Skeeter Mullen

Skeeter is not the kind of person you'd expect to run a gang. And certainly not a gang as infamous as The Notorious. He's more of the "right-hand-man" kind of guy, the person who hides behind his boss and laughs at their jokes.
He certainly didn't expect leadership when he joined, but it was thrust upon him when the previous leader, Gor Highrock, up and died! No one really knew what to do, but seemed agreeable to what he suggested. Before he knew it, the whole gang was looking to him for orders and calling him Boss!
He was super confused, until it was explained to him that he really had a head for logistics and could remember the things that needed done to keep them all fed and healthy. Satisfied, he threw himself into this work, remembering vehicle maintenence and pay and food and health stuff. He actually love it, almost as much as he loved to head the charge for a juicy caravan. (Not Mamma Zitti's of course! .....yet)
Because of his competancy, the majority of the gang respects his authority and follows orders without question. They had a bit of trouble with some people, like Spike Drems and his crew. But overall, everyone seems happier with Skeeter in charge. When Spike challenged the short, scrawny, high-pitched Skeeter, the rest of the gang really defended him and pushed the usurpers out. They really didn't want to go back to the days of starvation and low job security.
During normal travel, he follows the gang from behind to watch for stragglers. Keeps a bunch of paperwork/journals in his saddlebags. Stays up late balancing books. Whoever notices will generally turn out the light and tuck him in. Tries to meet nutritional needs, like having a balanced diet and remembering who's allergic to what. Will generally have a lot of knives on his person. Doesn't wear glasses, surprisingly. He might need them though if he keeps squinting at paper late at night. He gains a lot of confidence from his friends. He uses a standin for gang negotiations, but that's a hilarious situation because he has to feed them information live! Slytherin/Hufflepuff.