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Matthews’ Evasion of Long-Term Deal with Maple Leafs Calculated

Auston Matthews was never going to sign with the Toronto Maple Leafs for more than four years and his negotiations were well planned out.

Auston Matthews and the Toronto Maple Leafs made headlines on Wednesday when the superstar center was signed to a four-year, $53 million extension. One of the core pieces of the roster is locked in during the team’s current window to win and the percentage of the salary cap being allocated to his deal is manageable, deeming this signing a win by many insiders who are analyzing the details of the extension. Much of the discussion surrounds the term Matthews agreed to, with many reports suggesting the team pushed for longer, but the player wasn’t interested.



Matthews has solidified his commitment to the franchise by signing a substantial four-year contract extension worth $53 million. It’s not one, it’s not two, it’s four. That’s a substantial window, even if it isn’t ideal. The move ensures that Matthews will accumulate an impressive $113.97 million in total earnings from his NHL career by the time he reaches unrestricted free agency in 2028, at the age of 30, coinciding with a projected upswing in the salary cap.

Sources indicate that Matthews staunchly advocated for a four-year extension during negotiations, while the Maple Leafs initially aimed for a lengthier contract spanning five years. The eventual compromise of a four-year deal has left both sides content with the outcome. Notable analysts like Nick Kypreos and Frank Seravalli have highlighted Matthews’ camp’s unwavering commitment to the shorter term. Because the Maple Leafs held little, to no leverage, it was a take-it-or-leave-it situation.

Related: Auston Matthews’ Extension Ignites Draisaitl’s Next Contract Talks

In discussions about the negotiation process, NHL commentators like Elliotte Friedman suggest that this agreement was almost inevitable. Toronto recognized the likelihood of Matthews not committing to a longer tenure and understood that the contract’s average annual value (AAV) was bound to be the highest in the league. With the desire to eliminate any distractions surrounding the extension, the Maple Leafs were determined to reach an agreement that allowed them to focus on the upcoming season without the specter of contract talks looming overhead. They’ll potentially have to go through this process all over again in four years’ time, but the team and the player will shift their focus to the now, and capitalize on what Matthews just committed to.

What Happens When Matthews’ New Contract Ends?

It’s probably too early to know for sure where all of this leads in five seasons, but looking ahead, hockey pundits, including Luke Fox, speculate that Matthews might consider a longer-term deal once his current extension concludes, potentially at the age of 31. At that time, Matthews will be at an age where security matters and he won’t be too old to cash in for a longer duration.

Auston Matthews Maple Leafs extension

The latest negotiations were conducted under the guidance of newly appointed general manager Brad Treliving. Matthews’ decision to pursue a shorter extension appears rooted in his ambition to remain flexible, capitalize on the possibility of a salary cap surge within the next few years, and maintain the freedom to explore his options in a winning environment. In five years, that might not be his priority.

With this well-calculated deal, Matthews strategically positions himself for future financial success while preserving the adaptability to leverage new opportunities down the line. The Maple Leafs might not love it, but they didn’t have much choice. Anything longer than four years was never on the table.

Next: Alexis Lafreniere Inks Two-Year Extension with New York Rangers

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