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Ranking the Best NHL Offseason Trades and Free-Agent Signings of the Last Decade

Adam Gretz

Over the past couple of weeks, the NHL's 32 teams and general managers have been making trades and free-agent signings that will impact their rosters for the foreseeable future. Some of those moves will work. Some of them will not. Only time will tell which side each move ultimately lands on.

So let's look back at some of the moves that have already been made in recent years, and go back through the best offseason trades and free agent signings of the past 10 years.

This list only includes offseason moves, so in-season trades (like Jack Eichel to Vegas, for example) are not included.

Here now is our Top-10 list, including a couple of honorable mentions.

Honorable Mentions

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Florida Panthers sign Sergei Bobrovsky. I almost put this one in the top 10 because Bobrovsky has been a mostly outstanding goalie in his career and did help the Panthers win a Stanley Cup (and reach another Stanley Cup Final). The only thing keeping me from including it is that Bobrovsky has had some inconsistencies and his salary-cap hit ($10 million) is a bit high.

Washington Capitals acquire T.J. Oshie. It does not seem like it was that long ago, but Oshie was acquired by the Capitals nine years ago and helped become one of the missing pieces the Capitals needed to break through a win a Stanley Cup in the Alex Ovechkin era. Not the type of player you build the whole team around, but a sensational complementary piece.

Canucks acquire J.T. Miller. Everything about Miller's time in Vancouver has been greeted with skepticism. Why are you trading a first-round pick for him when you are not ready to contend? Why are you paying him that much money? Why are you not trading him when you have the chance? Despite all of that, all the guy has done in Vancouver is produce at an elite rate offensively and become a cornerstone player for them. Not bad for a first-round pick in a trade.

10. Shea Weber for P.K. Subban

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The great thing about the Weber-for-Subban swap is that everybody had an immediate opinion about it with winners and losers declared immediately.

How could Montreal trade such a dynamic player?

Didn't Nashville realize the grit and leadership it was losing?

Weber's contract is so horrible!

Subban is going to transform the Predators!

In a weird twist, it worked out for everybody over time. Maybe Nashville was something of a winner because it got Weber's contract off the books, especially as he started to break down physically, but at the end of the day, both players were still bonafide top-pairing defenders and both helped their new teams reach a Stanley Cup Final by playing a huge role along the way.

Even if there wasn't a clear winner or loser, it was one of the biggest trades of the past decade featuring two absolute superstars.

9. New Jersey Devils Acquire Taylor Hall

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This trade will forever be known as the "the trade is one-for-one" announcement from NHL insider Bob McKenzie when he announced the deal.

The Devils acquired Hall from the Edmonton Oilers for defenseman Adam Larsson in one of the most lopsided one-for-one deals in recent NHL memory.

While Larsson was a solid, if unspectacular defenseman, Hall was one of the most dynamic offensive players in the league whose only real hockey crime was being stuck as the best player on a dreadful team.

While he only spent three-and-a-half years in New Jersey and only helped produce one playoff appearance, he did win an MVP award and helped put the Devils briefly back on the map after some down years.

8. New York Rangers Acquire Mika Zibanejad

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Zibanejad isn't a perfect player, and he might not be the ideal No. 1 center for a Stanley Cup team, but his arrival in New York was one of the big turning points for the Rangers' rebuild.

The Rangers acquired him in a trade with the Ottawa Senators for Derrick Brassard, and it has turned out to be one of the biggest steal trades in recent memory.

While Brassard eventually fizzled out with the Senators and never really recaptured some of the big moments he had with the Rangers, Zibanejad has become one of the Rangers' top offensive players and power play assets.

It was a wildly one-sided trade with Zibanejed still a prime contributor for New York and Brassard now out of the league.

7. Vegas Golden Knights Sign Alex Pietrangelo

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From the moment they arrived in the NHL, the Golden Knights have never been shy about going for every big-name player that becomes available. They love star players, they love impact moves, and they will do everything in their power to get in on the action for just about anybody.

One of their most significant offseason moves came in the summer of 2020 when they signed Pietrangelo away from the St. Louis Blues to become their No. 1 defender.

While Pietrangelo has not been quite at the same level he was during his peak in St. Louis, he still played excellent hockey through the first four years of his deal and was a key contributor to a Stanley Cup-winning team.

Maybe the last couple of years on the contract will age poorly and be a bad value. But banners hang forever, and Pietrangelo helped put one in the rafters in Vegas.

6. Florida Panthers Acquire Sam Reinhart

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The Panthers' Stanley Cup roster is unique because most of it wasn't assembled via the NHL Draft.

Their Game 7 lineup featured just three players drafted and developed by the team (Aleksander Barkov, Aaron Ekblad and Anton Lundell) and everybody else was assembled through various trades, free-agent signings and waiver claims.

One of the most significant trades for that roster was Reinhart.

After being selected No. 2 overall by the Sabres, Reinhart developed into a good, but not quite great player with the Sabres and was a part of some wildly disappointing teams in Buffalo. Before the 2021-22 season, he was sent to Florida for a first-round pick and goalie prospect Devon Levi.

