Sidney Crosby’s future with the Penguins is heating up in trade rumors, with whispers of a potential return to Montreal and looming contract talks. Meanwhile, Connor McDavid’s massive contract is nearing its end, sparking speculation about his next move — with unlikely destinations like Philly or Detroit in the mix. But with those teams still rebuilding, the real question is: can any of them give McDavid a shot at the Cup before 2028?

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