Gary Green | The Sports Entrepreneur Playbook: Building a Multi-Club Empire

Gary Green is the CEO of Alliance Building Services, Principal Owner of Baseball America, Co-Owner of the Richmond Flying Squirrels, and Founder & Managing Partner of Union Omaha.

Starting his entrepreneurial journey by founding Alliance Building Services at age 26, Gary scaled the venture into a 5,000-employee facility services powerhouse servicing premier sports venues like Yankee Stadium and Citi Field. He leveraged his operational success to venture into sports franchise entrepreneurship in 2009 by acquiring the Norwich Navigators (relocated to become the Richmond Flying Squirrels). A subsequent meeting with Warren Buffett led to acquiring the AAA Omaha Storm Chasers. Today, Gary continues to build across sports media and technology as Principal Owner of Baseball America and CEO of CounterSpike, a drink-spiking deterrence technology ecosystem.

In this episode, Gary unpacks the playbook for sports entrepreneurs building, scaling, and monetizing sports assets. Gary breaks down how to spot mispriced sports properties, comparing the cash-flow stability of Minor League Baseball against the high-upside venue development play of USL soccer. He also discusses private equity’s entry into sports valuations, navigating public-private stadium deals, and using sports franchises as testing grounds for early-stage tech ventures.