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Insider Expects Crucial Trade to Materialize for the Edmonton Oilers: It's Inevitable'

Originally posted on House of Hockey | By Tom Banks | Last updated Aug 21, 2025 6:57 PM ET

The Oilers need to make a big change, and according to Jason Gregor, it's inevitable that they'll trade either Stuart Skinner or Calvin Pickard this season.

The Edmonton Oilers have come so close over the past two seasons, falling to the Florida Panthers in the Stanley Cup Finals each time, and this summer, they've gone about shaking up their roster.

Gone are Evander Kane, Viktor Arvidsson and Corey Perry am ong others, with the team now pivoting towards Isaac Howard, Matthew Savoie and Andrew Mangiapane as they look to take the final step towards Stanley Cup glory with this new look forward group.

Stuart Skinner and Calvin Pickard Won't Be the Oilers' Tandem in the Playoffs, Per Jason Gregor

However, the changes may not be over, as Jason Gregor has addressed the team on the latest episode of the DFO Rundown, stating that when the trade deadline passes in 2026, the Oilers goaltending tandem will not be what it currently is.

I'll be surprised if after the trade deadline...the same two goalies are in Edmonton in Pickard and Skinner, I just think it's inevitable there's going to be a change there.

In his prediction, Gregor notes that either Calvin Pickard or Stuart Skinner will likely be on the way out, with many fans coming into this off-season expecting the move to happen before the 2025/26 campaign.

Ultimately though, it's a move that needs to be made at some point, as the tandem have shown they're not quite good enough to get the Oilers over the final hump, and with more goaltenders potentially becoming available ahead of the trade deadline, it's a move that's widely expected to happen.

This article first appeared on House of Hockey and was syndicated with permission.

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