The Oilers have been to the NHL playoffs in each of the last seven seasons. During that span, they’ve made two runs to the Stanley Cup Final, in 2023-24 and 2024-25, but haven’t been able to finish the job and win a championship. The team’s window to lift Lord Stanley’s Cup is closing, and fast. After Connor McDavid signed a two-year, $25 million extension with the franchise, it painted a very clear picture of Edmonton’s situation: Assemble a championship-caliber roster by the 2027-28 season, or risk losing McDavid in free agency. With two generational talents on the roster in McDavid and Leon Draisaitl, there isn’t a lot needed to bring the Oilers back to contention. But there’s work to be done. The first season since McDavid signed his discounted extension did not go to plan. The Oilers were abysmal in the playoffs , particularly on defense, as they fell to the Ducks in six games .…