Originally written on The Hockey Guys  |  Last updated 11/13/14

ANAHEIM, CA - JANUARY 05: Bobby Ryan #9 of the Anaheim Ducks gets ready on the ice during the game against the Detroit Red Wings at the Honda Center on January 5, 2010 in Anaheim, California. (Photo by Bruce Bennett/Getty Images)
(Via Getty Images) By: Ryan Kiray (@RyanK_THG) Friday afternoon saw one of the more active NHL free agency debuts in recent memory, with massive amounts of money committed to players both deserving and undeserving. NHL legends switched teams. Young players were traded. To recap, we will take a look at some of the best and worst signings of the day. Some teams were not judicious with their use of long-term, big money deals yesterday. The Toronto Maple Leafs dolled out the worst contract of the day, giving a seven-year, $36.75 million contract to winger David Clarkson. The term is the longest allowable under the Collective Bargaining Agreement, and carries an annual cap hit of $5.25 million. The Leafs still have roughly $10 million in salary cap space at the moment, but Clarkson will never be able to live up to his contract. A time will come when the Leafs are pressed uncomfortably close to the cap, and Clarkson’s contract will be little more than a weight. Clarkson is a fine player w...
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