Yes, additional characters on other sides will provide a wider perception of things for the players. I figured it'd be fun to play in both parties, like I do, but I'm not sure if I want to bring more players in. We're already fine as it is, I find, and it seems like we're a strong team that will last. More players will probably bog the RP down, not to mention outsiders might not be able to fit right in or lose interest after a while. If I was to allow more Crimson Captains to be made, that would only go for the players right now. I could make an exception for your friend, since, well, he's your friend, when and if he decides he's ready to take on the RP.
When you get on Skype and we talk, I'll give you Xilfer's as well, though I don't know if we'll be continuing Pokemon Oblivion. We agreed that neither of us is in the frame of mind for it right now, and that if it was ever done, it'd have to be with quality players.