Draper is a four-time Stanley Cup champion (all with Detroit), a Frank J. Selke Trophy winner and has scored over 100 goals in his NHL career with the Red Wings.

Draper grew up in West Hill, Ontario, a neighbourhood in the east end of Toronto, where he played minor ice hockey for the Don Mills Flyers of the MTHL.

[3] Draper would quickly become a valuable fixture for Detroit, and he began his reputation as the "One Dollar Man," eventually becoming one of only seven players (four others were longtime teammates) to play over 1,000 games in a Red Wings uniform.

In addition to his offensive contributions, Draper also won the Frank J. Selke Trophy at season's end as the NHL's top defensive forward.

[citation needed] On March 17, 2009, Draper became the fifth player to play 1,000 games in a Red Wing uniform, a feat accomplished only by Gordie Howe, Alex Delvecchio, Steve Yzerman, Nicklas Lidström and Tomas Holmström.

The 68th picture was accompanied by a caption that read, "After 1,157 games and four Stanley Cup championships, Kris Draper announced his retirement during a press conference on July 26, 2011.

[12] Draper returned to the ice on December 31, 2016, playing for the Red Wings in their Centennial Classic alumni game against the Toronto Maple Leafs.

[13] Immediately following Draper's retirement from hockey, he was added to the Red Wings' front office staff as the special assistant to the general manager, Ken Holland.

On July 11, 2019, Draper was promoted to director of amateur scouting by new general manager and former teammate Steve Yzerman, following the departure of Tyler Wright to Edmonton.