Every NHL Team's Worst Free-Agent Signing in History

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Every NHL Team's Worst Free-Agent Signing in History
Jared Wickerham/Getty Images

NHL free agency is an interesting time of the year in which general managers spend copious amounts of cash and coin. Some of the long-term investments brokered in July pan out, and others become an instant punchline for critics, bloggers and those who have an interest in "cost certainty."

With the big day set to commence on Friday, here is a look at each team's worst moments during free agency.

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