These Pending UFAs Mishandled Their Prior Trips Through Free Agency
In the NHL, some players welcome the chance to bet on themselves when it comes to unrestricted free agency. But not every player likes taking that risk, because there is always the possibility that the bet doesn’t pay off or that the player and their representatives misjudge the market and miss out on a payday. Sometimes, these players land big contracts later in their careers, and that is the hope for the three players in this article, who are approaching free agency again this summer and have another chance to learn from their previous attempts and finally cash in.
The first player on this list and one of the most recent is Chicago Blackhawks defenceman Matt Grzelcyk, who had to settle for a PTO this past offseason after his market never materialized despite coming off a career year. Grzelcyk posted a goal and 39 assists last season, playing all 82 games with the Pittsburgh Penguins, and was projected by AFP Analytics to receive a three-year deal worth $3.77MM annually. However, he ended up with a PTO and eventually signed a one-year, $1MM deal.
It was clearly a massive disappointment for the 32-year-old, and it’s hard to say exactly what transpired in his negotiations. His market did not develop as expected, and his contract fell well below the projected market value. Nonetheless, it should have been evident to Grzelcyk’s representatives that his market probably wouldn’t be very strong after the Penguins were unable to trade him at last year’s trade deadline. Grzelcyk remained in Pittsburgh after the deadline despite the team being well out of the playoff picture at that point, which suggested that teams weren’t exactly eager to add him. In any case, Grzelcyk is a free agent once again this summer after a disappointing campaign with the Blackhawks, and it’s fair to wonder if he will get a multi-year deal this offseason. AFP Analytics has him pegged for a two-year deal worth $2.8MM per season, but that may be a touch optimistic given his struggles this year.
Another player who struggled to secure a contract last summer was forward Jack Roslovic. The then 28-year-old was coming off a solid year with Carolina, where he scored 22 goals and 17 assists in 81 games. While his scoring stats looked decent, Roslovic was not exactly a seamless fit with the Hurricanes and benefited from a 15.8% shooting rate, about 3% higher than his career average. For the second consecutive summer, it seemed Roslovic misjudged the free agent market but didn’t land as softly in 2024 as he did in Carolina. In summer 2024, Roslovic signed with the Hurricanes on July 4 for $2.8MM on a one-year deal, serving as a cautionary tale for players hitting the market in 2025. Roslovic was one of those players, and unfortunately for him, his luck was much worse this time, as he had to settle for another one-year deal with the Edmonton Oilers, this time for $1.5MM.
Roslovic was projected last summer to sign a three-year deal worth $4.094MM, making his contract just over 10% of his projected earnings. He eventually changed agents and signed a one-year contract, setting himself up to hit free agency again. This summer, AFP Analytics predicts he could land a four-year deal worth $4.434MM per season, and it seems more likely this will happen given his new agent and the rising salary cap, while the free-agent class remains very thin.
Now we come to John Klingberg of the San Jose Sharks, who just a few years ago was a top-pairing defenseman with the Dallas Stars and helped lead them to the Stanley Cup Finals in 2020. Back in 2021, much of the conversation around Klingberg centered on his impending free agency, and he and the Dallas Stars were engaged in contract talks to keep him in Dallas long term. At the time, Klingberg reportedly wanted over $60MM on an eight-year contract, which would have him around an $8MM AAV, and while some sources said he turned down $7MM a season, he never came close to reaching those numbers on his eventual contracts and never even sniffed that kind of long-term security.
Klingberg finally reached free agency in 2022 and had to settle for a one-year $7MM contract with the Anaheim Ducks, then followed it up with a one-year $4.15MM deal with Toronto. Last season, he played part of the year under a one-year $1.35MM contract with the Edmonton Oilers before signing a one-year $4MM deal this season in San Jose. Regardless of what the contract discussions were like with Dallas, Klingberg left tens of millions of dollars on the table and could have avoided the stress of moving teams five times. Additionally, he went from a low-tax state like Texas to high-tax states and provinces such as California and Ontario.
The NHL is full of cautionary tales regarding free agency. For example, defenseman Cody Franson is a case from a decade ago, and Thomas Vanek is another. More recent examples include Anthony Duclair and Evan Rodrigues, who eventually secured their contracts after a few seasons of uncertainty. This summer, players like Grzelcyk, Roslovic, and Klingberg hope to cash in and recover some of the money they left on the table. The salary cap is expected to rise, which should benefit them, but none of these players have performed at their best this season, so they may face another challenging period in free agency.
