2. Réjan Houle
Roy, a three-time Vezina Trophy winner who led the Canadiens to Stanley Cup titles as a rookie in 1986 and again in 1993, was sent to Colorado with right wing Mike Keane, the captain, for goalie Jocelyn Thibault, left wing Martin Rucinsky and right wing Andrei Kovalenko. Patrick Roy ended up winning the Stanley Cup two times with the Avalanche, while Jocelyn Thibault never really pulled it off as a number one goalie. Good Job Réjan, way to go!!! You destroy the Montreal organisation for years to come.