Career
Dougherty was the first player to hit two home runs in a single World Series game, doing so on October 2, 1903 with the Boston Americans in the first and sixth innings of Game 2 of the 1903 World Series, the first modern World Series. By doing so, he became the first player for the Red Sox to hit a World Series home run. In that game he was the only man to hit a leadoff inside-the-park World Series home run until 2015, when Kansas City Royals shortstop Alcides Escobar did it in Game 1.
Dougherty died in Bolivar, New York at the age of 63 and was buried at Saint Mary Catholic Cemetery in Bolivar, New New York