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Aug 20
51m 38s

Jessica Zweig: "It Was More Painful To S...

Alice Draper
About this episode

What happens when success becomes a prison?

In this candid and soul-baring episode, bestselling author and branding expert Jessica Zweig opens up about the emotional cost of staying in a business that no longer aligned with her truth. She shares the moment she realized it was more painful to stay than to leave—and what followed was a journey of healing, identity loss, and radical self-reinvention.

Jessica speaks about the real-life complexities of leaving a business partnership without an agreement, navigating debt in entrepreneurship, and the slow unraveling that comes when you’ve built something that no longer serves your growth. Through her story, we unpack what it really means to change your life—not through hustle, but through alignment.

This episode will resonate deeply with anyone feeling stuck, burnt out, or silently questioning the cost of their own ambition.

What We Cover:

  • Why Jessica left her first company, even though it looked like a dream from the outside

  • The emotional and financial aftermath of splitting a business partnership with no formal exit plan

  • The toll of chronic burnout and situational depression—despite outward “success”

  • How to begin healing when your identity has been tied to achievement

  • The meaning of spiritual entrepreneurship and how Jessica integrates it into her life today

  • Practices that supported her transformation and helped her change her life for the better

    What sovereignty means—and why it’s not a luxury, but a necessity



  • Chapters:

    00:00 – Intro
    03:15 – The rejection that shaped her confidence
    06:42 – Building a business from burnout
    09:30 – Leaving a business partnership without an agreement
    13:20 – The illusion of success vs. internal collapse
    17:00 – Depression, debt, and detangling identity from output
    24:45 – Spiritual awakenings and redefining ambition
    30:11 – What is a spiritual entrepreneur?
    34:52 – How to change your life in 30 days
    40:28 – Letting go of hustle culture for nervous system healing
    46:05 – How Jessica lives in alignment today


    Quotes That Hit Hard:

    💬 "The pain of staying was greater than the pain of leaving."
    💬 "I was succeeding outwardly and dying internally."
    💬 "I walked away with no plan—and found myself in the process."
    💬 "We are sovereign. We just forget."

    Resources Mentioned:


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