You’re ambitious, disciplined, and grinding hard to build generational wealth… but something keeps holding you back from the big moves you know you’re capable of.

That quiet feeling of “never enough” — especially from never receiving the approval you craved from your father — isn’t just emotional pain. It’s actively shaping your financial decisions, making you hesitate on deals, overthink opportunities, and self-sabotage right before breakthroughs.

This episode is for the black sheep of the family — the ambitious high-achiever who feels misunderstood by his own blood, who wants to create a better life for his wife and kids, but still carries that deep wound of not feeling enough.

I share my own raw journey from feeling unworthy to building a real estate portfolio, and I give you the exact tools to recognize how this wound affect ...