Jared Clinton looks back at NHL trade deadline deals in the last five, 10, 15, 25 and 30 years ago in The Hockey News' 2025 Rookie Issue.

Jordan Greenway (© Timothy T. Ludwig-Imagn Images)

The Pittsburgh Penguins proved they could hang with the big boys by going to the limit and then some with the Toronto Maple Leafs, but ended up only securing a single point as they fell 6-5 in overtime in their final home game before the NHL trade deadline.

It appears the Pittsburgh Penguins are rewarding one of their blossoming defensive prospects.

Teams are already making big swings in the lead-up to the NHL trade deadline. The Winnipeg Jets must resist the temptation to join that list.

Walker Duehr was placed on NHL waivers on Monday by the San Jose Sharks.

Forty-eight hours after facing the NHL's worst team, the Ottawa Senators will square off against one of the best on Monday night.

The Chicago Blackhawks are set to play the Los Angeles Kings on Monday night. This will be their first matchup at the United Center following the big Seth Jones trade. The night of the deal, Chicago beat the Anaheim Ducks at Honda Center.

It is not only evident from the Seth Jones trade that the Chicago Blackhawks are heading in the direction of wanting to add actual solid roster pieces to help the cause, but from the great number of talented prospects and young players, that the team needs to add something big to make the jump. That piece could very well be Mitch Marner the longer he goes without an extension.

By Steven Papadopoulos, The Hockey News intern