Reggie Jackson

Size of Collection: 65*
Est. Total Value: $20 million*

Reggie Jackson, an MLB legend, had a car collection that totaled more than 100 cars. Then, disaster struck when a warehouse fire hit where he was storing his collection, destroying 35 cars worth $3 million. Jackson began his car collecting in 1971 when he bought a 1940 Chevy for just $300.

By 1997, the baseball star had ninety-seven vehicles, many of which were classic cars, in his collection. His cars range from the 1930s to the 1980s. Luckily, when the fire occurred, the majority of these classics, which included American-made muscle cars from Ford, Chevy, and more, were stored in a separate location.