In a move that's sending shockwaves through the hockey world, former Edmonton Oilers prospect Dylan Holloway has inked a blockbuster five-year contract extension with the St. Louis Blues. The deal, worth a cool $7.75 million per season, marks a major payday for the 14th overall pick from the 2020 NHL Draft—and a bittersweet moment for Oilers fans still smarting from a disappointing playoff exit.

Holloway's departure from Edmonton was anything but smooth. In August 2024, he and defenseman Philip Broberg were both targeted by offer sheets from the Blues. The Oilers chose not to match, a decision that left many in Oil Country feeling burned. Holloway, an Alberta native, later admitted that the contract talks with Edmonton "rubbed me the wrong way," citing a lack of respect and feeling unwanted by the team that drafted him.

Fast forward to today, and Holloway has found his groove in St. Louis. After posting career-high numbers and becoming a key contributor, the 24-year-old winger made it clear he wanted to stay. "I'd love to get an extension done," he said in a recent interview, and the Blues were more than happy to oblige. The result is a five-year commitment that locks up a player who's just starting to hit his stride.

For Oilers fans, the news stings—especially coming just one day after their team was eliminated from the 2025-26 playoffs. Many are left wondering what might have been if Holloway were still wearing orange and blue. His combination of speed, skill, and grit would have been a welcome addition to a lineup that looked disjointed at times this season. Instead, Edmonton only received mid-round draft picks as compensation, a move that now looks like a missed opportunity.

Of course, not everyone is sold on the deal. Some analysts point to Holloway's injury history and question whether his production will plateau. But if he can stay healthy, this contract could be a steal for the Blues. Holloway is just entering his prime, and his trajectory suggests there's plenty more in the tank.

Whether you're a Blues fan celebrating a savvy move or an Oilers fan nursing old wounds, one thing is clear: Dylan Holloway has found a home in St. Louis, and he's ready to make the most of it.