West Notes: Makar, Klingberg, Dellandrea
Colorado Avalanche superstar Cale Makar left mid-game against the Flames tonight and would not return, per the team. The defender left late in the second period with an apparent upper body injury, but it was not immediately obvious what happened.
Makar is putting his final touches on what has been another remarkable campaign, not yet missing a single game and posting 72 points in as many games. He’s third in team scoring, but would be ranked first by a wide margin on several other clubs. The electric skater also averages just one second under 25 minutes a night.
One of just two teams to already have a playoff spot locked down (Dallas), Colorado is closing in on the Presidents’ Trophy which would be their first since 2020-21, and their fourth in franchise history. It goes without saying that losing Makar would be a crushing blow, especially as he’s evidently been shaken up in a lower stakes game against his hometown team that got quickly out of hand on the scoreboard.
There’s plenty of reason for optimism though, as the 27-year-old has been extremely durable throughout his career, and exited the contest quietly. Updates will be watched closely post-game, with the hope that their #1 defenseman is right back at it Wednesday against Vancouver.
Elsewhere across the league:
- Veteran John Klingberg was a morning skate participant, observed by Curtis Pashelka, San Jose Beat Writer. The defenseman has missed three straight with an upper body injury, including tonight, yet it’s encouraging news nonetheless as the Sharks look to close the book on 2025-26 in a good way. After bouncing around across several teams with an uncertain future from injury toll, the former star has settled nicely as a Shark, with 24 points in 54 games on over 20 minutes a game and staying relatively healthy for a change. The 33-year-old will hit free agency again this summer and it’ll be interesting to see if San Jose keeps him around given the results.
- Forward Ty Dellandrea’s status has improved to day-to-day, reported by Sheng Peng of San Jose Hockey Now. Unfortunately he’s had to miss the last 30 games with a lower-body injury, not in the lineup since early January, but it’s looking like the role player will get some more action before 2025-26 comes to an end. Once a high draft pick by Dallas, the 25-year-old has become a true bottom six center capable of killing penalties and forechecking. Dellandrea has just 11 points on the season, along with poor metrics at even strength, but he’s winning faceoffs at a 52.3% rate, and offers size at 6’2”. His efforts earned a two-year extension signed earlier this month, as the Ontario native has found a home on the exciting young team.
Pacific Notes: Granlund, Carlson, Golden Knights, Sharks
There is a growing expectation that the Anaheim Ducks will return forward Mikael Granlund to the lineup tomorrow. According to Derek Lee of The Hockey News, Granlund was a full participant at practice this morning and centered the team’s second line.
Unfortunately, that doesn’t mean the Ducks will have a complete lineup. In a separate report from Lee, he indicated that recent acquisition John Carlson remains working his way back from a lower-body injury and isn’t expected to debut tomorrow.
At any rate, it’ll be a decent boost for Anaheim to get Granlund back into the lineup. He has been oft-injured this year, appearing in only 38 games, scoring 12 goals and 27 points. Still, the Ducks will need all the depth they can as they continue their playoff push.
Additional notes from the Pacific Division:
- Per Jason R. Pothier and Ken Boehlke of SinBin, General Manager Kelly McCrimmon provided a few updates on several key injuries to the Vegas Golden Knights. Regarding the forward corps, McCrimmon said the team only expects captain Mark Stone to miss the next few days. Additionally, the Golden Knights haven’t placed forward William Karlsson on season-ending long-term injured reserve, but will have to make it to the semifinals if they want to see him again this season. Lastly, McCrimmon added that netminder Carter Hart is still a few weeks away from returning.
- The San Jose Sharks retained their numerous pending unrestricted free agents through the deadline as their own rentals, rewarding the team’s performance so far. Speaking with Curtis Pashelka of Mercury News, General Manager Mike Grier said, “So it kind of felt like it was the best thing to do, in all fairness to them, to kind of keep the group together and see how the rest of the season goes.” Regardless, that didn’t stop teams from making calls, specifically regarding Mario Ferraro and John Klingberg.
San Jose Sharks Activate John Klingberg
The San Jose Sharks announced today that defenseman John Klingberg has been activated off of injured reserve.
