For the past 13 years, Messier had missed very few games and played deep into the playoffs in almost every season. In addition, he had appeared in several grueling Canada Cups. According to Smith, NHL GM’s going after Messier all believed this so fully that it drove down Messier’s value.
9. March 20, 1996: Vancouver Canucks traded Alek Stojanov to the Pittsburgh Penguins for Markus Naslund
This trade makes my list because of the staggering disparity between the two players. Many of the trades on this list involve one good player switching teams in exchange for packages of young players who did not pan out.
This deal is different. During the 1995-96 season, Stojanov had recorded no goals and one assist in 58 games. And no, he wasn’t a defenseman, he was supposed to be a power-forward. It’s hard to rationalize placing any value at all on a winger with that sort of statline. Stojanov finished his career with two goals and five assists in 108 games.





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