Coming off what is arguably their worst season of the Auston Matthews era, the Toronto Maple Leafs have a lot of buzz and excitement around the offseason moves. Some were depth acquisitions. Others were holding on to long-time Maple Leafs. Of course, the main attraction comes in the form of Gavin McKenna. But it’s what John Chayka has built that might be the most noteworthy aspect of the team’s offseason.
Of the NHL’s 32 franchises, the Maple Leafs are the only team that currently has no expiring contracts following the 2026-27 season. Yes, you read that right. Chayka’s Maple Leafs have no players currently entering a contract year.
Maple Leafs Escape One Major Distraction
Possibly the most intriguing part of the Maple Leafs’ contract situation is the fact that they – for the time being – escape having at least one distraction for each player on the roster. There’s no contract worries. There’s no ongoing negotiations. And, for now, the team can focus on the product on the ice.

A lot will change following the 2027-28 season as the Maple Leafs will see 10 expiring contracts leading the unrestricted free agency and two contracts that will land them with restricted free agents. That said, those come off the books in after two seasons. That allows Chayka time to really put his stamp on the organization and ultimately earn the trust of the star players before their contracts expire – or not.
Maple Leafs Opening Door for Young Core
On top of the lack of expiring contracts next summer, the Maple Leafs have also seen a quick turnaround when it comes to their organizational growth – thanks in large part to the their 2026 first overall selection. While McKenna will be a no-doubt confirmation to make the opening night roster for the Maple Leafs, the lack of expiring contracts also allows the team to build a young core from within the organization – something that seemed almost unlikely only a year ago.
Darren Raddysh, William Nylander and Matthew Knies are already locked up long-term. Both Easton Cowan and McKenna will see restricted free agency in the next two to three seasons respectively. Even with just those five considered, the Maple Leafs have built a new core that should remain in blue and white for the foreseeable future.
While he’s set to become a free agent following the 2027-28 season, the organization could hypothetically still include Matthews in that group and it only bolsters what should already be a strong nucleus. That, however, will likely depend on the overall direction of the team over the next couple of seasons.
Young Core Creating Developmental Opportunity for Maple Leafs
Another benefit of having a roster full of players under contract for the next couple of seasons is the chance for the Maple Leafs to see some organizational development – something the team has been lacking in recent years. The lack of expiring contracts ultimately means a lack of opportunity for some the team’s prospects with the big club – barring injuries. But that’s not necessarily a bad thing.

In fact, given the recent success of the Toronto Marlies at the AHL level, the lack of holes in the Maple Leafs roster likely means that players like Tinus Luc Koblar and Artur Akhtyamov will get more time to develop in the minors – a tactic we’ve seen work for players like Pavel Datsyuk and Henrik Zetterberg in the Detroit Red Wings’ developmental system, most recently.
Given that there’s a majority of the team’s contracts coming to term following the 2027-28 season, the situation that Chayka has created has given the organization leeway to analyze what they have in their prospects, give them a chance to grow and develop them organizationally. If everything goes as planned, Chayka and the Maple Leafs could see a perennial playoff contender for years to come – based simply off the current contract structure the team has in place.
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