Bosley worked with Charlie at least five years before the start of the series. Bosley bragged that no one had ever violated his body with a sharp instrument. Bosley did some field work, but mostly he stayed in the office and kept the Angels in contact with Charlie. He had some investigatory skills, was competent with paperwork, and was proficient with a pistol. He knew how to drive a speedboat. He was sufficiently knowledgeable to pass as a professional bartender. Bosley once had his appendix removed unnecessarily while under cover. Bosley drove a blue and brown station wagon.