Why does Ash continue his adventures if he keeps on losing? Sure there's nothing wrong with wanting to explore the world and become stronger, but if you don't have anything to show for it then what's the point? And it's not like winning a League would automatically make Ash a Pokemon Master. He would still need to take on the Elite 4 and Champion.Yes, I'm aware he won the Orange League and Battle Frontier, but the Orange League doesn't even count as an authentic league, and he refused to become a Frontier Brain.