The Pittsburgh Penguins took a chance on forward Connor Dewar before the 2025 NHL trade deadline when they acquired him and defenseman Conor Timmins from the Toronto Maple Leafs. 

The Penguins were helping the Leafs out since they were busy with other deals on deadline day and only had to give up a 2025 fifth-round pick for both players. They let both play in the lineup down the stretch before ultimately deciding to re-sign Dewar to a one-year contract on July 1.

Timmins was traded to the Buffalo Sabres during the second day of the 2025 NHL Draft on June 28. 

Going back to Dewar, he had no goals and three assists in 31 games for the Maple Leafs before compiling four goals and seven points in 17 games with the Penguins. He was chipping in offensively and was a pain in the butt to deal with in front of the net and the corners. He was forechecking his butt off, making it hard for opposing teams to go from defense to offense. 

The Penguins want to see more of that from Dewar this upcoming season, but he will have to earn it since there is a lot of competition for bottom-six playing time right now.

If he nails down a spot and plays well, there's a chance the Penguins could look to flip him at the trade deadline since he is only signed for this year. 

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Featured Image Credit: Charles LeClaire-Imagn Images