NHL Fans Urged to ‘Keep A Close Eye’ On Sidney Crosby’s Future originally appeared on Athlon Sports.
Pittsburgh Penguins captain Sidney Crosby isn’t likely to be traded this summer, but the door to a future move is very much open.
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According to Sportsnet insider Nick Kypreos, writing in his updated Trade Board 3.0 and speaking on Sportsnet 590 The Fan, Kypreos acknowledged that Crosby hasn’t yet landed on his Penguins trade watch list, but urged fans and insiders to “keep a close eye” on the situation in Pittsburgh.
“One that doesn’t make it here (yet) that we should keep a close eye on is — dare I say it — Sidney Crosby,” Kypreos wrote about Crosby’s absence from his trade list.
The longtime Penguins captain remains one of the NHL’s most productive players at age 37, and is coming off a 91-point season, appearing in 80 regular-season games.
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Pittsburgh missed the playoffs for a third straight year and finished seventh in the Metropolitan Division, leading to speculation about how interested Crosby might be in spending the remainder of his career with the non-contending Penguins.
“There is plenty going on behind the scenes with the Penguins, now in a major rebuild and a reported potential change in ownership on the horizon,” Kypreos wrote. “The Fenway Group remains adamant that their intent is to find a minority investor to move forward, but could they entertain selling the team entirely? And how would those decisions impact Crosby’s future with the team? A question that big will take time to answer.”
Crosby is under contract for two more seasons after signing a three-year deal at the start of last season worth a total $17.4 million. He carries a $8.7 million annual cap hit.

Pittsburgh Penguins center Sidney Crosby (87) prepares to take a face-off.Charles LeClaire-Imagn Images
Kypreos noted that with the Penguins fully in rebuild mode and Crosby still playing at a high level, a trade could materialize after the 2026 Winter Olympics.
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“(Crosby) is too good right now to just be a babysitter for the next three years,” Kypreos said. “It will be such a disservice to the history of our game if we watch him stay in Pittsburgh the next three or four years.”
The insider pointed to the Montreal Canadiens as a team to watch come late February and the end of the Olympics, as well as the NHL’s next trade deadline, expected to land on early March.
“Wait till they get Sid Crosby after the Olympics,” Kypreos said, referring to the Montreal Canadiens. “I’m liking the odds a little better than I did maybe a few weeks ago.”
Related: NHL Insider Predicts Sidney Crosby Trade After 2026 Olympics
Related: Sidney Crosby-to-Canadiens Speculation Grows Because of ESPN Insider
This story was originally reported by Athlon Sports on Jul 16, 2025, where it first appeared.