Are ultra long-term contracts a blessing or curse for the teams that issue them?

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Since the salary cap era started, teams have been becoming more and more open to signing players to extremely long-term (basically lifetime) contracts in an effort to provide themselves with cost certainty. It also allows them to give players the type of money they want now, while keeping the overall cap hit low by frontloading the deal. In turn, players get the security that a long-term deal provides.

It seems like a win-win scenario, but of course it’s not that simple.

The NHL owner’s initial CBA proposal sought to limit contracts to five-years in length, but even if these types of ultra long-term deals are still an option next season, should GMs be interested in signing players to them?

To get a better idea of the potential pros and cons, let’s take a look at the five longest active deals that have been in effect for at least three full seasons.

Rick DiPietro (New York Islanders – 15 years, $67,500,000) — Obviously, this deal perfectly sums up the risks involved. The deal began in the 2006-07 campaign and at this point a $4.5 million cap hit is pretty low for an all-star caliber goaltender.

The problem, of course, is that DiPietro is not an all-star caliber goaltender. He’s been plagued by injuries over the last four seasons and hasn’t even been that good during the brief periods where he’s been healthy.

At this point, he’s the Islanders backup goaltender and someone who probably wouldn’t be able to find a one-way contract as an unrestricted free agent. All the same, the Islanders have made a commitment to him that lasts through the 2020-21 campaign.

Alex Ovechkin (Washington Capitals – 13 years, $124,000,000) — Going into this deal, Ovechkin looked like about as safe a bet as you could get. Sure, his $9,538,462 cap hit was excessive for the time and is still the biggest in the NHL, but could you blame Washington for locking up a man that promised to be one of the greatest goal scorers of his generation?

To an extent, yes. It doesn’t matter who the player is, assuming that he’ll be among the league’s elite for the next 13 years is a big gamble. It hasn’t exactly blown up in Washington’s face, but Ovechkin’s 38-goal, 65-point 2011-12 campaign certainly leaves something to be desired given his contract. Still, Ovechkin is young and over the span of his career, last season might prove to be the low point.

Henrik Zetterberg (Detroit Red Wings – 12 years, $73,000,000) — Zetterberg’s deal has fared better than most. His $6,083,333 cap hit is looking increasingly favorable given how much the market have risen in recent years. His offensive output did decline a bit in 2011-12, but he remained the team’s point scoring leader.

Mike Richards (Philadelphia Flyers/Los Angeles Kings – 12 years, $69,000,000) — This one is a bit harder to judge. The Philadelphia Flyers eventually decided to go in a different direction, but, in part due to his reasonable $5,750,000 annual cap hit, they were able to trade away his contract for a pretty nice haul.

He then went on to record just 44 points in 74 games in his first season with the Los Angeles Kings, but he stepped up in the playoffs and helped them win the Stanley Cup. His deal certainly can’t be called a failure, but it remains to be seen if he’ll be able to build off of his strong playoff run and have a more productive all-around season in 2012-13.

Marian Hossa (Chicago Blackhawks – 12 years, $63,300,000) — For the most part, this contract has worked out fine so far. Hossa helped the Blackhawks win the Stanley Cup and it’s hard to argue with that. His $5,275,000 cap hit is also pretty friendly and has made the deal justifiable even though he’s missed a decent amount of playing time due to injuries.

With Hossa, even after three seasons under the deal, the jury is still out. He’s already 33 and he’s signed through 2020-21. It might not be too long before his contract starts to look like a drag on the team.

In a way, Hossa’s deal encompasses the risks that we still can’t fully explore. Seeing as these types of deals gained popularity with the new (soon to be old) CBA, we haven’t gotten to see these deals play out through to their conclusion. However, we can already clearly see examples of the big risks these contracts come with.

Amid Karlsson trade rumors, Ryan to return for Sens

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During Tuesday’s Insider Trading segment on TSN, Bob McKenzie noted that to trade for Erik Karlsson, a suitor might need to assume the mammoth contract of Bobby Ryan. Ryan, 30, hasn’t played since Feb. 1 and has been limited to 39 games this season because of hand/wrist injury issues that have been plaguing him for years.

Remarkably, a day after that report surfaced, it sounds like Ryan might make his return to the Senators lineup. The current plan is for Ryan to suit up for Ottawa on Thursday against the Tampa Bay Lightning, according to reporters including TSN’s Brent Wallace.