Klingberg missed four consecutive games with a lower-body injury. The 33-year-old has been one of the Sharks’ most heavily-used defensemen this season, tied for first among blueliners in ice time with 21:37 per game. When healthy, he’s also quarterbacked the Sharks’ top power play unit, averaging 3:25 power play time on ice per game.
After two consecutive injury-riddled seasons, this year has been a bounce-back year for Klingberg from a production standpoint. He’s scored nine goals and 16 points in 31 games, which is a 24-goal, 42-point 82-game pace.
Klingberg had scored just 42 points in the three seasons following his 47-point 2021-22 campaign, which was his final year in Dallas.
Although returns in terms of Klingberg’s defensive value have been more mixed, that’s not entirely detached from what was expected of Klingberg even in the best years of his career.
Now back to full health, Klingberg will get the chance to continue to build on his momentum this season with an eye to the summer. His one-year, $4MM contract is set to expire this summer, making him a pending unrestricted free agent.
Sharks Reassign Patrick Giles
Jan. 9: Giles was returned to the AHL today, the team announced. He was scratched for both games of his call-up on Tuesday and Wednesday. The move indicates one of the Sharks’ IR-bound defenders – Klingberg, Vincent Desharnais, and Shakir Mukhamadullin – could be returning to action tomorrow.
Jan. 5: The Sharks recalled center Patrick Giles from the AHL’s San Jose Barracuda on Monday, per a team announcement. To open a roster spot, the Sharks placed defenseman John Klingberg on injured reserve retroactive to Dec. 31.
It’s the second recall of the season for Giles, who last appeared on the roster in November. The 26-year-old, who was acquired from the Panthers in last year’s Vítek Vaněček trade, has 20 games of NHL experience, including three on his previous recall this season.
The Chevy Chase, Maryland, native will provide the Sharks with an extra forward for Tuesday’s game against the Blue Jackets. While they now have 14 forwards on the active roster, Adam Gaudette has missed the last two games with a lower-body injury – although Curtis Pashelka of The Mercury News reports he could be an option to return to the lineup against Columbus.
The 6’5″, 218-lb Giles grades out as a fine fourth-line pivot for a few games at a time, but shouldn’t be relied upon more than that. His possession numbers weren’t inspiring in more extended action with Florida last season, and he has a team-worst -10 rating with nine points in 28 games for the Barracuda.
As for Klingberg, San Jose’s top power play quarterback sustained a lower-body injury against the Wild on New Year’s Eve that caused him to sit out Saturday’s loss to the Lightning. He’s been ruled out of the Sharks’ upcoming back-to-back but will be eligible to return this weekend against the Stars, per Max Miller of Sharks Hockey Digest.
His absence means more opportunities for youngsters Sam Dickinson and Vincent Iorio while veteran Nick Leddy gets some added reps as well, despite serving as a healthy scratch for most of the campaign. Klingberg’s nine goals and 16 points in 31 games have him on pace for his best offensive showing since departing Dallas in free agency in 2022.
Snapshots: Schwartz, Toews, Sharks
A long awaited return could be coming soon, as Seattle forward Jaden Schwartz was a full practice participant donning a no-contact jersey, as reported by Sound Of Hockey. The veteran hasn’t played since late November, in week five of his initial six-week expected absence.
Schwartz suffered a lower-body injury against Dallas on November 26. Despite struggling to create offense, currently last in the league in that category, Seattle holds a Wild Card spot, and has stayed afloat without their key forward. A pending UFA in the final year of his five year deal worth $5.5MM per season, on paper the 33-year-old could be a trade candidate. However, especially given their status in the playoff mix, it is thought that the Kraken would like to retain Schwartz into the twilight years of his career as a leader on a young forward core, with a Stanley Cup under his belt.
Unfortunately, Schwartz is no stranger to injuries throughout his career, as the 15 year veteran has not reached the 82 game mark, coming up one game short in 2024-25. Yet when healthy, he remains productive, with 15 points in 23 games this season. The small sample size is on pace for his best season with Seattle. A return by tomorrow’s game is unlikely, but Schwartz could return by later in the week.
Elsewhere across the league:
- Colorado defenseman Devon Toews is out tonight due to an upper-body injury, as reported by Corey Masisak of The Denver Post. While it is not officially connected, the ailment is likely related to Saturday, when Toews fell awkwardly into the boards. He was able to finish the game, but now, has missed his first of the campaign. The 31-year-old’s offensive output has taken a step back this season, with 13 points in 40 games, below his usual 50-point pace. Yet he and Cale Makar complement each other perfectly, forming one of the very best pairings in the league on both ends of the ice. Toews could return as soon as Tuesday, as the Avs travel to Tampa Bay.
