MILAN — Sidney Crosby is set to compete in his third Winter Olympics starting Thursday in Milan, as he seeks to further cement his remarkable Sidney Crosby Olympic legacy. Since his breakout moment in 2010, when he scored the iconic overtime golden goal against the United States to secure gold for Canada in Vancouver, Crosby has inspired an entire generation of hockey players around the globe.
Now 38 years old, with salt-and-pepper hair signaling the years passed since his first Olympic appearance, Crosby prepares for what could be his final Olympic tournament, carrying the weight of his country’s expectations on his shoulders once more.
Reflecting on a Defining Olympic Career
Crosby’s breakthrough at the Vancouver Games remains a defining moment in hockey history. At just 22, his winning goal in overtime not only clinched gold for Canada but also became a shared memory treasured by many of his current national teammates and NHL stars worldwide.
In an interview from his Pittsburgh locker room before heading to Milan, Crosby recalled his mindset before the 2010 Games:
“I was just trying to prepare [for 2010] as best as I could, but I was trying to be open-minded too,”
he said.
“I was young. I hadn’t experienced anything like that. I was getting a chance to play with guys that I grew up watching. I think I was trying to just absorb as much as I could, but also, when it came to whatever my role was going to be, be open-minded for that too. I was just really thrilled to be part of it.”
He added succinctly:
“I just wanted to win so bad.”
Gold Medals Define Crosby’s Olympic Journey
Crosby has only ever known Olympic success, having won gold again with Canada in Sochi in 2014, the last Olympics to include NHL players. His Vancouver triumph is especially poignant since it took place on home ice, delivering an unforgettable experience for both him and Canadian hockey fans. Crosby still remembers watching Canada’s victory over the United States at the 2002 Salt Lake City Games as a 14-year-old, a formative event that fueled his passion for representing his country.

Former Penguins head coach and current Team USA bench boss Mike Sullivan, who observed the frenzy Crosby ignited during NHL visits to Canada, spoke about the star’s magnetic presence:
“He’s had a huge influence on this next generation,”
Sullivan said before the Milan Olympics.
You look at guys like [Connor] McDavid and [Nathan] MacKinnon and players like that, [Macklin] Celebrini, just how he approaches the game, the work ethic that he brings. I’ve never been around an athlete, any sport, that has the work ethic that Sid has, and what he brings to the table. He cares about his own game, but he also cares about the teams that he plays on. He cared a lot about our Penguins teams when I was there. And I know he’ll be the same way when he puts on the Canada jersey, because he doesn’t know how to do it any differently.”
Crosby’s influence extends far beyond his own on-ice performance, inspiring young stars and setting a standard for dedication in the sport.
Leading a Talented Canadian Lineup in Milan
At 38, Crosby is the most senior NHL player in the Olympic tournament and maintains his status as a premier performer. Skating in Canada’s red jersey with the distinctive black Maple Leaf in Milan, he stands among hockey’s brightest stars, including McDavid, MacKinnon, Cale Makar, and the promising Celebrini.
The combination of Crosby’s exceptional skill and the nostalgia he represents for many fans differentiates him from others. Canada head coach Jon Cooper summed it up well, noting Crosby’s presence as an intangible quality:
“Crosby has aura, as the kids say these days.”
Entering his 21st NHL season, Crosby continues to rank among the league’s top scorers, tallying 27 goals and 32 assists in 56 games this season. He also posted five points during the four games he played at the 4 Nations tournament last February, ranking second in overall scoring there. This consistent high-level production explains why Crosby was named captain for Canada’s fourth consecutive major international tournament.
Canada assistant coach Pete DeBoer praised Crosby’s career longevity and leadership:
“Twenty years ago, I think 2005, I was on the Team Canada World Junior staff, he was the youngest player in the tournament 20 years ago,”
DeBoer commented after a practice in Milan.
I don’t know where the time’s gone. I’ve had the opportunity, World Juniors, World Championships, Olympics now, to be around him in these settings. He always amazes me. How composed he is. The leadership, the messaging. He’s a consummate pro and a consummate leader.”
Renewed Olympic Hope Amidst Rising Expectations
After practicing alongside younger teammates like Mitch Marner and Mark Stone, Crosby expressed eagerness to begin competition. Canada’s first Olympic game is scheduled against Czechia at 4:40 p.m. local time on Thursday (10:40 a.m. EST), marking the official start of Crosby’s latest quest for Olympic gold.
The Canadian team, its management, and the nation itself are keenly aware of the significance of witnessing Crosby don the national jersey once more. As a future Hall of Famer and one of hockey’s all-time greats, Crosby’s participation adds a rare and inspiring element to the Olympic hockey event, which has missed his presence at recent Games.
Speaking about the anticipation building around these Olympics, Crosby said:
“It’s probably a little bit more heightened, just given it has been a bit,”
referring to the absence of NHL players in the past two Olympics.
“But also because a lot of the guys just haven’t had an opportunity, just hasn’t been there. So I know they’re really excited. I think that’s fun when you see just the energy and how bad guys want it. I think that’s fun to see. And as far as the sport, I think 4 Nations did a lot. I think it was something that was huge for hockey, and hopefully the Olympics can just continue that momentum.”
Sidney Crosby’s Role in Shaping Hockey’s Future
Crosby’s legacy transcends his individual achievements, as he remains a defining figure who shaped and continues to influence this generation of Canadians and international players. His dedication to the game and leadership qualities set an example beyond mere statistics, reflected in the reverence teammates and competitors alike hold for him.
The 2026 Winter Olympics in Milan offer a pivotal stage for Crosby to add to his Olympic story, potentially concluding a storied international career. Regardless of the outcome, his impact on hockey is profound, and the Sidney Crosby Olympic legacy will endure for years to come.

