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.