Born in Toronto, Ontario, Webster played 14 games with the New York Rangers during the 1949–50 season.

[1] His brother, Don Webster, also played briefly in the NHL, appearing in 27 games for the Toronto Maple Leafs.

[2] During World War II, he was a forward observer and gunner for the 13th Field Regiment of the 3rd Canadian Division.

[4] After Milt Schmidt's death in January 2017, he became the oldest living former NHL player.

[2][3] His nickname, Chick, was given to him in his playing days for his love for chewing Chiclets gum.