Holly\'s professional career began in 1899 with the Western League\'s Milwaukee Brewers. In 1901, he played for the St. Paul Saints. After eight years in the minor leagues, Holly was acquired from the Johnstown Johnnies, where he had batted .298 in 1906 by the St. Louis Cardinals. He played 10 games for the Cards, batting just .059, but was apparently impressive enough to be handed the starting shortstop job in 1907, replacing Forrest Crawford. Holly played 150 games for St. Louis that year, batting .229. He was let go after the season.\n', '

In 1908, Holly was back in the minor leagues, playing for the Rochester Bronchos of the Eastern League, the predecessor of the International League. He spent the next six seasons in that league, with the Bronchos, Montreal Royals, and Toronto Maple Leafs, where he built his reputation as a top defensive shortstop. Three of his teams won the league championship during his tenure: Rochester in 1909 and 1910, and Montreal in 1912.\n', '

It would take a third major league to bring Holly back to the majors in 1914. That year, Holly joined the Pittsburgh Rebels of the upstart Federal League. He served as their starting shortstop that year, batting .246 in 100 games. The next season, however, he was on the bench behind Marty Berghammer, who had jumped over from the Cincinnati Reds. After the season, the Federal League folded, and Holly retired as an active player.\n', '

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