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#263: ​​Darren Crosby — Surviving the Entrepreneurial Rollercoaster

MIKE'D UP!

Release Date: 08/18/2025

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More Episodes

He’s been to the top… and hit rock bottom. But quitting? Never an option.

In this inspiring episode, Mike spotlights Darren Crosby, an entrepreneur whose story is a case study in the power of resilience. From his teenage start in business to navigating the cutthroat restaurant industry, Darren’s career has been a rollercoaster ride through mortgages, franchising, and the unexpected smash-hit success of a golf cart company.

But the real drama? Surviving the pandemic’s crushing blow—personal and business bankruptcy—only to rise from the ashes with a sharper vision and a mission to empower small and medium-sized business owners. Darren pulls back the curtain on the secrets of building corporate credit, avoiding costly mistakes, and making the kind of bold financial moves that turn dreams into empires.

Packed with resilience, redemption, and real-world wisdom, this is the entrepreneurial comeback story for anyone second-guessing their calling.

 

IN THIS EPISODE:

➡️ Lessons from the Restaurant Industry

➡️ Franchising vs. Starting Your Own Business

➡️ Building a Self-Sustaining Business

➡️ The Importance of Corporate Credit

 

📘 BONUS TAKEAWAY:

Packed with resilience, redemption, and real-world wisdom, this comeback story reveals how the skills and mindset you develop in one industry can become powerful tools for success in completely different ventures—if you’re willing to adapt, keep learning, and stay open to unexpected opportunities.

 

🚀 PERFECT FOR:

Aspiring entrepreneurs ready to take the leap, small and medium-sized business owners looking to strengthen their financial foundations, and seasoned founders who know that failure is just part of the journey. 

 

Resources Mentioned in This Episode:

Securing Business Credit & Financing Without Personal Guarantees

TJ Corporate Consultants

 

Connect with Darren: 

Website

LinkedIn

Instagram 

 

Connect with Mike:

Linktree

 

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

 

Copyright © 2025 Mike’D Up! with Mike DiCioccio | For permission to use this content in any way, please email mike@socialchameleon.us