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At the end of the 2017-18 season, Lamoriello left the organization for the New York Islanders and assistant GM Kyle Dubas, Shanahan's first major hire back when he first arrived, was promoted to replace him. Another major acquisition occurred in free agency in 2018, as star centre John Tavares joined his hometown Leafs on a 7-year contract. Shanahan also approved Dubas's decision to fire Babcock in November 2019, amidst a poor start to the 2019-20 season, and the hiring of Sheldon Keefe to replace him.

Despite a new off-ice hierarchy led by Babcock and Lamoriello, both highly regarded around the league, the Leafs playing squad remained lackluster and once again finished near the bottom of the standings, actually finishing dead last in the league. However, the season brought some optimism as propects William Nylander,Kapanen, and Zach Hyman (among others) made their NHL debuts. Further optimism arrived at the end of the season, as the Leafs won the top pick in the 2016 draft and drafted Auston Matthews with that pick. Team captain Dion Phaneuf was also traded to the Ottawa Senators mid-season and his position as captain would remain vacant for another 3 seasons.

Shanahan arrived to a Maple Leafs franchise which had qualified for the playoffs just once in the previous 10 years, and had just fallen out of a playoff spot in the late stages of the 2013-14 season. In the 2014-15 season, his first full season in charge, Shanahan made the decision to initiate a long-term, "scorched-earth" rebuild, which he started by firing head coach Randy Carlyle midway through the season despite being in contention for a playoff berth. The team only won only 9 of its 42 games under Carlyle's interim replacement, Peter Horachek, and wound up in second last place in the Eastern Conference and 4th last place in the league. On April 12, 2015, a day after the team's season ended, Shanahan fired Horachek and the rest of the coaching staff, in addition to GM Dave Nonis and several members of the team's scouting staff.

On April 11, 2014, Shanahan was officially announced as the Toronto Maple Leafs' president and alternate governor. He was brought on to oversee all operations for the hockey club. On the same day, the NHL announced that Quintal would succeed him as the league's chief disciplinarian.

Competing for Canada internationally, Shanahan won a gold medal at the 1994 World Championships, 2002 Winter Olympics, and a 1991 Canada Cup championship. Having won what are considered the three most prominent team titles in ice hockey, an Olympic gold medal, a World Championship and a Stanley Cup, Shanahan is a member of the elite Triple Gold Club. Shanahan was inducted into the Hockey Hall of Fame on November 8, 2013 as a member of the Red Wings.

On June 1, 2011, Shanahan succeeded Colin Campbell as the NHL's Senior Vice President. When handing out rulings on plays that were sent to his office for review, Shanahan posted videos to the NHL's official Website in which he explained how they either did or did not breach NHL rules. He narrated all videos except French-language videos involving the Montreal Canadiens or Ottawa Senators; these were narrated by a deputy, Stéphane Quintal.

Shanahan spoke at the World Hockey Summit in 2010, and sought to bring the fun back into youth developing skills for the game. He felt that, "Anytime you can get a kid out on the ice and just make it fun and he is developing and improving without knowing he's developing and improving, and all he cares about is that he is having a great deal of fun out there, that's when you have really locked onto something valuable".

Unable to come to terms with the Rangers, Shanahan sat out the first half of the 2008–09 season. Then, on January 10, 2009, it was announced that Shanahan agreed to join the New Jersey Devils for his second stint with the team. Four days later, on January 14, the terms of the contract were finalized and Shanahan signed a one-year, $800,000 prorated contract. The time between Shanahan's departure from and return to the Devils was 17 years, 294 days, the longest gap in tenure with one team in NHL history. Playing in his first game back with the Devils since 1990–91, he scored the first goal of the game against the Nashville Predators on a 5-on-3 power play by toe dragging the puck around the opposition player and then shooting it on the pad side on January 19 in a 3–1 win. On August 5, 2009, Shanahan agreed to a one-year deal with the Devils returning for a 22nd season, to play during the 2009–10 season. This would have been Shanahan's sixth season as a Devil. However, on October 1, 2009, the Devils and Shanahan parted ways, with Shanahan saying, "When I signed this past summer, Lou Lamoriello, Jacques Lemaire and I agreed that if we were unable to find a suitable fit in which I would be able to compete and contribute at the level I expect from myself, then I would simply step aside." Shanahan had played just four pre-season games of the 2009–10 season. He scored the Devils' last pre-season goal that year, on one of his last NHL shifts.

