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Sidney Crosby

Sidney Crosby “Optimistic” Extension Will Be Done Before Season

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Pittsburgh Penguins captain Sidney Crosby told media members in Las Vegas that he is “pretty optimistic” a contract extension will be in place before the start of the regular season as originally reported by Joshua Clipperton of the Canadian Press. Crosby was in town for the NHL/NHLPA Media Tour after it had returned from Europe a few weeks ago.

The quote from Crosby is certainly a different tune on the extension negotiations from only a few days ago when Sportsnet’s Elliotte Friedman reported that Crosby was still uncertain about signing an extension altogether. Friedman raised the concern in his original report that Crosby’s competitive nature may be giving him pause about continuing the final years of his Hall-of-Fame career on a retooling Pittsburgh roster. The Penguins organization is rumored to have multiple offers on the table to retain their captain.

It would still not be a major shock to see Crosby enter the 2024-25 regular season without an extension. Crosby has been an MVP-level talent well into his mid-to-late 30s but the Penguins have failed to put a playoff-caliber team around him. Pittsburgh missed out on the Stanley Cup playoffs for the first time since Crosby’s rookie season in 2022-23 and again failed last year. Crosby himself has nearly willed the Penguins into the postseason in those two years but the team’s lack of aggression in improving their team may have him considering other options.

On the flipside of the coin; Crosby may have every intention of finishing his career with the only organization he’s ever known despite the team’s on-ice success over the last several years. He has little left to accomplish in his career with three Stanley Cups, two Art Ross Trophies, three Ted Lindsay Awards, two Maurice Richard Trophies, two Conn Smythe Trophies, two Hart Memorial Trophies, and one Mark Messier Leadership Award. He currently sits 10th all-time in scoring in the NHL and could reach second all-time if he continues his torrid scoring pace.

Pittsburgh finished one point back of a playoff spot in the 2022-23 campaign and three points last year which shows one to three more wins throughout the regular season could give Crosby another shot at a Stanley Cup. He has always been known as one of the fiercest competitors in the game and Crosby’s desire to win will ultimately play a large factor on his decision-making over the next few weeks.

Friedman: Sidney Crosby Still Undecided On Extension

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Entering the final season of his 12-year, $104.4MM mega-deal with the Penguins, franchise cornerstone Sidney Crosby became eligible to sign an extension on July 1 this year. A deal seemed close shortly after that, with reports suggesting the two sides would formalize an extension weeks into free agency. However, with no news yet, Elliotte Friedman said on today’s “32 Thoughts” podcast that Crosby is still weighing whether he wants to sign any of the multiple offers presented to him by Pittsburgh general manager Kyle Dubas.

Crosby’s uncertainty isn’t related to a desire to maximize his earning potential in the latter stages of his career – it’s simply about whether he’s prepared to spend the final years of his time as a top-of-the-lineup player on a retooling Pittsburgh club. The Penguins have presented him with multiple offers with varying lengths, all of which are acceptable to Crosby in theory, Friedman notes.

One thing I wonder is if Crosby is simply sitting here saying ’I’ve got no problem with the offers, I’ve got no problem with the Penguins, but if we’re not going to be making the playoffs, am I going to be able to handle that?’ I think that’s one of the things he’d kind of weighing. My prediction is he stays because I think he’s a Penguin and he wants to be a Penguin, but I’ve tried to ask around about why it isn’t done, and I think one of the reasons is it’s the summer and he doesn’t need to rush. He’s still got time. And I think the other one is what if it’s like that? Is [he] going to be able to deal with it, because he’s still at the top of his game and he’s competitive.

With the extension saga beginning to draw out into its third month, there’s been more discussion about contingency plans and ripple effects if he enters training camp in a couple of weeks without a deal in place. Travis Yost of TSN posited earlier this week that Crosby may accept a trade elsewhere at the deadline, allowing the Pens to bolster their future with a presumably gargantuan trade return before signing back in Pittsburgh as an unrestricted free agency next summer. Last month, Josh Yohe of The Athletic wrote about the off-ice impact of Crosby not extending before camp.

Crosby has one season left on his deal at an $8.7MM cap hit, but he’s owed just $3MM in salary this year. It’s the same structure his extremely front-loaded contract has carried since the 2022-23 campaign.

