The Oilers are heading into 2026-27 with Tristan Jarry under a brighter spotlight than ever, and they need him to respond.
What looked like a move that could help both sides last December has turned into something far messier. Edmonton GM Stan Bowman sent Stuart Skinner and Brett Kulak to the Pittsburgh Penguins for Jarry and Sam Poulin, hoping the change of scenery would help Jarry get his career moving again. Instead, Jarry was injured three games into his time in Edmonton and never fully found the form he showed when he first landed in Alberta.
Now, ten months later, he’s back at a crossroads.
There was reason to believe this could work when the Oilers brought him in. Jarry had already built a reputation in Edmonton, where he led the Edmonton Oil Kings to the Memorial Cup Championship in 2014.
He had also turned in solid stretches for the Penguins in the regular season from 2017-18 to 2025-26. But even with those flashes, he never quite matched the level he hinted at in juniors.
The trade back to a familiar city and a familiar rink was supposed to unlock something. Instead, Connor Ingram took over as the number-one goalie.
Edmonton has clearly built in some insurance this time. The Oilers added Devon Levi from the Buffalo Sabres and signed Frederik Andersen on July 1, planning to carry three goalies and likely sort things out by the 2027 Trade Deadline on March 1. But Andersen’s offseason injury, which will keep him out of training camp, puts even more pressure on Jarry right away.
That makes the start of the season huge for him. If Jarry can rediscover the confidence and sharpness he had with the Oil Kings, it changes everything for Edmonton.
The Oilers are still searching for a true number-one goalie, and a strong season from Jarry would give them exactly that. It would also help Bowman, whose position within the organization could be affected by how this plays out.
A rebound year would go a long way toward easing the sting of what might end up being Bowman’s worst trade as Oilers GM.
But the other side of this is impossible to ignore.
Jarry underperforming is a very real outcome, and it would create a tricky situation for new head coach Mike Babcock. The Oilers will want to turn to Andersen once he’s healthy, and if Levi gets hot and grabs the net early while Jarry struggles, Bowman would have to manage the fallout carefully.
There’s also the hard reality of where Jarry stands in his career. This could be his last real shot, and if he doesn’t seize it, it’s fair to wonder who would want to trade for a goalie whose career might be slipping away. Edmonton is already still carrying Jack Campbell’s contract until 2029-30, so repeating that kind of mistake with Jarry, who is under contract for two more seasons, would be a nightmare.
For now, the Oilers are hoping for the best. If Jarry gets off to a strong start, stays steady through the season and keeps it going into the playoffs, it would be the kind of comeback story Edmonton badly needs. And it would give Bowman more flexibility if the team decides to move him on or before March 1.
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Now the sting is even harder to miss. Ahead of the 2026-27 season, both Holloway and Broberg have been elevated into leadership roles with the Blues, a reminder that St. Louis did not just acquire talent, it acquired players who have grown into core voices in that room. For Edmonton, it is another layer of regret on a pair of offer-sheet decisions that already looked costly on the ice. [Read more 🡒]
