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Ok so as we know Ash is a contender for the most inconsistent characters in fiction so I have come up with a solution to at least try and remedy this.
We give him 3 Keys for each region, 1 for the first 4 gyms, 1 for the other 4 and 1 for everything after he has all his badges. This is because essentially him and Pikachu sorta reset power wise every region, Ash relearns things he learned just a couple of seasons back and Pikachu loses fights against opponents he has no reason losing to(this is not just the Snivy, it makes 0 sense for him to lose any fight early on in the region).
Note: I chose 3 keys so that his page isnt overly cluttered.
Note 2: It may be ok to combine Kanto and Johto as this was the only time Ash wasnt "reset"
We give him 3 Keys for each region, 1 for the first 4 gyms, 1 for the other 4 and 1 for everything after he has all his badges. This is because essentially him and Pikachu sorta reset power wise every region, Ash relearns things he learned just a couple of seasons back and Pikachu loses fights against opponents he has no reason losing to(this is not just the Snivy, it makes 0 sense for him to lose any fight early on in the region).
Note: I chose 3 keys so that his page isnt overly cluttered.
Note 2: It may be ok to combine Kanto and Johto as this was the only time Ash wasnt "reset"