Sidney Crosby's recent achievement of surpassing Mario Lemieux as the Pittsburgh Penguins' all-time leading scorer has sparked reflection on his legacy and future with the team. On December 21, 2025, Crosby recorded a goal and an assist against the Montreal Canadiens, bringing his career total to 1,724 points, surpassing Lemieux's 1,723. This milestone has ignited conversations about what this accomplishment means for Crosby's future in Pittsburgh, especially considering his current contract and the team's performance.

Crosby's journey to this historic moment has been marked by consistency, leadership, and dedication to the Penguins. Drafted first overall by Pittsburgh in 2005, he has led the team to three Stanley Cup championships and has served as their captain for many years. Now at 38 years old, Crosby continues to perform at an elite level, with 37 points in 35 games this season. He is currently in the first season of a two-year, $17.4 million contract extension signed in 2024.

As Crosby continues to build upon his accomplishments, speculation arises about whether he will remain with the Penguins for the remainder of his career. While he has expressed a desire to play alongside teammate Evgeni Malkin, the team's recent struggles have fueled rumors of a potential trade. Some analysts believe that if the Penguins miss the playoffs for a fourth consecutive season, Crosby might consider a move to a Stanley Cup contender or even his childhood favorite, the Montreal Canadiens. However, Crosby has also stated that he tries to focus on what he can control, such as his performance and preparation, rather than external expectations.

Despite the uncertainty, Crosby's legacy in Pittsburgh is secure. He leads the Penguins in assists and games played, and now also in points. He is closing in on Lemieux's franchise record for goals and is climbing the NHL's all-time scoring list. Crosby's impact extends beyond statistics; he is admired for his sportsmanship, humility, and team-first attitude.

Ultimately, the question of how Crosby's historic achievement will impact his future remains open. While trade rumors persist, his commitment to the Penguins and his desire to compete at the highest level are evident. As Crosby continues to add to his remarkable career, his legacy as one of the greatest players in NHL history is already cemented.