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I've said it here multiple times, but I'll say it again: It's cuz there's a lot of people who swear up and down that Ash is a dumbass, idiotic trainer who doesn't knows how to battle and is weak, so anytime the anime refuses to play their made-up narrative and lets Ash win something, they get...

As much as I would love to see Ash going against all of them... nah. I'm seeing them making this a knockout-style.