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An alcoholic medic. Who had his license revoked.
Isn't any good at official Pokemon fights, as he didn't catch his first pokemon till he was an adult.
You don't need a pikachu to help you get through the tall grass when you are stupid enough to suplex a Ursaring. (shit that happened in a campaign I used him in.)
Picture a football hooligan, who's pokemon always end up monsterous. Sucker punching a machamp, or throwing sand in it's eyes so it can't let off the move.
His wingull is a thieving bastard. Steals anything from chips on the beach to rolex watches on the streets.
Also Cleffa, because Cleffa is cute, and can learn healing moves.
