A seismic shift could be looming in the hockey world, and all eyes are locked on Sidney Crosby as whispers of a potential trade grow louder by the day.

With the Pittsburgh Penguins legend reportedly meeting with his agent and family to discuss his future, speculation is reaching a fever pitch both inside and outside the locker room.

The mere possibility of Crosby leaving the only NHL team he’s ever known has sent shockwaves through the league, igniting a whirlwind of rumors about where he could land next.

Montreal, among other destinations, is already positioning itself for a blockbuster move, with insiders claiming the Canadiens’ front office would move mountains to secure his services—if Crosby gives the nod.

Yet, with the Penguins seemingly open to making a deal but requiring Crosby’s blessing, the final decision rests entirely in his hands.

At age 38, Crosby continues to defy expectations with elite performances, but time is ticking, and opportunities are dwindling.

Could this be the end of an era in Pittsburgh, or the beginning of an unforgettable new chapter elsewhere? The stakes have never been higher, and the hockey world waits with bated breath. Read on for the full story and what it could mean for the NHL’s future.

Oct 9, 2025; Pittsburgh, Pennsylvania, USA; Pittsburgh Penguins center Sidney Crosby (87) skates up ice with the puck against the New York Islanders during the third period at PPG Paints Arena. Mandatory Credit: Charles LeClaire-Imagn Images

Photo credit: Charles LeClaire-Imagn Images

For several months now, Sidney Crosby’s name has been circulating in trade rumors – including right here in Montreal with the Canadiens.

Well-known insiders, such as Pierre LeBrun, have already mentioned that Kent Hughes and the Canadiens would be willing to do just about anything to acquire Sidney Crosby, if he gives the green light to a trade.

There’s even a sense that the Penguins are absolutely open to trading Crosby – but they would need his approval first.

So ultimately, it’s entirely in his hands.

Sidney Crosby has met with his agent and family about a possible trade

This is a major development, reported by the well-known insider Darren Dreger.

Darren Dreger: Re Sidney Crosby trade speculation:

“Undoubtedly Sid has had this conversation with his family and with his agent..countless times over the offseason; the reality is setting in here, he’s running out of opportunities.” – Barn Burner

So, is Sidney Crosby now actually considering accepting a trade?

If it’s reached that point, it’s clear that the Montreal Canadiens would be among the few finalists to acquire Crosby.

There will be plenty of competition, but Kent Hughes and Jeff Gorton can offer him exactly what he wants, and will undoubtedly be right in the thick of it.

Now 38 years old, Sidney Crosby recorded 91 points in 80 games during the 2024-2025 season, including 33 goals. He had previously scored 94 and 93 points in the two seasons before that – so yes, he remains an extremely dominant player.

This will definitely be a fascinating story to follow, especially if the Penguins indeed have another poor start to the season.