- Two San Jose defensemen were absent from practice today, John Klingberg and Shakir Mukhamadullin, as shared by Sheng Peng of San Jose Hockey Now. Klingberg was out of yesterday’s game, and the top defender was sorely missed as the club lost 7-3 to Tampa Bay. The veteran is dealing with a lower-body injury, and based on today’s news, he could return sometime later in the week. Overcoming major injury concerns in the past, Klingberg has enjoyed a resurgence with San Jose, eating minutes on the top pairing and helping the team show real promise. On the other hand, Mukhamadullin left yesterday’s game after just five minutes of ice time due to injury. Veteran Nick Leddy could return to the lineup Tuesday if neither are able to return, having not played since December 23.
West Injury Notes: Avalanche, Klingberg, Mukhamadullin
Much like he did a few days ago ahead of their road trip through the southeast, Colorado Avalanche head coach Jared Bednar provided a few more injury updates this afternoon. Provided by Corey Misiak of The Denver Post, Bednar said that the team is expecting netminder Mackenzie Blackwood and forward Joel Kiviranta to return after the trip.
Additionally, on the positive side of the update, Bedar indicated that although he won’t play tonight, forward Gavin Brindley may return as early as tomorrow against the Florida Panthers. Both Kiviranta and Brindley are dealing with lower-body injuries, though neither is expected to miss too much time.
The news is also good regarding Blackwood. The Avalanche did not initially provide a timeline for his recovery, so a few days missed should not significantly impact their chances on the three-game road trip. Bednar mentioned to Misiak that Blackwood’s injury was discovered at the team’s practice on Thursday.
Other injury notes from the Western Conference:
- The San Jose Sharks were missing blueliner John Klingberg in their blowout loss to the Tampa Bay Lightning today. Before the game, Sheng Peng of San Jose Hockey Now shared that Klingberg is dealing with a lower-body issue. The Sharks could have used Klingberg’s offensive capabilities today, as he’s scored nine goals and 16 points in his first 31 games with the club.
- Outside of Klingberg, the Sharks are dealing with another injured defenseman from today’s game. Shortly before the start of the third period, San Jose shared that Shakir Mukhamadullin has exited the game due to injury, without specifying if it was a lower or upper-body issue. The 23-year-old defenseman skated in 5:33 of today’s contest, earning a -3 rating with one blocked shot.
Sharks Reassign Luca Cagnoni
Oct. 22: The Sharks announced Wednesday they’ve reassigned Cagnoni back to AHL San Jose. He did not play in the lone game he was rostered for, a 4-3 loss to the Islanders last night. His demotion indicates John Klingberg should be back in the lineup tomorrow against the Rangers after missing three games with a lower-body injury. While he didn’t play yesterday, he was a full participant in morning skate, Max Miller of Sharks Hockey Digest relays.
Oct. 19: The San Jose Sharks have recalled Luca Cagnoni, one of their top defensive prospects, from their AHL affiliate, the San Jose Barracuda. In a corresponding move, the team placed defenseman Shakir Mukhamadullin on injured reserve. Mukhamadullin is dealing with an upper-body injury and is now set to miss the team’s upcoming four-game road trip.
Although the Sharks have one of the NHL’s more crowded bluelines at this point (this recall gives them eight healthy defensemen, per Puckpedia’s tracking) this move is nonetheless an opportunity for Cagnoni. The 20-year-old 2023 fourth-round pick had an exceptional debut campaign in pro hockey last year, amassing 52 points in 64 AHL games en route to AHL All-Rookie Team honors.
An undersized left-shot defenseman, Cagnoni’s calling card has always been his ability to generate offense from the blueline. While it’s still likely too early in the season to assess overall trends for teams, the Sharks currently rank 28th in goals scored per game and have scored just four goals in their last three games.
Should Cagnoni get into any NHL games due to this recall, the move could potentially help spark the Sharks’ offense due to the creativity Cagnoni offers from the blueline. Cagnoni has six NHL games on his résumé from last season, wherein he registered two points.