If there’s a lack of urgency from Crosby’s end to the degree that Friedman implies, it’s becoming more plausible than not that he’s still not signed past 2025 when camp kicks off in less than two weeks. Pittsburgh still needs his best if they have any intention of closing the three-point gap that kept them out of the postseason for the second year in a row last season. The 37-year-old had 42 goals and 94 points in all 82 games en route to finishing ninth in Hart Trophy voting, his highest finish in the MVP tally since 2021.

East Notes: Demidov, Crosby, Mercer

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One of Ivan Demidov’s countrymen is optimistic the top-five pick will have a strong run of success in Montreal. Former Canadiens winger Alexander Radulov spoke to Sergey Demidov of Responsible Gambling about the 2024 fifth-overall pick and said Demidov will be “having a blast” when he likely begins his NHL career in the closing days of the 2024-25 season.

“Yes, he will be pressured, and he should understand that,” Radulov said. “But he should turn that pressure to his advantage. In Quebec, fans understand hockey. If you give it all, they see it and appreciate it. They even have hockey on their five-dollar bill.”

Radulov, who spent the 2016-17 season in Montreal, will be Demidov’s rival in the Kontinental Hockey League this season as the youngster takes on his first full season of professional hockey. Demidov, 19 in December, had one of the best seasons in Russian junior hockey history last year with SKA St. Petersburg’s U20 club, where he lit up the circuit for 60 points (27 G, 33 A) in just 30 games. He remains on SKA’s main roster two days ahead of their regular season opener, and all signs point to him starting his post-draft season with the main squad.

Elsewhere in the Eastern Conference:

  • Each day that passes without a Sidney Crosby extension means more anxiety for Penguins fans. The face of the franchise is entering the last season of his 12-year, $104.4MM contract and has been eligible to sign an extension since July 1, but there hasn’t been any news despite the two sides being reportedly close for months. Trade speculation will keep heating up the closer we get to training camp, influencing TSN’s Travis Yost to at least break down the likelihood of Crosby being moved at the trade deadline. “Imagine for a moment that the Penguins struggle early,” Yost writes. “It is precisely Crosby’s loyalty to the franchise that would suggest a trade could be fruitful: the returns even for a rental of Crosby would be extraordinary, and under the same assumption that Crosby’s loyalty is unwavering, he would return back to Pittsburgh (with possibly more help rostered as soon as 2025-26) on his retirement deal.“
  • Could more teams follow in the Hurricanes’ footsteps and use deferred payments to help get long-term deals across the finish line? It’s at least something to look out for in the case of the Devils and RFA forward Dawson Mercer, posits James Nichols of New Jersey Hockey Now. New Jersey is down to $4.98MM in projected cap space, per PuckPedia, a figure Mercer’s AAV on a longer-term deal would likely eclipse by a slim margin. Deferring a small percentage of the contract until the end of the agreement would help it get across the finish line, at least from the team’s perspective. Whether Mercer is willing to accept the structure remains to be seen.

Pennsylvania Notes: Crosby, Drysdale, Bernard, Sedley

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Penguins fans are still waiting on confirmation that Sidney Crosby has signed an extension. Early last month, Rob Rossi of The Athletic reported that a three-year deal in the $10MM AAV range was close to being finalized, but nothing came across the wire. Speculation then ran rampant that he might ink a deal to keep him in Pittsburgh past this season on his birthday, Aug. 7, but that date also came and went without any news.

It’s a situation that has the potential to cast a dark cloud over the Penguins’ season if Crosby remains without a new contract when training camp begins, Josh Yohe of The Athletic writes. “This isn’t good for ticket sales,” Yohe opines. “It’s not good for corporate sponsorships. That lack of buzz around the Penguins right now is deafening, but it grows a little louder every day that passes without Crosby signing a new deal. He’s the Penguins’ heartbeat. He keeps the organization financially stable.”

Aside from the lack of any recent news, there’s no real indication that the relationship between Crosby’s camp and the Penguins’ front office, led by general manager Kyle Dubas, has fractured in the slightest. Both sides have still maintained constant public messaging that signing an extension is their top priority. The 37-year-old is still the team’s most impactful player by a wide margin, coming off a 42-goal, 94-point season in 2023-24.

