I'd say Otis and Wally would be my top picks, but I'll go ahead and vote for Otis. I think he just has great potential for Tales 2.
Also, regarding the whole reappearance of LeChuck thing that was being discussed last page, I think it'd be great if the secondary villain in the next season was a follower of LeChuck trying to summon him back into the world through some complicated, ceremonial ritual. Perhaps LeChuck could possess the guy for Guybrush's battle with him. Y'know, so LeChuck can have an appearance without having too much of an appearance.
"Always expect the best of others... And watch as your hope is crushed like crackers in a fat man's bed. And the fat man is angry. And the fat man has a sledgehammer. And the fat man is yelling 'DIE, CRACKERS, DIE!!'"
- Rat, Pearls Before Swine