After re-signing to another one-year contract with the Rangers, Shanahan struggled to produce offensively as his points total dipped to just 46 points in 2007–08, his lowest total since his rookie season in 1987–88. With his contract expiring in the off-season, he was not tendered an offer by the Rangers, believed to be a result of the Rangers' pursuit of free agent Mats Sundin.

Shanahan began his Rangers career by scoring his 599th and 600th career goals against Olaf Kölzig on October 5, 2006, in a 5–3 season opening win against the Washington Capitals at Madison Square Garden. With assists coming from Petr Průcha on both goals, he became just the 15th player in NHL history to reach the 600-goal mark. Shortly thereafter, on November 14, 2006, Shanahan received the inaugural Mark Messier Leadership Award, an award given monthly to a player selected by Mark Messier who best exemplifies leadership skills on and off the ice. Then, selected to his eighth All-Star Game, he was named captain of the Eastern Conference for the 2007 All-Star Game. On February 1, 2007, he made headlines after expressing frustration in a press conference about his perception that NHL referees are biased against team captain Jaromír Jágr. Later in the month, he was involved in a severe on-ice collision with Philadelphia Flyers forward and former Red Wings teammate Mike Knuble in a game on February 17. Shanahan and Knuble caught each other skating in opposite directions as Shanahan was headed for the bench, at which point Shanahan hit his head on the ice and was left unconscious for ten minutes. He was carried off on a stretcher and taken to hospital where he was released the next day. After missing 15 games, Shanahan returned to the lineup in time for the 2007 playoffs, where the Rangers were defeated by the Buffalo Sabres in the second round. Shanahan completed his first season with the Rangers fourth in team scoring with 62 points in 67 games as an alternate captain to Jágr.

Shanahan became a free agent following the 2005–06 season and subsequently signed a one-year, $4 million deal with the New York Rangers. After completing a successful nine-year stay in Detroit, he expressed a desire to move on in his NHL career, stating, "It really came down to an instinct I had. Detroit has a great past and a great future ahead of them as well, but I guess I just felt that maybe I was identified with the past a little bit more than the future."

In the season following Detroit's third Stanley Cup, Shanahan scored 30 goals and 68 points and won the King Clancy Memorial Trophy at the end of the year for his humanitarian efforts. In the following season, however, his production dipped to 25 goals and 53 points, his lowest totals in 15 years. After a one-year absence due to the 2004–05 NHL lockout, Shanahan showed yet another return to form in 2005–06, tallying an impressive 40 goals and 81 points, good for third among Red Wings in scoring.

The 2001–02 season was a banner one for both Shanahan and the Red Wings. Having picked up future Hall-of-Famers Brett Hull, Luc Robitaille and Dominik Hašek in the off-season, the team was primed to win its third Cup since 1997. They cruised to victory and Shanahan continued to play a big role in their success, scoring 37 goals during the regular season and 19 points in their ultimately-victorious Stanley Cup run. Shanahan also picked up an Olympic gold medal in Salt Lake City with Team Canada and was named to the Second NHL All-Star Team. The season was also of particular statistical significance for Shanahan, as shortly preceding his Olympic gold medal victory, he recorded his 1,000th point in the NHL after scoring two goals against Marty Turco in a 4–2 victory over the Dallas Stars on January 12, 2002. Then, later in the season, Shanahan also reached the 500-goal mark, scoring the game-winner against Patrick Roy in a 2–0 victory over Colorado on March 23. The win also marked a team accomplishment as it clinched a Presidents' Trophy as the top ranked regular-season team.

Shanahan married his wife Catherine on July 4, 1998, and the couple has three children together. Shanahan became an American citizen on May 17, 2002. Shanahan has also had small roles in a few films. He appeared in a generic role in Me, Myself & Irene starring Canadian actor Jim Carrey.

While playing with the Red Wings, he won three Stanley Cup championships (1997, 1998, 2002). In 2017 Shanahan was named one of the '100 Greatest NHL Players' in history.