There are a number of remarkable things about this development.

Obviously, the timing stands out, as this comes on the heels of that report, not to mention less than a week before Feb. 26’s trade deadline. It’s even amusing that Ryan is slated to face the Lightning, a team that may very well decide that it’s worth it to go all-in and acquire Karlsson, even if it means taking on Ryan. Surely getting a look at him, up close and personal, wouldn’t hurt matters?

(Allow me to think out loud: if Ryan Callahan‘s $5.8 million was involved as well, would that grease the wheels a bit?)

There are a few ways things can go for Ryan.

LTIR bound?

For one thing, it’s difficult to ignore the possibility that the once-potent sniper might go the way of the LTIR mainstay, much like Nathan Horton, David Clarkson, and others before him. The Athletic’s Chris Stevenson went into exhaustive detail regarding the rather confusing scenarios for Ryan possibly being LTIR material here (sub required).

Even if Ryan’s fated to go on LTIR – which might be a necessity for a contender that already has big commitments, considering the fact that his $7.25M cap hit won’t expire until after 2021-22 – the Lightning or some other team might want to see what he can do now. Assuming they can make the cap hits work in 2017-18.

More in the tank?

It’s easy to forget that Ryan isn’t that far removed from some impressive goal-scoring days.

His last 20+ goal season came as recently as 2015-16, when he collected 22 in 81 games. He basically averaged 20 goals through his first three seasons in Ottawa, as Ryan totaled 63 from 2013-14 to 2015-16.

Ryan showed flashes of that brilliance during the Senators’ remarkable run within a goal of the 2017 Stanley Cup Final. He managed six goals and 15 points in 19 playoff games, including a brilliant OT-winner against the Penguins:

For once, the bounces were going Ryan’s way, as he enjoyed the best playoff work of his career and connected on 28.57 percent of his shots on goal. So, yes, those results were inflated … yet they came during the 2017 postseason. If healthy, is that unreasonable to imagine Ryan posting nice numbers in Tampa Bay and becoming more than just a throw-in? Could he help even if his injury luck continues to come and go?

If Ryan was forced to be part of a Karlsson trade, the dream scenario for the Lightning or another contender might be something like Clarke MacArthur‘s 2017 playoff run with Ottawa. Maybe Ryan contributes to a postseason push, then lands on LTIR?

One other thought

It’s important to note that trading Ryan wouldn’t necessarily be the best-case scenario for Ottawa. (It might be for owner Eugene Melnyk, mind you, as it’s basically an open secret that he’s very … cost-conscious at the moment.)

To accept Ryan’s contract – even at a discounted rate – a bidding team would likely give up less actual, beneficial pieces in a Karlsson trade. Perhaps ridding themselves off Ryan’s contract would cost the Senators a draft pick, prospect, or some other key piece? It’s certainly something to consider.

James O’Brien is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @cyclelikesedins.

Dion Phaneuf trade pays early dividends for Kings

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If nothing else, Dion Phaneuf knows how to make a first impression.

Think back to when Phaneuf burst onto the season as an NHL rookie. He scored 20 goals during his first season in 2005-06, which still stands as a career-high, and he enjoyed 50 and 60-point seasons in the next two years. During his first three seasons (2005-06 to 2007-08), Phaneuf collected 159 points, tying him with Brian Rafalski for sixth-most among defensemen. No other blueliner was even close to his 54 goals during that same span.

Between that scoring prowess and such a tendency to throw hard hits that his last name became a Kronwallian verb, it seemed like Phaneuf was destined to be the next Scott Stevens or Chris Pronger, or maybe the next Rob Blake.

… That’s not how things turned out, of course.

Phaneuf’s been known as much for a shaky contract as anything else lately, which is part of the reason Blake was able to get the Ottawa Senators to eat 25 percent of his salary to make a trade happen.

[Trade: Senators send Phaneuf to Kings.]

At the time, it was a puzzling deal, with the main takeaway being that the Senators get to save money while the Kings hope to rejuvenate Phaneuf. So far, that rejuvenation has been remarkable, even if small sample size red flags pop out so much, they practically poke you in the eye.

