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As a person, cool isn't his main trait, I think his kindness- especially to Pokémon- defines him. As a Trainer, he is definitely cool. He routinely finishes in the top 16 of every Championship he enters, usually in the top 8 or 4 if not better, he's a master strategist when up against strong opponents and he's in sync with his team. Would not be at all surprised to find he's a minor celebrity in-universe, appearing in "upcoming talent to watch" columns in magazines and the like. And, obviously, he's the best Trainer in Pallet Town's history so he's DEFINITELY a local hero.
