Early in his career, Whitcroft made a name for himself in hockey circles with his outstanding amateur play with the Peterborough Colts. In 1907 the Stanley Cup champion Kenora Thistles signed him to a $700 contract. While with the Thistles, the team defeated Brandon to retain the Stanley Cup. The club next played a challenge with the Montreal Wanderers. The Wanderers defeated the Thistles in a two game, total points series by the score of 12–8, avenging their loss to the Thistles earlier in the season.\n', '

The following year Whitcroft signed a contract to play with the Edmonton Eskimos of the Alberta Professional Hockey League. While with Edmonton, Whitcroft scored six goals in a game, five goals in a game three times and four times in a game once. Whitcroft led the league two years running in goals scored. Edmonton played in one Stanley Cup challenge in 1908, coming up against the Wanderers, losing 13-10 on goals in a two-game series. After the Edmonton team disbanded in December 1909, Whitcroft jumped back east and signed with the National Hockey Association\'s Renfrew Creamery Kings for $2,000. Among his teammates were Hockey Hall of Famers Cyclone Taylor, Frank Patrick, Lester Patrick, and Newsy Lalonde, on a team dubbed the Renfrew Millionaires. After one season playing for the Millionaires, Whitcroft retired from playing. He coached the Edmonton Dominions to the Alberta championship in 1913–14.\n', '

Taking up gold prospecting after his hockey career was over, Whitcroft died of a heart attack in northern British Columbia in August, 1931. He was inducted into the Hockey Hall of Fame in 1962.\n', '

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