Sidney Crosby to Montreal is the kind of idea that always sounds wild until somebody with a microphone says it out loud.
That’s exactly what analyst Sid Seixeiro did, pushing Kent Hughes and the Canadiens to stop waiting around and make a serious run at the Penguins captain. Seixeiro doesn’t sound convinced Crosby will end his career in Pittsburgh, and he made it clear where he thinks the veteran center should land if that day ever comes: Montreal.
“I’ll believe that when I see it. As loyal as Sidney Crosby is to the Pittsburgh Penguins, I think one day he’s gonna look at Kyle and say I think you’re an idiot… The last time I checked, the Montreal Canadiens’ quest for another center has not been completed.
That’s the only place he would go, right? His childhood team.
Montreal Canadiens fans right now, a first-round pick and Michael Hage for Sidney Crosby, do you do it? Kent Hughes, you’ve danced with Matthew Knies and you’ve danced with Marchenko and you’ve danced with who knows, maybe you called Detroit on Dylan Larkin.
You’ve gotta make one call, go get Crosby. You’ve got the prospects, you’ve got the picks, you’ve got a team ready to make a move.
What Montreal Canadiens fan says no to that?”
Crosby is 39 and has one year left on the two-year, $17.4 million extension he signed with Pittsburgh before the 2024 campaign. Even with limited games last season, he still produced 74 points, scoring 29 goals and adding 45 assists in 68 appearances.
For a while, the trade chatter around Crosby had gone quiet. Pittsburgh’s unexpected playoff run helped cool things off, and Evgeni Malkin re-signing only reinforced the idea that the captain would stay put.
But if Crosby opens the season without a new contract, that conversation could flare right back up, especially if the Penguins stumble early. And if he ever does decide to leave Pittsburgh, Montreal is viewed as the obvious place everyone would point to first.
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His value only grew from there. After the trade, Dewars improved play earned him a one-year extension, and later the Penguins doubled down again with a two-year contract extension. By the 2025-26 season and into the playoffs, he had carved out a real role on the fourth line and the penalty kill, turning what started as a deadline flyer into a depth piece Pittsburgh could actually count on. [Read more 🡒]
