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Can We Finally Bring the Stanley Cup Back to Canada? Insights from Expert Rowan Fisher-Shotton

For fans of hockey in Canada, the Stanley Cup means so much more than a simple trophy or award. It’s a national symbol of pride—yet it has been more than 30 years since anyone in Canada has claimed this ultimate prize and symbol of victory. 

The last time any franchise based in this country proudly hoisted the Cup was when the Montreal Canadiens won the Stanley Cup in 1993. It’s definitely frustrating for Canadians like me—who eat, sleep and breathe hockey 24/7—to watch our teams come so close to winning only to see them fall so short. But as the 2025 NHL season reaches a halfway point, I still remain hopeful that this could be the year that we will finally bring the cup back home.

The Legacy of Canadian Hockey

In Canada, hockey is everywhere—from backyards and birthday parties to packed-out NHL arenas. And Canadians grow up with hockey as part of their culture and national identity. And for me and many others, it’s not just a game—it’s the incredible stories associated with the sport, as well as legendary players who we look up to so much, like Wayne Gretzky, Bobby Orr, and Mario Lemieux (who all proudly represent Canada). 

As a lifelong fan, I ask myself, “Why is it that in a nation like ours, which is so deeply tied to hockey, we are struggling to win the Stanley Cup in recent years?” Below, I’ve explored a few reasons why, and why I think we can turn it around.

A Long Drought From 1993 to the Present Day

Since 1993, the year in which the Montreal Canadiens won, Canadian teams have made six Stanley Cup Final appearances, but they haven’t quite made the cut or have had the same glory—and some of these defeats were especially disappointing for us as a nation.

  • In 1994, The Vancouver Canucks forced a Game 7 against the New York Rangers in an instant classic series but lost in the deciding game.
  • In 2004, The Calgary Flames were on the brink of victory, but then a controversial disallowed goal in Game 6 against the Tampa Bay Lightning changed the whole course of the series.
  • In 2011, The Canucks made another deep run, only to lose in Game 7 to the Boston Bruins. 

These near misses have made this dry spell all the more agonising for Canadian fans as they have continued to watch American teams in places like Florida and Las Vegas achieve more success.

Why Do Canadian Teams Struggle?

1) Increased Competition

Since the early 1990s, the National Hockey League has changed drastically. Expansion teams in the United States, like the Vegas Golden Knights and Seattle Kraken, have quickly become strong rivals thanks to favourable draft rules and strong management teams behind them. It’s hard for hockey franchises in Canada to compete—especially in smaller markets like Winnipeg and Ottawa that simply do not have the financial capability to create powerhouse teams season after season. 

Even larger markets—such as Toronto and Montreal—are burdened with issues like paying higher taxes and having greater media scrutiny surrounding them, which can make it much harder to attract and retain star players.

2) Pressure and Expectations

Hockey players and teams in Canada feel enormous pressure to play well and live up to their predecessors, and this can sometimes result in stress, which can lead to less than perfect game performances. An example of this is the Toronto Maple Leafs, who certainly have huge fan bases across the NHL but have somehow managed to make each season a media spectacle due to their lack of playoff success over the past several decades. While they finally broke their first round curse in 2023, the weight of these expectations still holds.

3) Inconsistencies With Goaltending 

Goaltending has been one of the biggest issues when it comes to winning and losing in the playoffs, and Canadian teams seem to have had a hard time finding a reliable person to mind the net in recent years. 

Why I Think 2025 Could be Different

I believe that there’s still a reason to be hopeful as we approach 2025—Canadian hockey teams are in a much better position than they were before, thanks to an improvement in management styles as well as having new talent entering the scene. Let’s explore some of the more exceptional teams that are leading the way as we know that Canada is full of talented players.

For example, within the Edmonton Oilers, players like Connor McDavid and Leon Draisaitl are set to be one of the best duos in hockey. The Toronto Maple Leafs have Auston Matthews, Mitch Marner, and William Nylander as strong contenders, and The Winnipeg Jets’ Connor Hellebuyck is still one of the top goaltenders in the league, along with Kyle Connor and Mark Scheifele. 

One of the key takeaways from recent champions like the Tampa Bay Lightning and Colorado Avalanche is that team depth matters, so Canadian teams are now more focused on building well-rounded team rosters that can overcome injuries and wear and tear during deep playoff series. And when it comes to managing these teams, many have started to use advanced analytics and data to make decisions in an attempt to boost their success. The Montreal Canadiens, for example, were managed by Kent Hughes—who has been credited for creating the first in-house analytics department that helped to rebuild the team’s performance and reputation for the better.

So, What Will it Take for a Canadian Team to Win the Stanley Cup in 2025?

1) Strength and Resilience in the Playoffs

The NHL playoffs can be harsh at times. As long as team players continue to have a thick skin and they’re able to adapt to a variety of opponents and playing styles quickly, they will be ready to face any potential obstacles with ease.

2) Team Chemistry and Goaltending Excellence

I’ve seen in recent championships how a good sense of team chemistry and a strong manager with decent leadership skills are important factors for successful games and performances. And, as previously mentioned, goaltending is vital in hockey playoffs, so Canadian teams will need to invest in their goalies so that they’re able to step up—particularly in times of high pressure.

The Wider Impact of a Stanley Cup Win

Winning the Stanley Cup after all this time would be the ultimate achievement for any Canadian team, and for Canada as a whole. But beyond the victory, shiny trophy, and amazing sense of pride, there would also be a significant impact felt in other areas. Let’s explore these in more detail.

1) Economic Benefits

A successful hockey win could bring in a large amount of money to the country, from ticket and merchandise sales to gaining more tourists and visitors. So major cities like Toronto, Edmonton, and Calgary could potentially see a huge boost to their local economies, which could create further job opportunities and other business ventures.

2) National Unity 

In a country like Canada, hockey unites everyone, which motivates the next generation to take part, further solidifying The Great White North as the true heart of hockey across the world.

Closing Thoughts: Is This Canada’s Year to Reclaim the Cup?

With the progression of the 2025 NHL season, there’s a lot of positive reasons for Canadian hockey fans to be hopeful. Canada’s NHL teams are better positioned than ever as they have talented players emerging, improved management, and a sense of purpose renewed to finally succeed. A Stanley Cup win would definitely be a moment of pride and joy for us all. 

Rowan Fisher-Shotton is an accomplished sports betting journalist with over six years of experience in the sports media industry. He is known for his insightful coverage of major leagues such as the NBA, NFL, and NCAA. He has strong knowledge when it comes to professional sports analysis, and his expertise in the NHL and other major leagues makes him a valuable asset to the sports betting community. 

Last Updated on by Icy Canada Team

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