It has turned out to be a steal for the Panthers.

Reinhart's offensive game erupted when he arrived with the Panthers, eventually reaching a high-point in 2023-24 when he scored 57 goals. Combined with his Selke-level defensive play he has become one of the best all-around forwards in the league and is now the player the Sabres had originally hoped he'd be. He is just doing it about 1,000 miles south.

5. Edmonton Oilers Sign Zach Hyman

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When the Oilers signed Hyman to a seven-year, $38.5 million contract it was a move that was mostly panned by critics and analysts. Too many years, maybe too much money and that did not even get into the possibility that Hyman wouldn't be that productive.

Well, all of that turned out to be wrong. At least so far.

Hyman's goal total has climbed in his first three seasons with the Oilers, going from 27 to 36 up to a career-high 54 this past season.

Is he getting a boost by playing alongside Connor McDavid and on a talented Oilers team? Absolutely. But that does not account for all of that production, and you still have to be able to finish the plays and put the puck in the net. Right now, few players in the league are doing those things better than Hyman, and has proven to be a significant addition to an Oilers roster that reached the Stanley Cup Final this past season.

4. St. Louis Blues Acquire Ryan O'Reilly

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Before the 2018-19 season, the St. Louis Blues were a consistent contender, a mainstay in the playoffs and always just close enough to a championship to remain relevant but always far away enough to be frustrating and disappointing.

The addition of O'Reilly was one of the big tipping point moves that helped them finally break through the glass ceiling they kept running into and finally bring the Stanley Cup to St. Louis.

In many ways, it ended up being a win-win deal for both the Blues and Buffalo Sabres, with both teams getting exactly what they wanted and needed out of it.

The Blues got a No. 1 center and one of the best defensive forwards in hockey, while the Sabres got a young cornerstone player in Tage Thompson.

Most importantly, the Blues got a Stanley Cup out of it with O'Reilly winning the Conn Smythe Trophy as playoff MVP.

3. Pittsburgh Penguins Acquire Phil Kessel

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Before the 2015-16 season, the Pittsburgh Penguins had become a little stale. They were not finding much success in the playoffs, and with each early exit, there was frustration building as they were unable to get a second Stanley Cup in the Sidney Crosby, Evgeni Malkin and Kris Letang era.

So they made a major blockbuster deal in the summer of 2015 to land Kessel from the Toronto Maple Leafs.

It became one of the most significant trades in franchise history.

While Kessel was not quite able to shine as the cornerstone piece in Toronto, he settled into a secondary role in Pittsburgh where he was able to be himself, play his game and make a gigantic impact as part of a dominant line alongside Nick Bonino and Carl Hagelin, while also helping to run the Penguins' power play.

The result -- back-to-back Stanley Cups during the 2015-16 and 2016-17 seasons and nine playoff series wins in three years.

2. New York Rangers Sign Artemi Panarin

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Most long-term free agent signings do not work out the way anybody expects.

The problem with them is teams get into bidding wars to pay top dollar for players who have already played their best hockey for a different team. When you start getting into the five-, six- or seven-year deals for players in their late 20s or early 30s, you are looking at the possibility of declining production and poor value. In most cases, teams get rid of these players in salary-retained trades or buyouts before the completion of the deal.

There are, however, exceptions to that.

Panarin is one of the exceptions.

His arrival in New York helped rapidly speed up the Rangers' rebuild and put them back on the map as a contender in the Eastern Conference. In his first five years with the Rangers, he has topped the 90-point mark four times, only failing to do so during the shortened 2020-21 season (he scored at a 114-point pace that season). Overall he ranks fourth in the NHL in total points (461) over the past five years since joining the Rangers. His 2023-24 season was also one of the best individual offensive seasons in Rangers franchise history.

1. Florida Panthers Acquire Matthew Tkachuk

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Forget being the best offseason trade of the past 10 years, this is simply one of the most impactful trades regardless of when it happened.

The Panthers were coming off a Presidents' Trophy-winning season in 2021-22 but were still lacking something when it came to winning a championship. So they packaged together forward Jonathan Huberdeau and defenseman MacKenzie Weegar, capitalized on Tkachuk not wanting to re-sign a long-term deal in Calgary, and brought him to South Florida.

It was a franchise-altering move.

Tkachuk has played at an MVP level in his first two years with the Panthers and played a vital role in helping the team reach back-to-back Stanley Cup Finals, including their championship run during the 2023-24 season.

When it comes to complete, all-around players, few in the NHL can rival Tkachuk's ability to score at a top-line rate, defend, push possession and play a relentlessly physical game that annoys everybody.

What adds to the impact for the Panthers is that almost immediately upon arriving in Calgary, Huberdeau's offense completely went in the tank, limiting his overall effectiveness as a player.

The Panthers not only landed a franchise cornerstone, but they also avoided what could have been a costly mistake with Huberdeau's contract. An incredible deal all around for the Panthers.

   

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