More notes out of the Keystone State:

  • The Flyers are entering their first full season with defenseman Jamie Drysdale in tow. The 22-year-old defenseman was one half of a blockbuster swap with the Ducks last January, heading to Philly in exchange for the signing rights to 2022 fifth-overall pick Cutter Gauthier. After again struggling to stay in the lineup last season due to injuries, Drysdale enters a make-or-break 2024-25 campaign that will likely set the tone for the rest of his tenure with the Flyers, Charlie O’Connor of PHLY Sports writes (subscription required).
  • The Flyers’ AHL affiliate, the Lehigh Valley Phantoms, have signed Xavier Bernard and Sam Sedley to contracts for the 2024-25 campaign, per a team announcement. Bernard, 24, was a fourth-round pick of the Devils in 2018 but never signed his entry-level contract. He’s spent the past few seasons bouncing between the AHL and ECHL, most recently in the Oilers organization with the Bakersfield Condors and Fort Wayne Komets. He spent nearly all of 2023-24 in the ECHL with Fort Wayne, where the 6’4″ left-shot had 16 points, 92 PIMs and a +23 rating in 64 games. Sedley, meanwhile, is entering his first professional season after five years with the OHL’s Owen Sound Attack. The 21-year-old had been invited to multiple Flyers rookie camps in the past. The diminutive right-shot defender led Owen Sound defensemen in scoring last year with 63 points in 64 games.

Poll: What Will Crosby’s Next Contract Look Like?

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Although the Pittsburgh Penguins have experienced major disappointment over the last two years by failing to make the Stanley Cup playoffs, nobody is blaming Sidney Crosby. He has arguably been one of the more underrated players over the last couple of seasons by securing back-to-back 90+ point totals without having much of a supporting cast.

By nearly willing his team to the playoffs and being the organization’s lifeblood, one of the major talking points surrounding the Penguins is Crosby’s upcoming extension. There was some speculation that Crosby would sign yesterday on his birthday but ultimately that never came to fruition.

He’s surely set to increase his $8.7MM salary from the last 11 years but how much higher will he go? Will he look to get the money he has earned or take a hometown discount so that Pittsburgh has the flexibility to upgrade the players around him?

Evolving Hockey currently projects Crosby to land a three-year extension worth an AAV of $10.8MM. Given his inherent value to the organization, Crosby should easily be able to land a similar salary if not more. Given that his longevity in the league is becoming more and more apparent with each passing year, Crosby could reasonably ask for a five-year, $60MM contract from the only team he’s ever played for.

Nevertheless, regardless of what he has earned, the main question still stands. Will Crosby look for a high-salary deal to get the payday he has earned for so many years, or take another hometown discount so the Penguins are better set up for success?

Penguins Notes: Crosby, Malkin, Werner

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Sidney Crosby’s 37th birthday came and went without a contract extension, which was always the plan according to Rob Rossi of The Athletic. Many believed Crosby would be extended on August 7th due to his superstitious nature, however, the 19-year veteran remains without a contract past next season.

Rossi’s league sources have informed him that the Penguins and Crosby remain on the same page when it comes to his new deal and the team is confident that they will reach a new agreement. Rossi also notes that Crosby has reportedly told those close to him that he plans to re-sign with Pittsburgh and that his priority this summer has been on his training for next season.

In other Penguins notes:

  • Rossi also squashed a rumor from earlier in the week that Penguins center Evgeni Malkin intended to retire from the NHL after next season and forgo the last year of his four-year contract. Malkin told Rossi that he hasn’t given any thought to retiring a year early and intends to play out the final two years of his contract. The 38-year-old is coming off the worst offensive season of his 18-year career but spent most of last year saddled with replacement-level wingers. Malkin managed to dress in all 82 regular season games for the second consecutive season and posted 27 goals and 40 assists while averaging 18:35 of ice time per game.
  • Teddy Werner will move into Dave Beeston’s role with the Penguins as alternate governor after Beeston’s departure from the Fenway Sports Group (as per Rossi). Beeston’s exit left the Penguins without a liaison to their ownership group and the senior vice president for Fenway Sports Management will fill in the role that had been occupied by Beeston for the past two years. Werner is the son of FSG chairman Tom Werner and has previously worked in Major League Baseball with the Milwaukee Brewers.

