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Okay, so here's a more thorough re-do of Ash Vs Gary in the Johto league. I redid both teams a bit; for Gary I decided to switch a few of his teammates for ones he used in the games. Gary now uses 1 Blastoise 2 Scizor 3 Tyranitar (maybe cheating since he didn't use one until HG/SS but I think...

I like the idea but you gave Ash seven Pokémon there.

The battles I'd change the outcome of would require changing more than just that battle, so I went with something simple: change the Johoto league battle with Gary to put Pikachu in and spread the wins out more instead of it being mostly Charizard and Snorlax.