gotta be the Unser family, Al sr. with 4 brother Bobby with 3, and little Al with 2 for a total of 9 wins.
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He was a race car driver who won the Indy 500 three times
The Indianapolis 500 was originally known as the "1911 International 500-Mile Sweepstakes Race," and that first race was held on May 30, 1911 at the Indianapolis Motor Speedway. The first winner was Ray Harroun.
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Technically yes, it's two games over a .500 season. With .500 being a 50-50 split between wins and losses. (81 wins/81 losses for a full 162 game season)
ella baker has a family of 500