22: 1965 Shelby Cobra
The Shelby Cobra is one of the most coveted classics on the road, and Allen has owned one since the ’90s. When you think about a quintessential example of what a roadster should be, the Cobra is the first thing that comes to mind. What makes the Shelby great is the ultra-lightweight design and powerful V8 engine. Ford engineers went all out in creating a one-of-a-kind roadster and Carroll Shelby put his stamp of approval on it.

The Cobra has been mimicked and you can even buy one as a kit car for the Toyota MR2. Allen has one of the original models, which makes his Cobra an increasingly rare proposition.