A prominent NHL insider is predicting that the Toronto Maple Leafs will emerge victorious in the pursuit of defenseman Dougie Hamilton, who currently carries a $9 million average annual value (AAV) and is under contract for $63 million. This forecast comes amidst speculation about the Maple Leafs' strategy leading up to the trade deadline on March 6th, with the team seemingly heading towards a potential retooling phase.

Several factors contribute to this prediction. Firstly, the Maple Leafs' current standing, potentially missing the playoffs for the first time since 2016, suggests a need for significant changes. General Manager Brad Treliving, despite some successful moves, may be looking to shake up the roster and acquire assets for the future.

Secondly, Hamilton's situation with the New Jersey Devils adds fuel to the fire. While Hamilton is a top-tier defenseman, his hefty contract could be a stumbling block for many teams. For the Maple Leafs to acquire Hamilton, retaining a portion of his $9 million AAV would be necessary. The Devils might be willing to retain some salary to facilitate a trade, but likely not half.

The potential acquisition of Hamilton would address a need on the Maple Leafs' blue line. While the team's defensemen have been described as a solid group, adding a player of Hamilton's caliber could provide a significant boost. He is known as a puck-moving veteran D-man who can be a dynamo on offense.

However, the Maple Leafs face challenges. They have already traded their 2026 and 2027 first-round picks. This could limit their ability to offer a compelling package for Hamilton unless they can recoup some draft capital by trading pending unrestricted free agents like Bobby McMann, Scott Laughton, Calle Jarnkrok and Troy Stecher. The Maple Leafs are reportedly seeking a first-round pick for McMann.

Other teams, such as the Edmonton Oilers, have also been linked to Maple Leafs defensemen in trade rumors. The Oilers were reportedly interested in Brandon Carlo and Oliver Ekman-Larsson. This could create a bidding war, potentially driving up the price for any defenseman the Maple Leafs are willing to move.

Ultimately, whether the Maple Leafs can pull off a trade for Hamilton remains to be seen. Several factors, including salary retention, trade assets, and competition from other teams, will play a crucial role in determining the outcome. However, the prediction from a respected NHL insider suggests that the Maple Leafs are serious about pursuing Hamilton and are willing to make a significant move to improve their team.