The worst free agent signings of the last two decades

Free agency opens on Friday, as teams will be officially allowed to sign players on the open market, and fans around the league should be excited.

No, wait, excited isn’t the right word. What’s the one I’m looking for? Terrified. That’s the one. You should all be terrified.

That’s because, despite the occasional success story, NHL teams tend to be terrible at signing free agents. They can’t help themselves. And it rarely takes long for the initial excitement of a big signing to give way to the realization that a team has just handed out too much money for way too many years.

As we count down to Friday’s deadline, let’s take some time to look back at some cautionary examples of how quickly a big deal can go bad. Here are my picks for the five worst unrestricted free agency signings of the last two decades.

5. Teemu Selanne and Paul Kariya, Colorado, 2003

The deal: The two friends (and former Ducks teammates) shopped themselves as a tandem deal, eventually signing cheap one-year contracts with the powerhouse Avalanche. How cheap? Selanne took a pay cut to $5.8 million after declining a $6.5 million option in San Jose. But that was nothing compared to Kariya, who took just $1.2 million after making $10 million the year before in Anaheim. Both players could have made much more elsewhere, but they were chasing their first Stanley Cup rings, and joining Joe Sakic, Peter Forsberg and an already loaded Avalanche team seemed like the best way to do it.

Why it made sense at the time: Are you kidding? Go back and re-read those details – it was foolproof. When the deals were announced, hockey fans everywhere pretty much threw up their hands and conceded the 2004 Cup to the Avalanche.

How it ended: In what may stand as the NHL’s greatest example of a can’t miss move somehow missing, both Selanne and Kariya were busts in Colorado and the Avalanche lost in the second round. That latter part wasn’t a huge shock – while the Avs still had most of their big names from their Cup years, they’d lost Patrick Roy to retirement in the offseason, and winning a title with David Aebischer never felt like a safe bet. But the real surprises were Kariya and Selanne, neither of whom cracked 40 points. When Steve Konowalchuk is outscoring both of your sure-thing signings, it’s safe to say that something has gone terribly wrong.

4. Ville Leino, Buffalo, 2011

The deal: Coming off a career-best 53 points, the 27-year-old winger landed a six-year, $27 million deal from the Sabres.

Why it made sense at the time: After years of drifting into small market status, the Sabres had a rich new owner and were ready to spend some of Terry Pegula’s money. (They also gave Christian Ehrhoff a 10-year, $40-million deal.) Leino had just posted a career year while helping the Flyers make it to the Cup final, and it was time for the Sabres to make some noise.

How it ended: Leino was a massive bust in Buffalo; his eight goals and 25 points in year one ended up being by far his most productive season as a Sabre. He missed almost all of year two of the deal, then went the entire 2013-14 season without scoring a single goal before being mercifully bought out.

(By the way, Leino wasn’t close to the worst contract handed out during the summer of 2011. That honor would go to a deal you’re probably expecting to see on this list: Ilya Bryzgalov’s $51-million deal with the Flyers that led to a massive buyout just two years later. But that one wasn’t technically a free agency deal, since the Flyers had acquired his negotiating rights and signed the deal before he reached the open market on July 1. )

>> Read the full post at The Hockey News

Comeback kids: Eight NHL stars who came home

The most surprising move from last week’s trade deadline was the deal that sent Roberto Luongo and his supposedly untradable contract to the Florida Panthers in exchange for goalie Jacob Markstrom and forward Shawn Matthias.

Beyond being a massive shakeup for the Canucks, the trade marks a homecoming for Luongo. While he was drafted and played his rookie season with the New York Islanders, he first established himself as an NHL star over the course of five seasons as a Panther. Now, eight years after the trade that sent him to Vancouver, he finds himself back in Florida, where he’ll presumably finish his career.

That puts him in some pretty good company. More than a few NHL stars have eventually found their way back to teams where they’d made their names to spend their final seasons. Sometimes it worked out great. Sometimes it didn’t.

What does the future hold for Luongo? It’s hard to say, but we can draw some clues from the stories of these eight examples from the NHL history books of stars returning home.

Let’s Never Speak of This Again: Mark Messier and the New York Rangers

First Time Through: Messier was already a star after a decade (and five Cups) in Edmonton, but it was the trade to the Rangers on the eve of the 1991-92 season that transformed him into a league icon. He won the Hart Trophy as MVP in his first season in New York. By 1994, he’d won something even more important.

By the time he reached free agency in 1997, he was pretty much unanimously viewed as the greatest leader in hockey, if not all of sports, and was assumed to be a Ranger for life.

How He Left: The Rangers showed a surprising lack of urgency in retaining their 36-year-old captain, and the Canucks put on a full-court press to lure Messier out of New York and reunite him with coach Mike Keenan. They got their man, signing Messier to a shocking five-year deal that paid him $6 million a season.

Upon arriving in Vancouver, Messier was immediately handed the captaincy at the expense of the popular Trevor Linden. He was also given his trademark no. 11, even though it had been considered unofficially retired since Canucks player Wayne Maki had died of cancer in 1974. Then Messier led the team to a grand total of zero playoff appearances in three seasons.

The Return: Messier’s disastrous stint in Vancouver was cut short when the Canucks bought him out (a move that led to a multimillion-dollar legal battle, which Messier finally won in 2012). The Rangers re-signed him and gave him back the captaincy, at which point he guaranteed he’d lead the team back to the playoffs. He did not, though he did play reasonably effectively for four more years.

The Legacy: Canucks fans hate him. Rangers fans just pretend the whole thing never happened.

A Captain Comes Home: Trevor Linden and the Vancouver Canucks

First Time Through: Linden was the second-overall pick in the 1988 draft, and made his Canucks debut that year as an 18-year-old. He’d spend a decade in Vancouver, earning a reputation as a workhorse and regular 30-goal scorer. In 1991, the 21-year-old became the youngest captain in franchise history, and in 1994 he led the team to within one game of a Stanley Cup.

How He Left: So like I was saying, Canucks fans really, really hate Mark Messier.

After handing his captaincy over the Messier in 1997, Linden lasted just a few more months before a feud with Keenan made his departure inevitable. In February, he was traded to the Islanders for Todd Bertuzzi, Bryan McCabe, and a draft pick.

That was actually a pretty decent haul, as Bertuzzi and McCabe both developed into All-Stars. After giving up that much to get him, the Islanders got one full season out of Linden before flipping him to the Canadiens for a draft pick that turned out to be Branislav Mezei because, hey, Mike Milbury. Linden lasted less than a year in Montreal before another trade sent him to Washington.

The Return: In November, 2001, the Capitals dealt Linden back to Vancouver for draft picks. He’d play six more years as a Canuck before retiring in 2008 as the franchise’s all-time leader in games played. His final game in Vancouver featured a lengthy standing ovation, after which Flames captain Jarome Iginla led his team over to shake Linden’s hand in a show of respect.

The Legacy: Seriously, tell the next Canucks fan you see that you think Mark Messier was a better leader than Trevor Linden. You’ll be on fire before you hit the floor.

>> Read the full post on Grantland

Where will Brad Richards sign?

Free agency is just days away, and there's little question about who the big name is. Brad Richards of the Dallas Stars is easily the best player available, and is expected to receive substantial offers from several big market teams. Where will he end up signing? It's all a mystery.

Or maybe not. Fans that have paid attention to recent free agent patterns may already have a sense of how all this will turn out.

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