Jamison graduated from the US Air Force Academy in 2001 with a degree in Social Sciences (including psychology/behavioral sciences). He has worked in information security for more than10 years, in a variety of forms. He spent 6+ years active duty in the Air Force in a variety of roles. In 2008, he graduated from the Air Force Institute of Technology with an MS in Information Resource Management. His graduate thesis was on instilling a resistance to social engineering. In 2008, he separated from the Air Force and helped found a Red Team at a major US bank. Since 2008, he has been leading Red Team assessments at this bank.