Milwaukee is an all-around lovable idiot of Freelancer. He often knows how to brighten a room and has always been there for his friends. He was an orphan during a war and had his life stripped from him, being indoctrinated into the UNSC. However there, he learned compassion and what it means to work in a team.

Now in Freelancer, Milwaukee always seeks to make a new friend and to try to brighten someone's day, even if it might be their last. Unfortunately, the effects of combat are starting to get to him, and so he might have to plan his retirement a little bit early.