Sidney Crosby’s future with the Pittsburgh Penguins has become a focal point in NHL trade discussions, especially as speculation intensifies around a potential move to the Montreal Canadiens. Despite most major players having secured their positions with their teams, rumors linking Crosby to Montreal continue to grow as the Canadiens rebuild their roster with top-tier talent.
Once thought likely to finish his career in Pittsburgh, Crosby’s possible departure has unsettled Penguins fans, given his integral role in the franchise’s history and success. The ongoing speculation surrounds whether Crosby will remain with the Penguins beyond the 2026 Winter Olympics, which may be a turning point for his career decisions.
Examining Crosby’s Deep Roots and Achievements with the Penguins
Sidney Crosby has been a cornerstone of the Penguins since being drafted first overall in 2005. Over 1,352 regular season games, Crosby has amassed an impressive 625 goals and 1,062 assists, affirming his status as one of the franchise’s all-time greats. His leadership was instrumental in Pittsburgh’s three Stanley Cup victories in 2009, 2016, and 2017.
Given such accomplishments, it is understandable why fans feel uneasy about the possibility of Crosby leaving. However, insight from NHL insider Nick Kypreos temper expectations about an imminent trade. Kypreos insisted,
“I don’t think he’s going anywhere for a while but all bets are off after the Olympic Games”
— Nick Kypreos, NHL Rumour Report
With the 2026 Winter Olympics approaching in St. Moritz, where Crosby is set to represent Team Canada, his immediate focus remains with Pittsburgh for now. The question remains open on what decisions will come after the Olympics conclude.
Montreal Canadiens’ Ambition Sparks Trade Speculation
The Canadiens have shown strong interest in acquiring Crosby as they continue their efforts to build a championship-contending team. Currently under contract for two more years at a total value of $17.4 million, Crosby’s average annual cap hit is $8.7 million, a significant commitment for Montreal given their current salary cap challenges.
Montreal is reported to be $5.4 million over the salary cap, complicating their ability to absorb Crosby’s contract without relying on long-term injured reserve (LTIR) exceptions. This financial hurdle adds to the difficulty of luring Crosby from Pittsburgh.
Additionally, Pittsburgh’s recent performance has been less competitive than in previous decades, finishing seventh in the Metropolitan Division during the 2024-25 season with a 34-36-12 record. Missing the playoffs two seasons in a row marked a notable drop off following a streak of 16 straight playoff appearances from 2007 to 2022, fueling questions about Crosby’s future commitment to the team.
Former NHL goalie and analyst Kevin Weekes noted that the Penguins’ coaching change—bringing in Dan Muse to replace Mike Sullivan after the playoff miss—might not provide the stability Crosby desires, potentially influencing his thoughts about staying or leaving.
Crosby’s Next Moves Hinged on Olympics and Personal Preferences
At 37 years old, turning 38 this August, Sidney Crosby has emphasized that playing for Canada on the Olympic stage is a priority before making any major career decisions. His current contract includes a no-movement clause, granting him full control over any potential trade scenarios.
This clause means Crosby’s personal preference will be the decisive factor if Pittsburgh and Montreal, or any other team, negotiate his transfer. Until the conclusion of the 2026 Winter Olympics in St. Moritz, no definitive moves are expected.
The ultimate outcome of this saga carries significant weight for both the Penguins and the Canadiens. Pittsburgh faces the challenge of retaining a franchise icon amid rebuilding pressures, while Montreal continues to pursue the star power needed to return to prominence in the NHL.
Our Reader’s Queries
Q. How many teeth did Sidney Crosby lose?
A. Sidney Crosby lost his two front teeth, but his goal made the Penguins happy. Despite losing his teeth, Crosby played a big role in helping the Pittsburgh Penguins secure their 11th straight playoff spot with a memorable one-handed goal.
Q. How did Sidney Crosby lose his teeth?
A. During a game on March 30, Brooks Orpik, a defenseman for the Penguins, took a shot from a distance. The puck bounced off another player and struck Mr. Crosby, who was not expecting it, directly in the face. He fell to the ice, losing teeth and bleeding.