Honestly, I think the Oilers take a step back next year (while McDavid still puts up points), and I think the Oilers' window might close after next season when McDavid's contract kicks in.
There's lots of love for the Oilers on twitter right now from prominent media members, but I'm not sure I share their optimism. A lot of things went right for the Oilers this year, and they are going to have cap difficulties. They may make the playoffs, but there certainly isn't any guarantee that they ever become a true cup contender.
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