Sidney Crosby Heads Into Penguins Season With One Huge Question Still Open

Despite nearing 40, Sidney Crosby remains focused on more seasons ahead, unfazed by contract talks or retirement whispers, as he eyes a strong comeback for the Pittsburgh Penguins.

Sidney Crosby is 39, entering his 22nd NHL season, and still isn’t giving anyone much to grab onto when it comes to retirement talk.

The Penguins captain was back in Sewickley, Pa., on Tuesday delivering season tickets to a family, and even that low-key annual tradition turned into another reminder that Crosby is still here, still producing and still making the future sound like something he’ll deal with later. One of the recipients joked that everyone is glad he’s still playing at 39. Crosby, now with a few more white hairs than he had last season, paused on it, then smiled and shrugged.

That’s been the story with him for a while now: the age questions keep coming, but the answers never really change. Crosby said retirement would come down to a mix of things - performance, health, and how his body feels - but he made it clear he doesn’t believe there’s some exact moment that announces itself.

“I think it’s a combination of everything,” he said, citing the potential for a drop in performance and health issues. “You talk to guys who are later in their careers, and I think it’s different for everyone.

I don’t think you ever know until you get to that point. I’m guessing it’s your level (of play), how your body feels, a combination of things.”

For now, he says those concerns aren’t in the way. Crosby is a few months removed from his 21st consecutive season averaging a point per game or better, and last season he put up 74 points in 68 games while helping Pittsburgh reach the playoffs for the first time since 2022. He did deal with a couple of knee injuries last season, but he said he’s entering training camp, which begins Thursday, feeling good.

“Overall, I feel pretty good,” he said. “I’m hoping it’s not something I’ll have to think about too much.

That’s (age) just the reality of things. I’m happy with how I feel.

We’ll just go from there.”

His contract situation is the other obvious topic hanging over the season. Crosby has one year left on his deal, and he said last week in Las Vegas that talks have already happened between Penguins president of hockey operations/general manager Kyle Dubas and his agent, Pat Brisson. He still hasn’t signed an extension, though.

That doesn’t sound like a problem to him. Crosby was asked whether he’d like to have a new contract done before the season starts, especially with the constant speculation that would follow if he opened the year with just eight months left before free agency. He didn’t sound interested in setting a deadline.

“I don’t know,” Crosby said. “I’m going to let Pat and Kyle figure that out.

I wouldn’t say there’s a hard timeline. It’s something that I’ll let them discuss.

At this point in my career, it’s hard to project how long I’ll play for. We’ll see what happens.”

He added that he has never been deeply involved in the negotiating side of things, and that won’t change.

“I’m comfortable with them having the conversations. I just want to focus on playing,” he said.

Crosby also had a clear reaction to another familiar face returning. Evgeni Malkin, his teammate since 2006, signed a one-year deal in May, and Crosby sounded genuinely pleased to have him back.

“It’s not something you take for granted by any means,” Crosby said. “It’s pretty cool I’ve been able to play with him for this long.

I’m really happy for him. He had an unbelievable year and I’m happy to see him get rewarded.”

There’s change around the Penguins, too, with new ownership now in place. The Hoffmann family officially replaced Fenway Sports Group as the team’s majority owner this offseason, and Crosby said his early interactions have left a strong impression.

“They seem great,” he said. “I haven’t had a ton of interactions, but the ones I’ve had, they seem like they’re super excited.

They’re thrilled to be owning a team and to be in Pittsburgh, to be a part of everything here. That passion has been pretty apparent.

It’s fun to be a part of, to be on a team with ownership like that. That’s huge.”

He also described the mood around the club as brighter after a surprisingly good 2025-26 season.

“Expectations weren’t as high entering last year,” he said. “With getting to the playoffs, taking a step there, they’re probably a little bit higher having gone through that.”

Even with all the moving pieces, Crosby said the feeling heading into another season still has a familiar rhythm. The years have changed him, but not the anticipation that comes with starting up again in Pittsburgh.

“It’s kind of the same, to be honest with you,” he said of the buildup to another season in Pittsburgh. “The excitement, the anticipation, it’s pretty much the same from when I started.”

He also enjoys the ticket-delivery tradition because it gives him a more personal look at the fans who have followed him for so long.

“It’s a little more personal,” he said. “You can get a better idea of how they (the families chosen) got into hockey, how they’re following it. Pittsburgh is a sports town.”

And it’s still his town, at least for now. Crosby may not know exactly how much longer he’ll keep playing, but everything he said Tuesday pointed in the same direction: he’s not ready to leave anytime soon.

“Like I said, I feel good,” he said.

Training camp begins Thursday at the UMPC Lemieux Sports Complex.

The Penguins also announced Tuesday that several prospects have been assigned to their junior teams: Jordan Charron (Soo Greyhounds, OHL), Travis Hayes (Soo Greyhounds, OHL), Pierce Mbuyi (Owen Sound Attack, OHL), Benett Kelly (Prince Albert Raiders, WHL), Peyton Kettles (Kelowna Rockets, WHL), Carter Casey (Medicine Hat Tigers, WHL) and Xavier Wendt (Tri-City Americans, WHL).

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