Tyler Cauble - Rebuilding After a Million-Dollar Loss

Tyler Cauble is the Founder of The Cauble Group, a commercial real estate firm that helps entrepreneurs, investors, and business owners buy, lease, develop, and manage properties. Through The Cauble Group, he has established a reputation for transforming underperforming properties into thriving, income-producing assets, guiding clients through purchases, sales, and leasing strategies that maximize value. 

As the founder of Parasol Property Management, Hamilton Development, and CREcentral.com, Tyler has created a vertically integrated ecosystem that serves every stage of the commercial real estate journey. He is also the author of Open for Business, a resource for business owners navigating property leasing.

In this episode…

Entrepreneurship is rarely a straight line; it's a path filled with bold risks, painful lessons, and moments that test conviction. What does it take to rebuild after a million-dollar loss and still find the courage to keep investing in your vision?

As a commercial real estate expert, Tyler Cauble built his career by betting on himself when few others would. From dropping out of college to sourcing and developing properties, he turned setbacks into strategy and uncertainty into opportunity. When his business hit a devastating financial blow, Tyler chose resilience — repaying investors from his own pocket and rethinking how he led and grew. He advises surrounding yourself with partners in EO forums who challenge you to rise higher.

In this episode of The Decision, Robert Hartline and Eric Jackson sit down with Tyler Cauble, Founder of The Cauble Group, to discuss how he rebuilt after major setbacks. Tyler shares how he turned YouTube into a growth engine, the lessons he learned from a failed real estate deal, and the importance of building accountability through EO forums.