Experienced Professionals

Bob Bailey

Chief Underwriting Officer

As one of the co-founders, Bob’s role is to ensure that the underwriting routines at ProSight are successful at not only identifying the appropriate exposures but making sure that they are priced accurately. With over 30 years of underwriting and product development  experience, including time at Fireman’s Fund Insurance Company,  Bob specializes in  leading  his  team  to develop  customized business solutions for  customer segments.  Bob spent  his undergraduate years at the University of Oklahoma and  earned an M.B.A. from Chapman University.

Meet the Leadership Team

Founder and Executive Chairman

Meet Joe

President and Chief Executive Officer

Meet Larry

Chief Customer Experience Officer

Meet Vivienne

Chief Legal Officer

Meet Frank

Chief Human Resources Officer

Meet Kari

Chief Actuary Officer

Meet Lee

Chief Financial Officer

Meet Anthony

Customer Segment President

Meet Erin

President at ProSight Direct

Meet Darryl

National Sales Officer

Meet Ric

Chief Information Officer

Meet Nestor

Customer Segment President

Meet Joe

Customer Segment President

Meet Rob

Chief Claims Officer

Meet Donna