Crosby, with two years left, faces a Penguins club restructuring amid contention questions as he pursues milestones and a potential late-career Cup run.

Crosby has two seasons left on his contract as Pittsburgh navigates a turnover-filled era; the question remains whether the team can contend around a veteran era and what it means for fantasy stock of Crosby and teammates.

Crosby’s longevity and playoff pedigree underscore the level of competition in the NHL; he’s a benchmark for MacKinnon’s era and a reminder of the challenge Colorado will face across a long season.

Crosby anchors the Penguins era and frames the trade calculus as Malkin’s future is debated; his presence shapes how Pittsburgh might receive value in any deal.

<p>Crosby’s no-movement clause and leadership anchor a fading-era Penguins core that also includes Malkin, Letang, and Karlsson. As this trio’s futures drift toward decision time, Pittsburgh faces a delicate rebuild question, balancing a legend’s legacy with the prospect of retooling around younger pieces.</p><p>The season could define Crosby’s endgame in Pittsburgh and set the tone for the franchise’s next chapter in a competitive Metropolitan division.</p>