1. Harry Truman, 1953 Chrysler New Yorker
Truman takes the top spot, and it’s not just because the New Yorker is a terrific car that encapsulates the car design ethos of the optimistic times of the 1950s and had a Hemi engine to boot. No, it wins because Truman and his wife drove this car on a well-documented road trip after his presidency. Any president who hits the road for 2,500 miles in this beauty deserves his No. 1 ranking in our book.