Fansided · Jul 28, 2025
The 3 worst free agent signings in Maple Leafs history
The Toronto Maple Leafs have attempted to get better by signing high-profile free agents. Here are three signings they wish they could take back.
Arizona Coyotes v Toronto Maple Leafs | Claus Andersen/GettyImagesThe Toronto Maple Leafs have a lengthy history of trying to make a big splash in the free agent market. Sometimes it works out really well for the team, other times those signings end up being a mistake. But what free agent signings for the Leafs ended up being total disasters?
Former Maple Leafs defenseman Conor Timmins signed a two-year deal this week, with a $2.2 million AAV, which sent the internet into a buzz.