Im almost positive he will be. Ash, along with pikachu, is the face of Pokemon and a doubt the Pokemon Company would shoot themselves in the foot like that, so don't worry.
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Season 1 Episode 29 "The Punchy Pokemon!" ash meets hitmonchan and his trainer and enters the competition
season 3 ep 10.
no, he catches a digimon though
Seasons 6, 7, and 8.
Ash has won a league, the Orange Island League, in season two of the anime.