“It’s two losses in a row in the Finals, and he can’t freakin stand it”: Elliotte Friedman on Connor McDavid’s contract delay

Connor McDavid’s future with the Edmonton Oilers remains the NHL’s biggest storyline, with contract talks yet to result in an extension. NHL insider Elliotte Friedman believes the delay is not about money or market size, but McDavid’s singular obsession with winning.

After back-to-back Stanley Cup Final losses, Friedman says the Oilers captain’s drive has reached another level and it may determine whether he stays in Edmonton long-term.

Two straight Stanley Cup Final losses fueling Connor McDavid’s obsession with winning

On the 32 Thoughts podcast, Friedman offered insight into why McDavid has yet to commit. “When someone asks me what this is all about, it’s two losses in a row in the Finals, and he can’t freakin stand it. It makes him crazy,” Friedman explained.According to Friedman, McDavid has always been laser-focused on winning, but the heartbreak of two consecutive Cup Final defeats has amplified his determination. “He was always fanatical about winning. Now, he’s in another stratosphere. The only prescription is a Stanley Cup,” Friedman added.This mindset has rival teams across the league wondering if they should prepare for the possibility of McDavid testing free agency next July. Some executives are already considering clearing salary-cap space in case the Oilers cannot convince their captain to stay.

Edmonton Oilers must prove long-term Stanley Cup contention to keep Connor McDavid

Friedman noted that McDavid still wants to remain in Edmonton, provided the team convinces him they can contend for years to come. The challenge lies in showing the roster has “three-to-five-year staying power.”

The Oilers have traded away younger talent for immediate help, raising questions about their future core.Interestingly, Friedman believes McDavid could accept less money to stay with the Oilers, but only if he is convinced the organization can sustain success. If he were to hit the open market, other teams would likely offer more.For now, McDavid maintains patience and optimism, stressing his belief in Edmonton “this year.” But Friedman cautioned that an early stumble could intensify outside noise, making the Oilers’ performance in the opening months of the season critical.McDavid’s contract uncertainty is less about dollars and more about destiny. The Oilers’ ability to prove they can deliver championships will decide whether the league’s best player stays or entertains free agency. For now, his burning obsession with winning defines the narrative, and Edmonton’s season.Also Read: Toronto Maple Leafs captain Auston Matthews feeling stronger and healthier ahead of 2025-26 NHL season