Latest On Sidney Crosby Contract Negotiations

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Most teams don’t have franchise-defining moments in the first week of August, but as Jason Mackey of Pittsburgh Post-Gazette writes, that could happen to the Pittsburgh Penguins tomorrow.  August 7th is Sidney Crosby’s 37th birthday and Mackey wonders if it might be the day that Crosby signs his long-awaited contract extension with the Pittsburgh Penguins. Crosby has been notoriously superstitious throughout his career when it comes to the number 87, carrying an $8.7MM cap hit since the 2008-09 season and wearing number 87 for his entire career. Many in Pittsburgh believe he will sign a new deal tomorrow on 8/7, but it’s fair to wonder what will happen to the team if he doesn’t.

Rob Rossi of The Athletic wrote last week that both sides left negotiations in July feeling comfortable enough that a deal was close and cited sources on both sides of the talks. By all accounts, a deal seems to be close, but as the summer drags on, Penguins fans are becoming more uncomfortable with the extended timeline, and as Mackey points out, tomorrow passing without a contract announcement will surely put fans into panic mode.

Dan Kingerski of Pittsburgh Hockey Now writes that there are no updates from his sources on negotiations, but also takes a balanced approach to breaking down the situation. Noting Crosby’s desire to wear one jersey for his entire career as his mentor Mario Lemieux once did for these very same Penguins. Crosby’s childhood hero Steve Yzerman also only wore one NHL jersey, and Crosby has always stated publicly that it means a lot to him to do the same.

Mark Madden of 105.9 The X and TribLive believes Crosby will sign, but he asked the question this week that many Penguins fans are scared to answer. What if Crosby doesn’t sign an extension tomorrow? It would be a scary reality for Penguins fans to face, the Penguins have pivoted to a retool and don’t have much in the pipeline to look forward to. If Crosby was to leave Pittsburgh, it would mean they are locked into many overpriced long-term deals, with a poor farm system and not much hope at the NHL level.

However, that moment isn’t yet a reality, and given Crosby’s superstitious nature and desire to remain in Pittsburgh, it is a reality they may not have to face until he retires.

Snapshots: MHL, Arbitration, ESPN

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The KHL will be testing a new backcourt violation rule in their junior hockey league, the MHL (Twitter link). The rule that will come into effect for the 2024-25 season will forbid players from skating the puck back to their side of center in overtime more than one time. A first violation will cause a stoppage in play and the team guilty of the backcourt violation will see a faceoff occur in their defensive zone. Any additional violation in overtime will cause a minor penalty to be called.

The trial run will be interesting to watch as there have been calls for this type of rule in North America, although no change to the rule is pending. NHL clubs have been utilizing their defensive zone in recent years as a reset during overtime and it has made 3 on 3 overtime in the NHL far less exciting than it was when it was first introduced.

In other news from around the hockey world:

  • David Alter of The Hockey News is reporting that the NHLPA has taken a new approach to arbitration hearings, opting not to release a full schedule ahead of the hearings. The news makes sense given that very little information is available about the scheduled hearings and they will begin tomorrow. The pivot means that fans won’t know about the time and date of hearings until an arbitrator has decided the outcome or the team and player have settled before arbitration. Arbitration can be contentious between teams and their players and might be something that is looked at the next time the NHL and NHLPA renegotiate the collective bargaining agreement.
  • ESPN released a list ranking the top 100 professional athletes of this century. The list was largely absent of hockey players but there were a handful that made the cut. It isn’t shocking to see so few players on their list but keep in mind that this is the network that owns a lot of NHL distribution rights and streaming rights at the moment. Pittsburgh Penguins center Sidney Crosby topped this list for hockey players, finishing 22nd, while Washington Capitals forward Alex Ovechkin was 54th, and Edmonton Oilers superstar Connor McDavid finished a shocking 98th.

Penguins, Sidney Crosby Making Progress On Extension

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After beginning formal extension discussions late last month, the Penguins are close to keeping their franchise cornerstone in the mix for a few more years. Sources tell The Athletic’s Rob Rossi that Pittsburgh should formalize an extension for captain Sidney Crosby in the coming days. The three-time Stanley Cup champion could earn an AAV as high as $10MM on a three-year deal, Rossi indicated back in April.