Shanahan finished off the 1996–97 season with his usual productivity, scoring a total of 47 goals for the season, and also being named to the 1997 NHL All-Star Game. In the 1997 playoffs, he also contributed with nine goals and eight assists, helping the Red Wings to their first Stanley Cup since 1955. They repeated as Cup champions the next year, despite an off-season for Shanahan in which he managed just 57 points. The following season, in 1998–99, Shanahan continued at that pace with 58 points, but was still invited to another All-Star Game. Entering the 1999 playoffs as back-to-back Stanley Cup champions, the Red Wings were eliminated by the rival Colorado Avalanche. The next year, in 1999–2000, Shanahan scored 41 goals, indicating a return to his usual form, however the Red Wings were once again eliminated by the Avalanche in the 2000 Playoffs. After the season, he was named to the First All-Star Team for the second time in his career. He followed up his resurgent season scoring 76 points in 2000–01, although Detroit were upset in the first round of the 2001 playoffs by the Los Angeles Kings.

After four seasons with the Blues, on July 27, 1995, Shanahan was traded to the Hartford Whalers in exchange for defenceman Chris Pronger, succeeding Pat Verbeek as team captain. In Shanahan's only full season for Hartford, he scored a team-high 44 goals and 78 points and for his efforts was selected to the 1996 All-Star Game. With the uncertainty of the franchise, however, Shanahan requested a trade, and on October 9, 1996, just two games into the 1996–97 season, he was moved, along with Brian Glynn, to the Detroit Red Wings in exchange for forward Keith Primeau, defenceman Paul Coffey and a first-round draft pick.

During the 1994–95 NHL lockout, Shanahan played three games for Düsseldorf EG of the Deutsche Eishockey Liga (DEL), scoring five goals and three assists in his short stay overseas. When NHL play resumed, he continued to play well for the Blues, recording 41 points in the lockout-shortened season. In the 1995 playoffs, he led the team in scoring with nine points in five games.

While Shanahan's first season for the Blues yielded similar statistics to his seasons with the Devils, he would reach another level in 1992–93 with 51 goals and 94 points in 71 games. He finished second in team goal-scoring to Brett Hull and third in team point-scoring overall. Continuing at that pace the next season, in 1993–94, he recorded personal bests of 52 goals, 50 assists and 102 points. In addition to leading the Blues in points, he was named to the 1994 NHL All-Star Game at mid-season and the NHL First All-Star Team at the end of the year.

Becoming a free agent following the 1990–91 season, Shanahan was signed by the St. Louis Blues on July 25, 1991. According to the collective bargaining agreement, he was a restricted free-agent, and therefore, the Devils were due compensation. Ordinarily, this compensation would be in the form of draft picks, but the Blues already owed four first-round draft picks to the Washington Capitals for signing defenceman Scott Stevens the previous year. The Blues made an offer for compensation that consisted of Curtis Joseph, Rod Brind'Amour and two draft picks even further down the road. However, the Devils were only interested in Scott Stevens. An arbitrator eventually decided that Stevens was to be the compensation, so Shanahan joined the Blues in exchange for Scott Stevens.

Shanahan was drafted by the New Jersey Devils second overall in the 1987 NHL Entry Draft after Pierre Turgeon. Expectations for Shanahan were high after a stellar career with the London Knights of the Ontario Hockey League (OHL), with whom his number 19 has been retired. In his rookie season with the Devils, in 1987–88, he scored 26 points in 65 games as an 18-year-old. The following season, in 1988–89, he improved to 22 goals and 50 points. In his third NHL season, he emerged as a point-per-game producer with 72 points in 73 games and a top scorer with the Devils; his 30 goals finished tied for second in team goal-scoring behind John MacLean. In his fourth and final year of his initial stint with the Devils in 1990–91, he scored 29 goals and 66 points. At the age of 22, Shanahan was already an established scorer in the NHL. He had also played well in the Devils' playoff runs.

The son of Irish parents, Rosaleen and Donal, Shanahan also excelled in lacrosse. As a youth, he played in the 1982 Quebec International Pee-Wee Hockey Tournament with a minor ice hockey team from Mississauga. He grew up in Mimico, a neighbourhood of Etobicoke (now a part of Toronto), where he attended St. Leo's Catholic School and his family attended St. Leo's Roman Catholic Church. Shanahan briefly attended Catholic Central High School in London, Ontario, where he graduated.

Brendan Shanahan was born on January 23, 1969 in Mimico, Ontario, Canada as Brendan Frederick Shanahan.