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Immediately following Draper's retirement from hockey, he was added to the Red Wings' front office staff. He previously served as the special assistant to the general manager, Ken Holland. In this position Draper "work[s] closely with Detroit’s management team, assisting in player evaluation at both the professional and amateur levels. He will be asked to provide input regarding potential trades and free agent signings, as well as providing insight into potential selections at the annual NHL Entry Draft." On July 11, 2019, Draper was promoted to director of amateur scouting by new GM and former teammate Steve Yzerman, following the departure of Tyler Wright to Edmonton.

Draper and his wife, Julie, have two daughters, Kennedi and Kamryn, and a son, Kienan. Kienan was drafted by the Saginaw Spirit in the eighth round of the 2018 Ontario Hockey League (OHL) draft.

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. During the game, Draper was involved in a heated physical exchange with Gary Roberts, an uncommon occurrence in alumni games.

On July 25, 2011, the Detroit Red Wings prematurely announced the retirement of Draper, which was to be announced the next day at an 11 a.m news conference in Detroit at Joe Louis Arena. The news of the retirement was leaked through a photo album the organization posted on their official website. The album, titled "Kris Draper in Photographs," contained 71 pictures. 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." It was reported that Draper desired to play another season; however, the team did not have a roster spot for him, and he refused to sign a two-way deal or attend training camp to try out for a roster spot. Draper retired on July 26, 2011.

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. All aforementioned players, save for Holmström, are enshrined in the Hockey Hall of Fame, and all have had their numbers retired by the Red Wings, except for Holmström. In Draper's case, his 1,000th game in a Red Wing uniform was his 1,020th game overall (passing the 1,000 NHL game milestone February 2, 2009).

During the 2006–07 season, Draper was named an alternate captain of the Red Wings. On October 25, 2007, he signed a three-year, $4.75 million contract extension with the team. He earned $1.85 million in 2008–09, $1.65 million in 2009–10 and $1.25 million in the 2010–11 for an annual salary cap hit of $1.58 million.

Draper was selected to play for Team Canada at the 2006 Winter Olympics in Turin, Italy. Despite the personal achievement for Draper, Canada disappointed in the tournament, losing 2–0 to Russia in the quarter-finals and failing to medal.

Draper did not have a breakout season offensively until the 2003–04 season, when he scored 24 goals and 40 points, helping Detroit win the Presidents' Trophy as the team with the highest regular season point total. 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.

On May 29, 1996, during Game 6 of the Western Conference Finals of the 1996 Stanley Cup playoffs, Draper was checked from behind into the boards at the end of the players bench by Colorado Avalanche player Claude Lemieux. The hit forced Draper face-first into the dasher (the top edge of the boards), causing him to suffer a broken jaw, broken nose, broken cheekbone and a concussion. After the game, when interviewed about the hit and the handshake line, Draper's teammate, Dino Ciccarelli, reacted and coldly remarked, "I can't believe I shook this guy's friggin' hand after the game! That pisses me right off!" When the Wings and Avalanche met again on March 26, 1997, play was very physical between the two teams, and the existing animosity over the hit on Draper set off a massive brawl ("Brawl in Hockeytown") between the two teams.

Drafted 62nd overall in the 1989 NHL Entry Draft by the original Winnipeg Jets, Draper did not see much NHL action in his early years. He is a rarity in that he played in the American Hockey League (AHL) and NHL before playing junior in the OHL. After playing just 20 NHL games for the Jets in four seasons since he was drafted, he was traded to the Detroit Red Wings in 1993 in exchange for $1. Doug MacLean, the general manager of the Adirondack Red Wings at the time and a former Detroit Red Wings assistant, was responsible for the trade. 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.

After attending De La Salle College in Toronto, he was selected by the Ontario Hockey League (OHL)'s Windsor Spitfires in the fourth round of the 1988 OHL Priority Selection. Instead of reporting to Windsor, however, Draper elected to play for the Team Canada.

Draper grew up in West Hill, Ontario, a suburb of Toronto, where he played minor ice hockey for the Don Mills Flyers of the MTHL. He played in the 1983 Quebec International Pee-Wee Hockey Tournament with the Don Mills team, and in the 1984 tournament with the Toronto Young Nationals.

Kristopher Bruce "Kris" Draper (born May 24, 1971) is a Canadian former professional ice hockey player and current director of amateur scouting for the Detroit Red Wings, the team which he played 17 seasons for during his 20-year National Hockey League (NHL) playing career.