Crosby, 37 next month, is coming off arguably his best season in quite some time. Over his 19 seasons in Pittsburgh, he’s passed the 40-goal mark three times – including last year. He placed top 10 in Hart Trophy voting for first time since 2021 and top 10 in Selke Trophy balloting as well for the first time since falling just short of being a finalist in 2019. He hasn’t hit the century mark in points since 2018-19, but he did still churn out 42 goals and 52 assists for 94 points while playing in all 82 games for the second straight season – the first time he’s done that – to lead the Pens in every offensive category by a wide margin.

The all-time great is entering the final season of a 12-year, $104.4MM extension signed immediately upon becoming eligible for one in 2012, a deal that’s seen him play the healthiest hockey of his career. The 5’11” pivot missed a good chunk of what would have been his prime seasons due to concussions, playing only 99 out of 212 regular season games between the 2010-11 and 2012-13 seasons. Since then, injuries have held him out for more than 10 games in a campaign only twice.

The sooner a deal gets signed, the sooner speculation quiets down that Crosby may finish his career anywhere else than Pittsburgh. That’s one of the primary reasons for getting an extension done early this summer, as a league and team source told Rossi that the pending deal is viewed as “a commitment to Pittsburgh” by both Crosby and the Pens’ front office, led by general manager Kyle Dubas.

A cap hit starting with a 10 would be the richest of Crosby’s career, which may seem puzzling as he ages, but it’s likely fair value considering their inability to frontload a new deal as they did with his previous extension, which only paid him $3MM in actual salary in each of the past two seasons and will do so again this year. It’s right in line with his market value, too – Evolving Hockey projects a three-year, $10.82MM AAV deal for Sid the Kid if he inks an extension this month. A full no-move clause, as he had for all 12 seasons of his previous deal, should be expected.

Crosby’s extension won’t quite fall under the same rules as a normal contract. He’ll be given a 35+ contract due to his age, which prevents the Pens from reducing his cap hit by giving him a signing bonus in the second or third season or otherwise front-loading the contract with salary.

Multi-year 35+ contracts aren’t all that common solely because of a player’s age, but they do happen. Former Stars defenseman Ryan Suter is a recent example, inking a four-year deal that was actually backloaded, paying him more salary in the last two years of the deal than in the first two years. That allowed the cap hit to be calculated as normal, equating to the actual average annual value of the contract ($3.65MM). It also allowed them to buy out Suter this offseason and actually receive a cap benefit from doing so. Expect Crosby’s deal to carry a similar backloaded structure or award him even compensation across all three years.

As for the Pens’ roster construction, getting cost certainty on a Crosby extension is imperative for Dubas as he attempts to retool on the fly and get Pittsburgh back to playoff contention in his captain’s final few seasons. They’ve missed the postseason for two years in a row, their first time missing the playoffs in the Crosby era since his 2005-06 rookie season.

[RELATED: Penguins Options To Play On Sidney Crosby’s Line]

With Matthew Nieto expected to start 2024-25 on long-term injured reserve while he recovers from knee surgery, giving Dubas $4.42MM in cap space left to work with this summer – for now. While they’ve had some turnover among their depth defensemen and forwards, they’re expected to run it back with the same top-six forward group and top-four defenders that they ended 2023-24 with. The Penguins are hoping those additions, which include Anthony Beauvillier, Matt Grzelcyk and Kevin Hayes, are enough to make up the three-point gap that kept them out of a wild-card spot in the East last season.

Image courtesy of USA Today Sports.

Penguins Options To Play On Sidney Crosby’s Line

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The Pittsburgh Penguins reportedly took a swing at acquiring veteran free agent winger Vladimir Tarasenko to play in their top-six forward group alongside Sidney Crosby but lost out on his services to the Detroit Red Wings. Tarasenko signed a two-year $9.5MM deal with the Red Wings and the Penguins’ interest indicates that they aren’t satisfied with their top two lines as they head into what is likely to be a transitional season for the franchise. The Penguins have Bryan Rust, Rickard Rakell, and Michael Bunting returning next season and finished last season with youngster Drew O’Connor replacing Jake Guentzel on the top line as Crosby’s left winger.

O’Connor played well for the Penguins, but he would be better served as a third liner in an ideal world. But given the Penguins’ lack of cap space, and apparent eye towards the future, none of their options will be ideal, but they do have some options when it comes to Crosby’s left winger next season.

