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I wouldn't mind Ash's tendency to lose all the time if it weren't for the fact that he tends to lose for reasons that he shouldn't--namely, the fact that he hasn't learned a bloody thing since the series started. It's the fourteen season and he still evidently doesn't know how to use a...
In the current Best Wishes! season [I have to narrow it down, lest I be here all day] I'd have to point out Iris and Bel. In what I'm assuming is an attempt to return to the old strong-willed-and-tomboyish character type first represented by Misty, the writers put out this hideous caricature of...
The name Rebecca is already applied to three different cannon characters, did you know?
Anyway, you did get my notes on deviantART, didn't you? My notes system seems to be glitchier than most, if you didn't I can link you to examples from here.