#733 What if the biggest thing holding your business back isn’t strategy or execution — but the identity you’re operating from? In this episode, host Brien Gearin sits down with Cassie Shea, founder of The Possibility Investor, to unpack what it really means to iterate with your identity as a business owner. Cassie shares how her journey from running a $14M company at 28 to logging 3,500+ coaching hours shaped her core framework: Desire → Deserving → Decisions — starting with the deceptively hard question, “What do you want?” Together, they explore why so many entrepreneurs hit an invisible “deserve ceiling,” how proving energy can quietly drive (and drain) growth, and how constraints — like health, seasons of life, or boredom — can become the catalyst for smarter, more sustainable business evolution. Cassie also previews her free 3D Assessment and where listeners can connect with her as she launches The Possibility Investor!

What we discuss with Cassie:

+ Identity-driven business growth

+ Iterating with your identity

+ Desire → Deserving → Decisions framework

+ The “deserve ceiling”

+ Proving vs. creating

+ Boredom as a signal

+ Constraints fuel creativity

+ Building beyond scarcity

+ Frameworks over hustle

Thank you, Cassie!

Follow Cassie on LinkedIn.

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