Trade Options

Nikolaj Ehlers: Ehlers hasn’t been given an opportunity to be a top-line player with the Winnipeg Jets despite being one of their most effective players. He is the type of player that has thrived with Crosby historically, as he has high-end skill, is a high-level thinker, and is very deceptive and skilled at finding open space. The issue with Ehlers is that he is a year from free agency and the price tag to acquire him will be far too high for the Penguins’ taste given their apparent pivot to acquiring draft picks and younger players.  Murat Ates of The Athletic reported a few weeks ago that Ehlers isn’t likely to extend in Winnipeg but given his age and recent injury history, it’s hard to imagine the Penguins acquiring and extending him long-term.

Patrik Laine: The 26-year-old has fallen on hard times in recent years with the Columbus Blue Jackets but remains an intriguing option on the trade market. Laine is a former second-overall pick who has dealt with injuries in recent seasons but can still score when he is healthy. The Tampere, Finland native was a point-a-game player from 2021-23 but had just nine points in 18 games last season. While the drop in offensive production is alarming, Laine averaged almost four minutes less per game in ice time and wasn’t playing with a skilled center. That being said, his injury issues are a concern and could reduce the cost of acquiring him from Columbus. Laine is a liability defensively and doesn’t necessarily compete on every shift, however, if he were to play on the Penguins’ top line, he would be the best pure goal scorer that Crosby has ever played with.

Unrestricted Free Agent Options

Max Pacioretty: The 35-year-old Pacioretty is well removed from his days as a perennial 30-goal scorer as injuries and the aging curve have slowed down his production. Last year he dressed in 47 games tallying four goals and 19 assists while registering a -14. Pacioretty’s offensive numbers don’t look terrible at first glance, however, nearly half his points came on the power play as he tallied just two goals and 10 assists at even strength. Pacioretty won’t be expensive to sign on a one-year deal, but he hasn’t played more than 47 games in three seasons and his body likely wouldn’t be able to withstand the stress of playing almost 20 minutes a night next to Crosby.

James van Riemsdyk: van Riemsdyk is another former 30-goal scorer on the wrong side of 35 but is coming off a decent offensive season with the Boston Bruins. The Middletown, New Jersey native posted 11 goals and 27 assists last season in 71 games and wasn’t a burden on his teammates. The former second overall pick doesn’t have the pace to play in the top six anymore and would likely be a non-factor in transition which would be a big problem playing with Crosby. JVR could work on the Penguins’ power play and would give the team a net-front presence that they’ve lacked since trading Patric Hornqvist in 2020, however, he might not be physical enough at this point to be effective in the role. At this stage of his career, van Riemsdyk is best served as a fourth-line winger, something the Penguins have more than enough of.

Internal Options

Drew O’Connor: is coming off a career year in which he posted 16 goals and 17 assists in 79 games (all career highs). While those numbers aren’t earth-shattering, they are a remarkable improvement on his previous career year in 2022-23 when he posted just five goals and six assists in 46 games. O’Connor is not a pure offensive player and doesn’t possess strong passing skills or a great, however, he is fast and physical and plays a smart game. All traits they were possessed by one of Crosby’s former long-time wingers Chris Kunitz. O’Connor might be the easiest option for Pittsburgh to slide in alongside Crosby and might be the one they have to use if they don’t facilitate another transaction.

Brayden Yager: Pittsburgh’s 2023 first-round pick (14th overall) is coming off an incredible season with the WHL’s Moose Jaw Warriors in which he posted 35 goals and 60 assists in 57 games. He is likely a season or two away from being ready for the NHL, but the Penguins might opt to give him a nine-game audition to see what they have in the youngster. Yager is a sneaky good shooter and is excellent at taking passes in his shooting pocket, allowing him to fire off shots quickly and accurately. If he can show in training camp that he deserves a longer look he could play his way onto Crosby’s wing for at least a few games if not longer.

Crosby’s Next Winger

The Penguins had issues finding Crosby a linemate early in his career but eventually found a perfect match with Jake Guentzel. Now with Guentzel signed long-term in Tampa Bay, the Penguins are tasked with finding new linemates for Crosby in what will be the final stretch of his NHL career. While all of the options above present some downside, the Penguins are unlikely to find another Guentzel-like player and will need to make some type of concession heading into next season while keeping an eye on the future.

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