Having won a Stanley Cup with Calgary in 1989, Doug Gilmour welcomed the opportunity to assume the lead role at both ends of the rink while playing closer to home in Toronto.
The Kingston, Ontario native joined the Blue and White from the Flames as the central figure in a 10-player trade, still the largest swap of players in the history of the league on January 2, 1992. He became a two-way force and a Hart Trophy (Most Valuable Player) candidate twice while capturing the Frank J. Selke Trophy (Top Defensive Forward) for the resurgent Maple Leafs in 1992-93. His outstanding achievements with Toronto include: establishing the team's career playoff points (77) and assists (60) records in just 52 playoff games, setting the team's single season records for points (127) and assists (95) in 1992-93 and tying a club record by recording six assists in one regular season game (Babe Pratt was the other).
Gilmour became the Maple Leafs most prolific point producer since Darryl Sittler by placing seventh and fourth, respectively, in NHL points in 1992-93 and 1993-94. The inclusion in the Top 10 in league scoring marked the first such occasion since Sittler accomplished the feat in 1979-80. He also holds the highest regular-season points-per-game average in Maple Leafs history (1.15) and fans will always remember the 1993 double overtime playoff goal on home ice against Curtis Joseph of the Blues and the club record 16 points in the 1994 playoff series against the Sharks.
The centreman succeeded Wendel Clark as team captain for three years starting in 1994. He made an indelible mark in the community by donating $93 for each assist to the Children's Wish Foundation, and other local youth charities, during his run at the assist and point records in the Maple Leafs' record book from 1992 to 1994.
Gilmour was selected to the club's 'Top 25 Players List' during the team's 75th Anniversary Season in 2001-02.
He announced his retirement on September 8, 2003, six months after rejoining the Maple Leafs from the Montreal Canadiens at the NHL trade deadline. Gilmour was presented with hockey's highest honour on November 14, 2011; induction to the Hockey Hall of Fame. The Maple Leafs saluted the former captain by raising his Honoured Number banner at Air Canada Centre in a pregame ceremony on January 31, 2009.