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If I recall the anime kept the game element that Leon's undefeated so I think it makes sense he's sure he'll win no matter what.I like that theory, but I have an issue with it. If Leon is supposed to be struggling shouldn't he show it, you know, with emotions? Whenever Ash struggled in a serious(or not) match he always showed it with his face expressions. He has panicked, he's been afraid,angry and sad. He always showed that he knew he was struggling and needed to do something smart and quick if he wanted to win. With Leon, though, it's completely different. No matter what happens, he always smiles arrogantly, like he knows he's gonna win no matter what.
I was thinking something similar. The game has Dynamax levels; maybe in the anime they raise more than just HP and Charizard has maxed out Dynamax levels so he's incredible at that, but outside a power spot Leon would use something else instead.The way I see it, I think Leon’s Charizard could be considered a one-trick pony. Maybe Leon focused so much on maximizing the power of the GMax form that he didn’t polish Charizard’s skills in regular form. It could be considered a case of excessive optimization geared only toward the GMax power, which could kinda explain why regular Charizard isn’t as intimidating.
I'm hoping we see him battle outside Galar against a powerful opponent and we can see he's not just a Dynamax machine.