Colton was born in 1996 just outside of New Orleans. His family was dirt poor, with his father working as a mechanic. When Colton was about 8, his father began operating a chop shop out of his garage, and the family began to do better. Colton took this lesson he saw to heart. He started working the dockyards at 16, and occasionally, a few pieces from a shipment would "fall into the bay". Colton was doing fairly well for himself, until he was caught trying to sneak a few barrels of oil into his friend's truck. He was fired and served a short term in jail. When he got out, he doubled down and began a short career as a criminal, so that he could support a somewhat lavish lifestyle. He took to wearing the attire of a highwayman, as he had seen in movies growing up and thought it was a laugh. He started peddling weaponry with his Ramblers to some of the gangs in the area, and was in Chernarus trying to secure a shipment of military grade weapons for a buyer when the outbreak hit.
Colton, fortunately, had brought a few of his Ramblers along, and they were able to protect themselves, and gather the shipment of weapons they had been there to get in the first place. The weapons, however, turned out to be rather useless without ammunition to feed them. The Ramblers split after a while, each seeking out his own individual goals.