The anticipation is building across Pittsburgh and the hockey world as Sidney Crosby gears up for his 21st NHL season on October 7. Pittsburgh Penguins fans have watched him bring home the Stanley Cup, collect MVP honors, and earn a spot among the game’s all-time greats. With every new campaign, one question gets louder: What will Crosby do when his playing days finally end?
Why Sidney Crosby Won’t Be Behind the Bench, And Where He Might Be Instead
Plenty of fans picture Crosby stepping into the role of head coach once he hangs up his skates. The idea of him directing traffic from the bench is tempting, but NHL insider Josh Yohe says that dream isn’t likely to happen. After fielding nearly 40 questions about Crosby’s future, Yohe laid it out:
“Crosby has told me he isn’t interested in coaching. That’s probably good because great players typically don’t make great coaches. There are exceptions, but that’s usually how it works. I could see him being drawn to being a general manager, and, let’s be honest, if Mario Lemieux and Ron Burkle find a way to reclaim ownership of the Penguins, Crosby would be a natural and qualified investor down the road.”
Happy birthday to @Penguins Captain Sidney Crosby!
Of the 5,162 players that have played an NHL game since August 7, 1987, only Jaromir Jagr has recorded more points than Crosby since he was born – even though he didn’t make his NHL debut until 2005. 🤯 pic.twitter.com/FrxRiMdaI4
— Penguins PR (@PenguinsPR) August 7, 2025
So why is coaching off the table? Crosby’s never been one to chase attention, and the demands that come with leading from behind the bench don’t suit every top-tier player. Coaching means more media, more behind-the-scenes work, and a teaching mentality that doesn’t always fit the way stars like Crosby see the game. Many have tried, but few legends have made the leap successfully.
On the other hand, a front-office role fits perfectly. Crosby’s leadership has defined the Penguins for years, and his vision for the sport sets him apart. Whether he jumps in as a general manager or joins the ownership group, he’d bring instant respect and experience to any team meeting.
Happy Friday! pic.twitter.com/tuDqO3e7NQ
— The Sidney Crosby Archives (@crosbyhistory87) June 13, 2025
The idea of Crosby in the ownership mix is especially interesting. If Mario Lemieux and Ron Burkle, legendary for rescuing the franchise, ever regain control, you can bet Crosby would be welcome as an investor. With his financial power and lifelong ties to the Penguins, he’d serve as an ideal face for what comes next.
For now, Crosby is focused on his captain’s duties, fresh off another season with 91 points in 80 games. But when he finally decides to step away from the ice, it’s clear his imprint on Pittsburgh will stay strong. In the boardroom, at the GM’s desk, or potentially as an owner, there’s no doubt the team’s future will continue to be shaped by the man who’s been its backbone for decades.
