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Former Oiler Dylan Holloway secured a lucrative five-year deal with the St. Louis Blues. It's a bit of a kick in the gut for Oilers fans after a disappointing season.

Dylan Holloway got his money on Friday. Signing a sizeable contract extension with the St. Louis Blues, the former 14th overall by the Edmonton Oilers in 2020, is going to earn a hefty paycheck over the next five seasons.

Holloway left Edmonton via offer sheet in August 2024 alongside defenseman Philip Broberg. The Oilers elected not to match the deals, a move that didn't sit well with several Oilers fans.

Just starting to come into his own as an NHLer, Holloway, an Alberta native, later revealed that contract negotiations with Edmonton “rubbed me the wrong way.” He felt there was a lack of respect during the process and felt unwanted, given that his choice would have been to remain with the club that drafted him.

In St. Louis, Holloway has flourished. He posted career-high numbers and said in a recent interview he would love to get an extension done and stay with the Blues. He was confident the two sides could find a way to make things work, and he was right. The Blues gave him five years by $7.75 million per season. 

ca.sports.yahoo.com

For Oilers fans, the signing brings some hard feelings. One day after being eliminated from the 2025-26 playoffs, several fans are looking for reasons the Oilers seemed so disjointed this year. A player like Holloway on the roster certainly would have helped. 

Many view the loss of the promising young winger for only mid-round draft picks as a missed opportunity. The Blues seized their opportunity to get that deal done. 

While some see the hefty new contract as a potential risk if his production plateaus or he continues to have injury issues, it's a solid bet if Holloway can remain in the lineup. 

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