The Top Celebrity Car Collections

128. John Shirley

Size of Collection: 27*
Est. Total Value: $1 million*

Jon Shirley is the former president of Microsoft, and he is now an avid car collector in his spare time. The eighty-three-year-old is a vintage racer, and he has a significant selection of vintage Ferraris, Alfa Romeos, and other sports racers. He’s particularly fond of vintage racers from the 1950s and ‘60s.

John Shirley @autoblog / Pinterest.com

Highlights of Shirley’s collection include a 375 MM Scaglietti Coupe by Ferrari and a 1938 Alfa Romeo 8C 2900B. Jon’s car collection can be divided into two sections, one for Ferraris and Alfa Romeos, and the other for vintage racers from pretty much every automaker in the world.