While Cagnoni appears unlikely to displace Dmitry Orlov or Mario Ferraro as one of the Sharks’ top-two left-side blueliners (at least at this point in his career), it’s possible the Sharks could give Sam Dickinson (who is still just 19 years old) a breather and dress Cagnoni for a game instead.
Such a move would not be without precedent: the Pittsburgh Penguins scratched rookie blueliner Harrison Brunicke as part of a larger development plan to keep their young blueliner “fresh” and capable of sustaining a high level of play.
Since Dickinson is occupying a second-unit power play role with John Klingberg injured, it’s also a possibility that Cagnoni gets a look there should they elect to give Dickinson a game off.
Regardless of whether Cagnoni ultimately gets into NHL games as a result of this recall or not, it’s nonetheless an encouraging sign for the young blueliner’s long-term future that he’s already being called upon as an option for the NHL roster.
Injury Notes: Klingberg, Liljegren, Lindholm
A trio of Swedish defensemen have been banged up, but are not expected to miss much time. First, out of San Jose, Sheng Peng of NBC Sports California updated earlier today that John Klingberg and Timothy Liljegren are out day-to-day, and are questionable for Friday, when the Sharks go to Utah. Both players were hurt last night, as San Jose was drubbed by Carolina, although each played high minutes. Liljegren is considered upper-body, which aligns with when he appeared shaken up after going down hard in an attempt to pin a Hurricane along the boards.
Peng also added a key note, that fortunately, given that it was listed as lower-body, Klingberg’s ailment is not related to his ongoing hip trouble. For now, the Sharks could turn to Vincent Desharnais to make his season debut, along with the more intriguing young Shakir Mukhamadullin, who posted two assists in his only game this season.
Elsewhere across the league:
- Bruins Head Coach Marco Sturm recently told Belle Fraser, Multimedia Producer of the team, that Hampus Lindholm is also day-to-day, but is expected to resume skating tomorrow. The veteran enjoyed a major career resurgence in Boston in 2022-23, but unfortunately has been chasing it since, especially with an injury riddled 2024-25. Thankfully, Lindholm has managed to skate in two games for Boston so far, as he looks to get back on track and hope to help lead the team back to the playoffs come spring.
Snapshots: Devils Reassignments, Sharks Injuries, Lucic
The New Jersey Devils reassigned forwards Lenni Hameenaho and Shane Lachance to the team’s AHL affiliate, the Utica Comets today. The move corresponded with the team’s signing of veteran Luke Glendening earlier today. Both Hameenaho and Lachance are young forwards who appear relatively close to being NHL-ready, if they have not reached that status already. Lachance in particular had a strong preseason, but it would be surprising if both do not see NHL time at some point this season.
Lachance, 22, was traded to the Devils in March as part of the larger Trent Frederic trade, and signed with the team shortly after at the conclusion of his NCAA career with Boston University. The 22-year-old is a 6’4 winger who scored 30 points in his final 40 games in college and had two points in a two-game cameo late last season with the Comets. Lachance is the son of Scott Lachance, who has been a member of the Devils’ hockey operations department since his retirement as a player (2007-08) and currently serves as the team’s director of amateur scouting. Hameenaho, 20, was the Devils’ top pick at the 2023 draft and had 51 points in 58 games for Liiga’s Assat Pori last season.
Some more notes from around the league:
- A slate of injury updates was reported in San Jose today, with San Jose Hockey Now’s Sheng Peng reporting that two veteran defenders, Dmitry Orlov and John Klingberg, are dealing with upper-body injuries. Bay Area News Group’s Curtis Pashelka also reported that forward Egor Afanasyev and defenseman Jack Thompson are dealing with lower-body injuries and are both day-to-day. Peng added that both Orlov and Klingberg are expected to be ready to play in the team’s season-opening game on Thursday, but the same cannot be said about Afaneseyev and Thompson, as their availability for Thursday is unclear.
- St. Louis Blues PTO signing Milan Lucic is currently dealing with a lower-body injury, and remains with the team as he works through his recovery, reports NHL.com’s Lou Korac. According to Korac, the Blues will extend Lucic’s PTO in 10-day increments as he works his way back into full health. While Lucic could still be a candidate to earn a full-time contract with the Blues, it is important to note that the 37-year-old winger has not only missed almost two full seasons of hockey, but also was not a particularly effective player even when he last played, nor did he have a notably strong preseason.