Born in Rural Retreat, Virginia to Andrew Phillippe and Jane Margaret Hackler. He is one of eight children, having two brothers and five sisters. When he was three, his family moved to the Dakota Territory near the town of Athol, located in what is now the state of South Dakota, where he would play semi-pro ball there for many years.\n', '

Phillippe first appeared in pro baseball with the National League\'s Louisville Colonels in 1899. He had a 21–17 record that year, which was highlighted by a no-hitter in his seventh career game. While the Colonels disbanded after the season, before which owner Barney Dreyfuss moved a number of Louisville players, including Phillippe, to the Pirates, a team Dreyfuss co-owned.\n', '

Phillippe won 20 games for four straight seasons as the Pirates won three straight National League pennants from 1901 to 1903. In 1900, he pitched for the Pirates in Game 3 of the Chronicle-Telegraph Cup series to determine the National League champion between the Pirates and the Brooklyn Superbas. Pittsburgh avoided the series sweep as Phillippe threw a six-hit shutout and the Pirates\' bats added 10 runs. The Pirates lost the series 3 games to 1.\n', '

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