779 - Am I Self-Employed or a Business Owner? Releasing the False Dichotomy

The Cliff Ravenscraft Show — Where Strategy Meets Soul

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2M ago 33:06

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In this episode, I reconnect with my longtime friend Colin Yearwood for a deep, soul-level conversation about identity, control, and redefining success.

Colin vulnerably shares the tension he’s been holding around the question, “Am I a business owner or just self-employed?” After nearly a decade of serving powerfully inside other people’s coaching programs, he finds himself wrestling with whether he’s built what he once dreamed of—or something even better.

Together, we unpack the illusion of control, the inherited beliefs we carry from entrepreneurial culture, and the freedom that comes from choosing fulfillment over formulas. I share some of my own journey of walking away from scalable income streams, and we explore the truth that alignment, not outside approval, is the highest form of success.

If you’ve ever wondered whether your business “counts” because it doesn’t match someone else’s blueprint, this conversation is for you. There is deep peace waiting on the other side of self-acceptance.

At the end, I share more about the upcoming Free The Dream Workshop happening August 29–30, a two-day experience to clear the noise, uncover what’s next, and remember the part of you that’s still waiting to be lived. Reserve Your Seat Today at FreeTheDreamWorkshop.com

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