Still, it’s been a cool, under-the-radar story. Through four games, Phaneuf already has three goals for the Kings. All three have come on the power play; Phaneuf scored in his debut for L.A. and also found the net last night, helping them carve out a 4-3 win against the Jets.

[A deeper look at debuts for Phaneuf, Marian Gaborik.]

Let’s watch all three of his Kings goals.

Phaneuf’s goal in his Kings debut is the anomaly, as he saw an opening for something of a backdoor goal, which isn’t really what you picture if you hear “Phaneuf power-play goal.”

His past two goals have been to type, with slappers from both points getting the job done:

Even skeptics would probably admit that Phaneuf can still fire the puck, so maybe the Kings will find a nice use for one of his enduring strengths.

Again, there really couldn’t be enough signs that this is a brief surge of luck.

Phaneuf has scored his three goals on 11 SOG, which translates to a 27.3 shooting percentage. He brought a 3.5 shooting percentage (in 53 games) with him from Ottawa, and his career average is 5.7 percent.

(You can stretch this out further to absurd PDO numbers and others, if you want to go exploring.)

The most interesting question will come down to how much value Phaneuf can bring to the Kings.

So far, his possession numbers are shaky, much like they were in Ottawa. He’ll get a chance to improve over the long haul, especially if he remains tethered to a solid middle pairing blueliner like Alec Martinez. Phaneuf has spent more even-strength time with Martinez than he has with any other King, Jonathan Quick included, according to Natural Stat Trick.

This brief but compelling surge is actually reminiscent of some other trades for the Kings. As you may recall, both Vincent Lecavalier and Jarome Iginla enjoyed brief-yet-notable surges in their swan songs in L.A.

Of course, the stakes are higher with Phaneuf. Even at a discounted rate, his $5.25 million cap hit is frightening, especially when you realize that it runs through 2020-21.

One must grade the trade with Marian Gaborik‘s also-challenging contract in mind, making this all a bit convoluted. If one were to wager, it seems most likely that this move will be remembered as a costly, creative, and somewhat confusing lateral move.

But, hey, at least the first chapter has been captivating.

James O’Brien is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @cyclelikesedins.

Jarome Iginla skates with AHL Providence, still wants to play

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Jarome Iginla is still without a team but isn’t giving up hope just yet on one last ride in the NHL.

The 40-year-old Iginla, who last played in 2016-17 with the Colorado Avalanche and Los Angeles Kings, was spotted on the ice at Providence Bruins practice on Tuesday, but there’s nothing in the works as far as a deal anywhere, he told the Providence Journal’s Mark Divver.

Iginla’s name popped up in contention for a spot on the Canadian Olympic team this fall, but a hip procedure cost him time on the ice and ultimately a place in GM Sean Burke’s final roster for PyeongChang. (The Canadians are doing just fine without him having reached the semifinals of the tournament.)

Now living in the Boston area after buying a house last spring, Iginla, who played 78 games with the NHL Bruins during the 2013-14 season, was simply taking advantage of a favor from the team. He’s expected to skate with AHL Providence again on Thursday as he continues to see where his body is physically.

Iginla — and for that matter, U.S. Olympian Brian Gionta, who’s also looking to continue playing — can sign with any NHL team, but to be eligible to play in the 2018 Stanley Cup Playoffs a deal needs to be inked before the 3 p.m. ET trade deadline next Monday.

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Sean Leahy is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @Sean_Leahy.

Fight Video: Nicolas Deslauriers lands several good shots on Brandon Manning

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The Montreal Canadiens may have come out on the wrong end of Tuesday’s 3-2 overtime decision in Philadelphia, but Nicolas Deslauriers definitely won his fight against Flyers defenseman Brandon Manning.

This was Deslauriers’ first game since signing a two-year, one-way contract extension worth $950, 000 per year. The 26-year-old has brought a physical presence to Montreal’s lineup, but he’s also chipped in with seven goals. On Tuesday, he made more of an impact with his knuckles than anything else.

Take a look four yourself by clicking the video at the top of the page.

Believe it or not, this isn’t the first time these two players go head-to-head on the ice. They also fought when Deslauriers was a member of the Buffalo Sabres.

If you’re more interested in finding out what happened last night’s game, click here.

Joey Alfieri is a writer for Pro Hockey Talk on NBC Sports. Drop him a line at phtblog@nbcsports.com or follow him on Twitter @joeyalfieri.