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Due to the GS Virtual Console releases, there might be chance that you'll get to fight all the Kanto + Johto Gyms. Basically, all the gyms present in Gen 2 is what I believe is most likely to occur.

I agree. Game Freak really should put wacky non-standard battle styles in a single facility. If they can't be bothered to do multiple facilities, then the next best thing would to at least add all sort of crazy stuff into a single facility. Personally, I'd like the following battle modes in this...

What if, depending on certain type specialists, weren't allowed to use moves that are normally super-effective against that type? It could provide a decent challenge in that case.