The Edmonton Oilers have been searching for ways to improve their roster, and one potential trade would completely change the look of their team. A blockbuster proposal making the rounds has Edmonton acquiring star goaltender Connor Hellebuyck from the Winnipeg Jets in exchange for Vasily Podkolzin, Tristan Jarry and a 2028 first-round pick.
For Edmonton, this would be a massive swing at the goaltending position. Hellebuyck is one of the NHL’s premier goaltenders and would give the Oilers something they have been chasing for years: a legitimate No. 1 who can steal games and potentially carry a team deep into the playoffs.
The Oilers would have to give up some significant pieces to make it happen. Podkolzin is still a young forward with upside, while Jarry would give Winnipeg an NHL-caliber goaltender to replace Hellebuyck. The first-round pick would be the biggest long-term asset in the deal and could become extremely valuable for the Jets.
From Edmonton’s perspective, the question is whether acquiring Hellebuyck is worth sacrificing future assets and some forward depth. The Oilers are built to win now, though, and adding an elite goaltender could arguably be the type of move that pushes them closer to Stanley Cup contention.
Winnipeg would have plenty of reasons to consider the deal as well. If the Jets believe they aren’t going to contend for a championship with their current core, getting a young forward, a replacement goaltender and a first-round pick could give them multiple avenues to reshape the roster.
The biggest question would be Hellebuyck himself. A goaltender of his caliber doesn’t become available very often, and Edmonton would have to be convinced that adding him gives the team a significantly better chance of winning the Stanley Cup. If the answer is yes, the Oilers should at least be willing to explore the price.
Imagine an Edmonton lineup with Connor McDavid and Leon Draisaitl in front of Hellebuyck. That combination would immediately make the Oilers one of the most dangerous teams in the NHL on paper. The pressure on Hellebuyck would be enormous, but so would the potential reward.
So who wins the trade? Edmonton would likely win the short-term battle because Hellebuyck is the best player involved and fills one of the most important positions on the roster. Winnipeg, however, could win the long-term side if Podkolzin develops, Jarry rebounds and the first-round pick turns into a major NHL player.
For the Oilers, this would be an all-in move. They’re not trading for Hellebuyck to make the playoffs — they’re trading for him because they believe he could help them finally finish the job.

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