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Since I don't have a Switch yet I don't have all the details, but I do remember Calem/Serena were (accidentally) guilt-tripping you for beating them.

Well, it can't be more depressing than Calem/Serena and opposite-gender rival, right? I also think it could have been ended up a case of someone with resources vs someone that's talented, kinda like Kaiba and Yugi

Kinda like that one book from Sinnoh that talked about what I think is Cresselia's backstory? If so, they could use the Canalave Library for that story.

Didn't that already happen? Oh wait, in-universe retcon...

There was going to be a New Year's special that was going to air during OS. Then the Porygon incident happened, caused a hiatus in the anime and the episode was never mentioned again. The only thing known is the title and it's possible airdate, and considering how anime works, it might have been...

Well, there's that New Year's episode that was never mentioned again after the Porygon incident...