Bob Bailey
Chief Underwriting Officer
Bob Bailey is the Chief Underwriting Officer of ProSight Specialty, responsible for underwriting and reinsurance. Mr. Bailey has wide-ranging underwriting experience in the commercial and specialty insurance arenas. Prior to joining ProSight, Mr. Bailey was the Chief Underwriting Officer of Commercial Lines at Fireman’s Fund Insurance Co. He spent 16 years at Fireman’s Fund in a variety of underwriting leadership and new product development roles, developing and implementing strategies to focus on niche markets and specific industry opportunities. Mr. Bailey began his career as a commercial underwriter at Cigna after graduating from the University of Oklahoma, and also holds an M.B.A. from Chapman University.