Sidney Crosby considers playing into his 40s as he looks forward to new contract

HENDERSON, NEV. — It wasn’t fun, but Sidney Crosby did it anyway.

He watched the Stanley Cup playoffs this past spring. More games than usual.

“I want to see what separates teams that make it and teams that don’t,” Crosby told Elliotte Friedman and Kyle Bukauskas during a sitdown with the 32 Thoughts podcast Tuesday.

For Crosby, the ultimate competitor, it has been difficult being the face of one of those teams that don’t make it.

For the first time in his 19-season career, the Pittsburgh Penguins failed to qualify for the post-season in back-to-back years. Crosby and the Pens haven’t won a playoff round in six years.

“It’s not really a lot of fun watching the playoffs,” Crosby said. “You want to find a way to get back there.”

All the weighing of and worrying about Crosby’s future revolves around his burning desire for a fourth Stanley Cup — which, to the outsider, could appear like a long shot when the impending free agent signs his next contract.

Which, he says, should be in place well before the current one expires.

Is there a chance Crosby could run out the 2024-25 season without an extension?

“No, no,” Crosby told reporters Monday at the NHL Player Media Tour in Henderson, Nev.

“I’m pretty optimistic it’s going to get done. I don’t know what day specifically. It’s been really positive. Hasn’t been a real difficult process. I’m optimistic that something will get done.”

Price shouldn’t be a huge issue (pay the man what he wants), but term requires consideration for both sides.

“We’ll see what that brings,” Crosby said.

Crosby, 37, previously said he hoped to be teammates with Kris Letang right through the expiry of the defenceman’s contract, which runs through 2027-28. That would mean at least a three-year deal on Crosby’s next one, taking him through his age 40 season.

And while Crosby told 32 Thoughts a couple years ago that it would be difficult to imagine playing into his 40s, he’s warming up to the idea.

A Father Time–defying 42-goal, 94-point showing in 2023-24, in which he finished top-10 in Hart and Selke voting, had something to do with that.

“I don’t want to look too far ahead,” said Crosby, forever taking stock of where he’s at mentally and physically.

“To predict that now is impossible, but I would say I’m more open to getting to that point [of playing at age 40].”

The hard-working veteran maintains he is just as passionate about the game and hyped up for training camp as he ever was. Plus, he’ll get another chance to represent Canada, at the 4 Nations Face-Off.

And, yes, Crosby believes the Penguins — resetting around a veteran core — can still win.

More playing hockey in spring. Less watching it.

“The biggest thing when I think about our team is our culture,” Crosby said.

Theirs is a culture of expectation.

Expectation to return to the dance, and expectation to lock up the face of their franchise.

Maybe right into his 40s.

Sidney Crosby, the legendary captain of the Pittsburgh Penguins, is considering playing well into his 40s as he looks forward to negotiating a new contract with the team. The 33-year-old center has been a dominant force in the NHL since he was drafted first overall in 2005, and shows no signs of slowing down.

Crosby, who has won three Stanley Cups with the Penguins and numerous individual awards, is known for his exceptional skill, leadership, and work ethic. Despite battling through injuries over the years, he has continued to perform at an elite level and remains one of the top players in the league.

In a recent interview, Crosby expressed his desire to continue playing for as long as he can, stating that he still loves the game and feels like he has a lot left to give. He mentioned that he looks up to players like Jaromir Jagr and Zdeno Chara, who have played well into their 40s, and sees himself potentially following in their footsteps.

Negotiating a new contract will be a key focus for Crosby and the Penguins in the near future. His current deal expires after the 2024-25 season, but both parties are expected to start discussions well before then. Crosby has expressed his loyalty to the Penguins organization and his desire to finish his career in Pittsburgh, which bodes well for a potential extension.

If Crosby does indeed play into his 40s, he will join an exclusive group of players who have been able to maintain their high level of play well past their prime. His dedication to training, nutrition, and overall health has been a key factor in his longevity, and he will likely continue to prioritize these aspects as he looks towards the future.

Overall, Sidney Crosby’s potential decision to play into his 40s is exciting news for hockey fans everywhere. His continued presence in the league will only add to his already impressive legacy and solidify his status as one of the greatest players of all time.