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Rick Middleton began his professional hockey career as the first-round draft pick for the New York Rangers in 1974. He finished off the season with a flourish as rookie of the year in the American Hockey League, and then played left wing with the Rangers for two years before he was traded to the Boston Bruins in 1976. Born in Toronto, Rick played his junior hockey for the Oshawa Generals and led the Ontario Hockey Association in goals his last season as an amateur. By 1985, Middleton had earned his place as co-captain of the Bruins. In 1987-88 Middleton played his last of his twelve seasons with the Bruins. He retired from the game after recording 448 goals, 540 assists for 988 in 1005 games.