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I'll have you know, I've never faceplanted into a curb. I have, however, fell asleep on my board and ran straight off a ledge, bustin' my tail before I woke up.
Pfft. There's plenty of grass to train in. Delfin also gives the player a few Pokeballs, so catching another Pokemon is completely feasible. Mt. Andy even has a catchable water type.
Well, badges give abilities and stuff, so we can't activate 'em after gyms, 'cause I have other uses for 'em. But, why are you using a flag if he's pretty much just a trainer battle?