Uploaded July 2026 | Updated September 2026, 1 week ago
Everyone told Brad Oleshansky that racetracks are the worst business you can build — dependent on people who won't even pay $10 at the door, buried in liability and insurance headaches. So when he announced his first project, it didn't even have a track.
Then the Big Three called. One executive told him: "You're thinking about it from a consumer perspective, not a business perspective." That one line flipped everything. Instead of building a racetrack for racers, Brad built one he could rent to the industry — and a private car club to go with it.
In this clip, he breaks down the contrarian insight behind The Motor Enclave, why he dragged a scale model of a garage around car shows in the back of his Denali, and how he sold 80 garages before a single shovel hit the ground.
From the full episode of Cars and Culture with Jason Stein.
#MotorEnclave #CarsAndCulture #BradOleshansky #CarBusiness #Entrepreneur #CarCulture #PrivateRacetrack #Motorsport
Everyone told Brad Oleshansky that racetracks are the worst business you can build — dependent on people who won't even pay $10 at the door, buried in liability and insurance headaches. So when he announced his first project, it didn't even have a track.
Then the Big Three called. One executive told him: "You're thinking about it from a consumer perspective, not a business perspective." That one line flipped everything. Instead of building a racetrack for racers, Brad built one he could rent to the industry — and a private car club to go with it.
In this clip, he breaks down the contrarian insight behind The Motor Enclave, why he dragged a scale model of a garage around car shows in the back of his Denali, and how he sold 80 garages before a single shovel hit the ground.
From the full episode of Cars and Culture with Jason Stein.
#MotorEnclave #CarsAndCulture #BradOleshansky #CarBusiness #Entrepreneur #CarCulture #PrivateRacetrack #Motorsport










