During season one of Pokemon, Gary was a dick. But I also noticed something else.
Most of his Pokemon, like Nidoking, Arcanine and Scizor are Pokemon that has to be evolved in a special way, like trading and use of stone. He has a Krabby like Ash, but it isn’t evolved.
He didn’t travel on foot like Ash, he had a car with chauffeur.
Maybe he used his knowledge about Pokemon to get as far as he did rather than train as hard as other trainers? Took the shortcuts he could when possible? He already stated that he always found out what type the gym leaders were before facing them so he would have a type advantage(making his ten badges less impressive when you think about it). Remember, this guy was on vacation while Ash was trying to get a badge.
Maybe that’s why he did not get as far as Ash did when they both entered the Indigo Plateau Conference for the first time? He did not work as hard, did not challenge himself as much like trainers like Ash did?
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