1921 Indianapolis 500 1921 Indianapolis 500 The 9th International 500-Mile Sweepstakes Race was held at the Indianapolis Motor Speedway on Monday, May 30, 1921. Ralph DePalma dominated yet another early running of the 500, but again fails to win. He led 109 laps, and had a two-lap lead at the halfway point. A connecting rod broke, and he dropped out on lap 112. DePalma retires with one win, and 612 laps led in the "500." His laps led record would not be matched for 67 years until Al Unser, Sr. tied it in 1987. Tommy Milton won the first of two 500 victories.
1940 Indianapolis 500 1940 Indianapolis 500 The 28th International 500-Mile Sweepstakes Race was held at the Indianapolis Motor Speedway on May 30, 1940. The winner was Wilbur Shaw in the same Maserati 8CTF he had driven to victory in 1939. Shaw became the first driver in the history of the race to win in consecutive years. It also marked Shaw's third win in four years, making him the second three-time winner of the race. Shaw's average speed was , slowed by rain which caused the last 50 laps to be run under caution. Shaw took home $31,875 () in prize winnings, plus additional