Jeff was born in the state of Alabama, United States to a State Sheriff named David Jackson and a housewife named Marianne. He grew up together with his 2 brothers that were 2 and 4 years younger than him. While growing up he didn't pay much attention to most subjects in school. He didn't like most subjects besides history and some social science. He also loved playing football.
After high school Jeff joined the Army which his family supported. He went through almost a year of military training but after getting into a fight and beating up a fellow soldier he was dishonorably discharged. After being discharged he decided to join the police force under his father instead, this was sure to make his career easier. He stayed in the police force for 5 years after he was given the offer to join a security corporation called "Legion Corporation" Jeff accepted the offer the same day he got it because not only was the pay better, this would also be a nice change of pace from dealing with stupid locals here in Alabama. He has been working for Legion Corp ever since.
After proving himself to the corporation his first big mission was being assigned to a team going to a country called Chernarus. He hadn't heard of the country before but he had never taken a vacation outside of the United States so he took up the mission.
While in Chernarus the corporation was hired by the Wolf Pack to protect them and their settlement from hostilities.