Insider drops some potentially upsetting news about the Maple Leafs

It should come as no surprise that the 2023-24 Toronto Maple Leafs have stumbled out of the gate and straight through to the midway point of the season. The expectations are always sky-high and if they are not met, scrutiny will follow, but rightfully so for an organization with such a tumultuous history.

In Brad Treliving's first season at the helm, he made some big moves during the off-season, but they haven't necessarily panned out. However, he was able to extend Auston Matthews and William Nylander, which were both top priorities above anything else. Nevertheless, Elliotte Friedman believes that the Leafs are now looking towards the future and that perhaps this season is more or less a trial run to see what they have in the bank:


He continued to talk about the Nylander extension and how they first looked around the league to see if they could replace him with a defenseman of equal value - play-wise and contractually:



Nylander was extended to an 8-year deal with a cap hit of $11.5 million, and as Friedman alluded to, those equal-valued defensemen are not readily available. The Leafs realized that it was either keep Nylander for a playoff push and potentially lose out in the summer or extend him and make him part of the core permanently and look elsewhere for upgrades.

Friedman finished off by saying that this year Treliving and company will look at making smaller moves that could help them beyond this season. Going after the Chris Tanev's of the world might not be in Toronto's best interest as they want to build their backend differently:


So while the Maple Leafs continue to hold Stanley Cup aspirations, expectations need to be tempered this year, especially around the trade deadline, as the new management group looks to fix the many issues plaguing their current team.