From Side Hustle to $10K/Month: Inside the Rental Car Business with George Madden and Car Rental Coach

Most people misunderstand the rental car business. They either assume it’s too risky, too time-consuming, or only works if you’re renting luxury vehicles. Others lump it in with online side hustle hype without ever understanding the actual mechanics behind it. In this episode, Ryan talks with George Madden, founder of Car Rental Coach, about what the rental car business really looks like when it’s built intentionally. George didn’t start with supercars or flashy marketing. He built his fleet around cheap, reliable economy cars, focusing on utilization, insurance structure, and cash flow rather than appearances. Throughout the conversation, George explains: Why economy cars consistently generate better returns than luxury rentals How small fleets can produce steady monthly income What people get wrong about insurance and liability How depreciation and write-offs change the math entirely How much time it actually takes to operate a small fleet Why this business works as both a side hustle and a primary income When scaling makes sense—and when it doesn’t The answers are practical, grounded, and based on real experience—not theory. This episode is for anyone who wants to understand: How small businesses quietly generate cash flow Why “boring” assets often outperform exciting ones What a realistic, system-driven side business actually looks like No hype.No shortcuts. Just a clear look at a business most people don’t fully understand—but probably should.