Number one choice is definitely Wattson, in their second match he lost outright due to his own incompetence and even in the first Ash won through unfair luck as Pikachu was given a random powerup and Ash didn't notice his partner's condition or didn't care. Either way he was unworthy both times. He should battle Sabrina who he joked around with instead of beating, Brock who he beat with a sprinkler trick (and really why don't they go off in nearly every battle in the gym? I mean everything explodes in the anime), Misty as he should have got the badge from a serious gym leader not a hobbyist. Basically any Gym Leader he didn't beat with battling skill, and maybe Erika too although he did deserve a badge for saving her Gloom in a fire. And Liza & Tate for that thunder armour **** which made no sense at all.