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The logic here is mind blowing, especially considering part of the reason for the trade was a dislike between Dan Boyle and then-Lightning Co-Owners Oren Koules and Len Barrie.
Despite re-signing Dan Boyle to a six-year, $40 million contract, the Lightning shipped him (along with defenseman Brad Lukowich) to the San Jose Sharks in exchange for defensemen Matt Carle, Ty Wishart, a first-round pick in 2009 and a fourth-round draft pick in 2010.
Ignoring the fact that they just traded away one of the best puck-moving defensemen in the NHL, not the worst return in the world. But while the initial deal was over, a new set of deals began to spawn.
In an attempt to replace Boyle (how about not trading him to begin with?), the Lightning traded defensemen Filip Kuba, Alexandre Picard, and the first-round pick acquired from San Jose for defenseman Andrej Meszaros.
Additionally, after a shaky first 12 games for Matt Carle, the defenseman was dealt to the Philadelphia Flyers for forward Steve Downie and Steve Eminger. At the trade deadline, they then moved Eminger to the Florida Panthers for minor league defenseman Noah Welch and a third-round draft pick in 2009.
Needless to say, the Lightning had a lottery pick after the conclusion of the 2008-2009 season. Andrej Meszaros, the best player they ended up with, finished with two goals and 16 points despite being known as an offensive defenseman.
Steve Eminger and Matt Carle, also known as puck movers, combined for 5 goals and 25 points in their 62 combined games.
In terms of what they already had on their roster, the Lightning traded away Dan Boyle, Brad Lukowich, Filip Kuba, and Alexandre Picard in exchange for Andrej Meszaros, Steve Downie, Noah Welch, Ty Wishart, a third-round pick in 2009 and a fourth-round pick in 2010.
In terms of what they actually gave up, the Lightning dealt away Dan Boyle, Brad Lukowich, Matt Carle, Filip Kuba, Alexandre Picard, Steve Eminger, and a first-round pick in 2009 for the above return.
And that, by far, is the worst trade of the past decade.