No. 2: Max Pacioretty
Pacioretty has only played 139 games in his last four seasons, so injury troubles are a huge concern, especially since he'll be 36-years-old during the 2024-25 season, but you could find lightning in a bottle with him.
In 47 games last year with the Washington Capitals, Pacioretty still managed to register 23 points.
The six-time 30-goal scorer is definitely on his last NHL life, but in the right situation, could perform. Who knows if he'd be able to keep up with a combination of Auston Matthews, Mitch Marner, William Nylander or John Tavares, but maybe that's all he needs.
He still has a lethal shot and can be a force on the power-play, so taking a flyer on him at league-minimum could be a steal.
As mentioned, everything would have to go right for it work out, but he's only two years removed from being a point-per-game player, while scoring 19 goals in 39 games.
Who knows if the former captain of the Montreal Canadiens would want to join a rival but at this point in his career, I'm sure he wouldn't care.
I'd imagine all he wants is an opportunity and Toronto could provide that, as I'd rather see Pacioretty in the line-up than Ryan Reaves, David Kampf or Connor Dewar.