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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.

Full story at Fansided

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