis Leon - Website
Phyllis Leon - LinkedIn
Are You Caught in the pill-itics Trap?