On this episode of Head 2 Head, Jethro Bovingdon and Jonny Lieberman head south to pit icon against icon—the legendary Ford Mustang Shelby GT350 against one of the most hotly anticipated new cars ever, the fifth-generation Toyota Supra. Starting on the Tail of the Dragon—one of the world’s great roads—the boys set out to discover if the refreshed for 2019 Shelby is better than the one that came before, and also if the new, BMW-built Supra is any good at all. Next, after a quick road trip to Kentucky, Lieberman and Bovingdon take the sports cars drag racing at Beech Bend in Bowling Green. After that, pro shoe Randy Pobst meets them a few miles down the road at NCM Motorsports Park to see how these two cars fare on a racetrack. Which icon is better? Watch and find out!