they can't keep up with their own storyline. the fact is that ash has been on his "adventure" for a few years, one reference was in the third pokemon movie short when he said that it was over a year since he met pikachu many of them being when misty kept reminding ash that it was "weeks" since he caught anything new.
.......i liked the series when misty was on it..........may and dawn suck!(expression)
probably for the same reason that Shinichi from Case Closed is still stuck in the body of a elementary student after 12 years of the manga being published- it's convenient. Pokemon is targeted at young kids and the hero should be as close in age to them as possible- meaning somewhere around 10-12. Everything above would become another genre. But unlike other series that work on an established fanbase and try to keep track of the audiences age (see Naruto with the time leap and similar series) or star borderline teens as protagonists (see bleach and similar) Pokemon operates in a different mode. The producers practically calculate to lose viewers after they reach a certain age, however they replace them with new viewers that have reached a certain age. That's only possible if a series is almost a tradition- which pokemon is without a doubt.