
When Auston Matthews agreed to a four-year, $53 million contract extension with the Toronto Maple Leafs in August 2023, many fans felt reassured that the team’s star player would remain in the city. However, given the nature of the deal and the team’s evolving circumstances, there is growing speculation that this may be Matthews’ final contract with the Maple Leafs.
Matthews Prefers Shorter Contracts Over Long-Term Deals
Unlike several other NHL stars who often commit to lengthy contracts, Matthews has opted for shorter agreements throughout his career with Toronto. His five-year contract from 2019 and the current four-year extension stand in contrast to the seven- or eight-year deals signed by teammates and rivals like Nathan MacKinnon, Connor McDavid, Leon Draisaitl, David Pastrnak, and William Nylander. This approach highlights Matthews’ preference for contractual flexibility and the potential for maximizing his earnings, suggesting that he might only remain with the Maple Leafs as long as conditions remain favorable.
Financial Terms Reflect No Discount for Toronto Loyalty
Last season, Matthews bore the highest cap hit in the NHL at $13.25 million, exceeding that of MacKinnon, a Stanley Cup winner, and McDavid, a multiple-time Hart and Art Ross Trophy recipient. Although his total earnings don’t yet match those who have locked in longer deals, Matthews has consistently structured contracts to optimize annual value. Toronto has supported this with substantial signing bonuses, especially on July 1, but recent changes to signing bonus limits and taxation rules could limit such offers in the future. These financial restrictions might influence Matthews’ decision on any further contract with the Maple Leafs.

The Maple Leafs Face a Shrinking Core and Uncertain Outlook
The team surrounding Matthews is undergoing significant transition. His close friend and frequent linemate, Mitch Marner, was traded in the offseason and is unlikely to return. By 2028, key veterans such as Morgan Rielly, Oliver Ekman-Larsson, and Chris Tanev will be in their mid-to-late 30s, while John Tavares will approach 37. Meanwhile, Toronto’s prospect pool lacks elite talent poised to strengthen the roster. Given these factors, it’s doubtful the Maple Leafs will remain a true contender by the time Matthews’ contract expires.
Evaluating Matthew’s Motives to Remain in Toronto
If winning remains a top priority for Matthews, staying in Toronto after his current deal ends appears unlikely. At 30 years old and still in his prime, Matthews will likely seek another lucrative contract. The question is whether he will invest that future on a roster that may be aging and financially constrained due to the salary cap. It is difficult to envision him settling for that scenario.
Factors Influencing Matthews’ Loyalty to the Maple Leafs
Auston Matthews has experienced significant success in Toronto, both on and off the ice, including solid financial compensation and strong personal relationships. Despite potentially higher earnings elsewhere, including in U.S. markets, he has found favorable conditions in Canada. But should these three pillars—team performance, financial terms, and personal ties—deteriorate, the likelihood he will leave Toronto when his current deal concludes increases sharply. The situation warrants close attention as the years progress.
“Matthews led the NHL in cap hit last season at $13.25 million. That’s more than MacKinnon, a Cup champion, and more than McDavid, a multi-time Hart and Art Ross winner.” —Unnamed Source
“If Matthews wants to win—and he’s said repeatedly that he does—then staying in Toronto beyond 2028 seems unlikely.” —Unnamed Source