#280: Chuck Cuda — Betting On Myself: A True Story of Risk, Resilience, and Massive Success
Release Date: 12/15/2025
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#280: Chuck Cuda — Betting On Myself: A True Story of Risk, Resilience, and Massive Success
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This week Mike sits down with entrepreneur —a man who transformed a life-altering setback into a multimillion-dollar comeback. Chuck’s journey begins with a single decision that landed him in prison after he refused to testify against friends in an illegal sports-betting case. But it was in a prison cell on Thanksgiving Day where he experienced the wake-up call that reshaped his entire life. From that moment, accountability became his superpower. Chuck rebuilt everything from the ground up. He went on to close over $200 million in commercial real estate deals, mastering the...
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info_outlineThis week Mike sits down with entrepreneur Chuck Cuda—a man who transformed a life-altering setback into a multimillion-dollar comeback. Chuck’s journey begins with a single decision that landed him in prison after he refused to testify against friends in an illegal sports-betting case. But it was in a prison cell on Thanksgiving Day where he experienced the wake-up call that reshaped his entire life. From that moment, accountability became his superpower.
Chuck rebuilt everything from the ground up. He went on to close over $200 million in commercial real estate deals, mastering the fundamentals of discipline, prospecting, and relationship-driven success. His ambition then carried him into the fast-evolving cannabis industry, where he expanded an operation from 5 to 22 licenses across three states—turning major financial challenges into profitability.
Driven by purpose, Chuck also shares his passion for philanthropy, inspired by his father’s battle with non-Hodgkin’s lymphoma. Through the OPES Charitable Foundation, he has helped raise more than $3 million for cancer research. His daily affirmations, leadership philosophy, and belief in limitless potential offer a blueprint for anyone looking to rebuild their life or elevate their mindset.
IN THIS EPISODE:
🔥 THE TURNING POINT: The moment behind bars that sparked Chuck’s transformation
🏢 COMMERCIAL REAL ESTATE: How Chuck rebuilt his career, closing over $200 million in deals
🌱 A BOOMING CANNABIS OPERATION: Bringing a struggling business back to profitability
🎗 LEADERSHIP FUELED BY PURPOSE: Breaking down Chuck’s passion for cancer research
📘 BONUS TAKEAWAY:
Beyond the business wins and the comeback story, Chuck’s story shows that your mindset is the engine behind every transformation. His daily affirmations, his refusal to stay defined by past mistakes, and his belief that “limitless potential is available to anyone willing to do the work” serve as a powerful reminder: your success begins the moment you decide to believe in yourself more than your circumstances.
🚀 PERFECT FOR:
Anyone hungry for growth—entrepreneurs, leaders, and ambitious professionals seeking real-world inspiration and strategic mindset shifts. It’s especially powerful for those rebuilding after setbacks, navigating high-stakes industries like real estate or cannabis, or looking to lead with purpose and resilience. If you’re driven to level up, give back, and believe your story isn’t finished, this conversation will hit home.
Resources Mentioned in This Episode:
Opes Charitable Foundation Website
Connect with Chuck:
Connect with Mike:
SPONSORS:
Social Chameleon | Transform Your Podcast
AFFILIATES:
Libsyn: First Month FREE with Promo Code BEGREAT
Riverside | This interview was recorded on Riverside
Want to become a show sponsor or affiliate? Email mike@socialchameleon.us
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