Sidney Crosby is optimistic about signing a contract extension with the Pittsburgh Penguins before the start of the 2024-25 NHL season on October 9th. Despite previous reports suggesting uncertainty, Crosby expressed positivity about the negotiation process, although no specific date has been set for the agreement. Entering his 20th NHL season, Crosby remains a vital player for the Penguins, having recorded back-to-back 90+ point seasons. The Penguins, led by aging stars like Crosby, Evgeni Malkin, and Erik Karlsson, are in a transitional phase after failing to make the playoffs for the past two seasons. They made several roster moves last summer but opted for a quieter approach this offseason, focusing on depth and younger talent. The team's performance in the upcoming season is pivotal as they aim for a resurgence while balancing the contributions of their veteran players with new additions.