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I don't think he has the power to decide to make him win, and tbh, I think he probably wanted him to win in Sinnoh (DP was clearly a passion project for him), but execs wanted him to lose, so he had to make Tobias, but didn't have it in him to write the Ash vs Tobias match himself, and then he...

Tomioka hasn't handled either Ash vs Guzma match, the first one was done by Yonemura, while the second one was by Matsui (136) and Omode (137), heck, Tomioka hasn't done a league battle since Ash vs Paul

They asspulled Scizor and Mega Kangaskhan (and Gengar to a lesser extent, as we didn't know Acerola had caught him)

Well, this is technically after the league, and both of Kukui's mons came out of nowhere