>>31886922I think the biggest problem is if Ash wins a League there is no excuse to hold him back anymore.
If he wins a league he has no reason to challenge more gyms which is the main quest in the games. Yeah it you can say he can go challenge another region to train or whatever, but to have him lose after winning 1 defeats that purpose, and he can only win so many before it becomes pointless for him to continue entering them.
The only way to properly get rid of Ash is to phase him out while having the protagonist of the "new series" be a character the audience is already familiar with.
Look at Aikatsu. Ash needs his own Akari. A character who takes up the mantle of protagonist after slowly being introduced to the viewers.
Imagine if Lillie was similar to her game variant and Alola had a proper Pokemon League.
Ash goes through Alola, becomes League champion after travelling with Lillie and Hau through Alola, and the series ends with Lillie leaving on her journey and we start to follow her journey through Kanto.
As for Ash, since he wouldn't be a master yet, he goes somewhere to train or for a 2nd League win before challenging the Elite Four or Champions League.
Ash and Lillie both enter say the Kanto League, Lillie loses early on and Ash wins his second league and then we have something that the series has never explored before.
Ash goes to the Champions League/E4, wins then decides to go become the Pokemon Master on his own.
Then we have Lillie's quest, she goes gets strong for 10 or whatever years then she reaches a level where she wants to fight the strongest trainer. She heads to Mt. Silver where she hears that Trainer is, reaches the top and the person on top is Ash having achieved his dream.
Rate my fanfiction.