7 worst trades in Montreal Canadiens history
7- Mike Cammalleri, Karri Ramo and 5th Rounder to the Calgary Flames for Rene Bourque, Patrick Holland and 2nd Rounder
6- Mike Ribeiro to the Dallas Stars for Janne Niinimaa
5- Vincent Damphousse to the San Jose Sharks for Three Draft Picks
4- Claude Lemieux to the New Jersey Devils for Sylvain Turgeon
His 80 post-season goals rank him 9th all-time in NHL history. He also played a huge role in the Devils’ 1995 Stanley Cup win and was named the Conn Smythe Trophy winner as the playoff MVP. Lemieux who also won the Cup with the Habs in 1986, would also win two more rings with the Colorado Avalanche in 1996 and again with the Devils in 2000. Sylvain Turgeon never came close to matching the 30-goal season he had previously put up with the Devils. In two seasons as a Hab, Turgeon found the back of the net only 15 times.
3- John LeClair, Eric Desjardins and Gilbert Dionne to the Philadelphia Flyers for Mark Reechi and Martin Hohenberger
While Dionne did nothing as a Flyer, Desjardins and LeClair developed into stars. Desjardins’ superb play on both ends quickly turned him into the team’s best defenseman. For LeClair, all the promise that he showed as a Hab finally came to fruition as a Flyer. He along with Philly captain Eric Lindros and dynamic winger Mikhael Renberg would form the Legion of Doom, the best trio in hockey.
Leclair would go on to record less than 20 goals only once in his nine and a half years in Philly. The two years years he didn’t was because of injury. He even cracked the 50 mark three times. He and Desjardins’ presence transformed the team and helped them not only reach the 1997 Stanley Cup Final, but kept the club in contention for the better part of a decade.
2- Ryan McDonaugh, Chris Higgins, Pavel Valentenko and Doug Janik to the New York Rangers for Scott Gomez, Tom Pyatt and Michael Busto.
In Gomez, the Habs thought they were getting a top line center that would generate instant offense, especially since he would be re-uniting with former Devils teammate Brian Gionta. Gomez was a complete disaster, never living up to his ludicrous contract.
McDonaugh was the real prize of the trade. The former Canadiens’ first round pick has become one of the league’s best defensemen. To think he and Subban could have been a pairing.
1- Patrick Roy and Mike Keane to the Colorado Avalanche for Jocelyn Thibault, Martin Rucinsky and Andrei Kovalenko
The hockey world was stunned when the Montreal Canadiens announced that they traded star goaltender Patrick Roy and Mike Keane to Colorado.
Losing the heart and soul of the team, in Patrick Roy because he was left out to dry and embarrassed by then head coach Mario Tremblay, set the club back for over a decade, as they didn’t find a replacement until 2005 when they drafted Carey Price.
Montreal’s decision to include captain Mike Keane in the trade, added more salt to the wound, as the team would miss his grit, defense, and especially his leadership as the club entered a tailspin.
Keane and Roy’s arrival in Colorado couldn’t have ended any better as the duo helped the Avalanche win the Stanley Cup in 1996, with Roy putting up an incredible 16-6 record in the playoffs with a 2.10 GAA, and three shutouts. Keane left the Avs as a couple of years later but Roy would continue his dominance. He led Colorado to another championship in 2001, while winning his record third Conn Smythe trophy. Roy would be inducted to the Hall of Fame in 2006.