Kerr started his career in his hometown of Brockville, Ontario, playing junior and intermediate amateur hockey for Brockville of the Ontario Hockey Association. He turned professional in Pittsburgh, Pennsylvania in 1907-08. Kerr started 1908–09 with Pittsburgh, but left after seven games to join the Toronto team of the Ontario Professional Hockey League. After three games in Toronto, Kerr jumped to the Ottawa Senators and became a star.\n', '

Ottawa was rebuilding after the "Silver Seven" years and was seeking a player on left wing. Executive Weldy Bate had read that Kerr had scored five goals in a game for Toronto. Bate sent coach Pete Green who confirmed Kerr\'s ability and an offer was made to Kerr, who then moved to Ottawa. He played with future Hall of Famers Marty Walsh and Billy Gilmour. He also played alongside Bruce Ridpath and scored 20 goals in nine games as Ottawa won the Eastern Canada Hockey Association title and the Stanley Cup.\n', '

In 1910, Kerr suffered a serious skate cut to his right eye, at first losing his sight, necessitating an eye operation, limiting his play to five games. He would recover to play in the 1910–11 season. During the 1910–11 season, he along with Walsh and Ridpath, scored in twelve consecutive games, including five in one game and had 32 goals in 16 games to finish behind Walsh in NHA scoring. Kerr, Ridpath and Walsh had one, two and three goals respectively in a 7–4 Stanley Cup challenge win over Galt, Ontario.\n', '

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