Auto racing legend Roger Penske began as a successful sportscar driver before transitioning to owning a race team and opening a car dealership. Within eight years, Team Penske won the Indianapolis 500. Today, the team boasts more than 580 victories, including an unparalleled 18 Indianapolis 500 wins and two at the Daytona 500. Penske's efforts on the track have been intertwined with his business ventures. Penske Corporation, with $32 billion in revenues, includes Penske truck leasing and rentals, retail automotive centers and logistics. In 2019, he bought the Indianapolis Motor Speedway and related assets, including IndyCar, and led both through the coronavirus pandemic, when racing continued with no fans in the stands. This book chronicles more than 50 years of Roger Penske's racing history, with an overview of his business career, including the turnaround of Detroit Diesel.