(Note this is for the game characters, not manga or otherwise, I might do that as well though) My first trainer match up, we have Red vs Gold. Both were powerful trainers, both defeated champions, both fought each other. If they fought, who would win, and no, it is never specified if you beat Red in gold/silver, only that you fought him. Red is a lone wolf, a mute that seems to communicate to his pokemon through telepathy, his battle style was a creative one, taking down opponents in any possible way, he collected eight badges and defeated his rival Blue to become pokemon champion, but he turned down the opportunity to go to Mt, Silver for an unspecified reason, he was the original pokemon master, generally said to be the greatest trainer ever. Gold was an energetic child, who ran one errand that ended up turning into a huge adventure, he collected sixteen badges and defeated lance and his elite four twice. His rival was the mysterious Silver, he was more social than Red. His battling style was less creative than Red's, but more gutsy, moving in for reckless moves that often resulted in him quickly defeating his opponents.
Which Trainer do you like Better
Which had more impressive feats
Which was a better character
Who would win in a fight