Experienced Professionals
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Bob Bailey

Chief Underwriting and Risk Officer

As one of our co-founders, Bob serves as both our Chief Risk Officer (CRO) and Chief Underwriting Officer (CUO).  With over 30 years of underwriting and product development experience, including time at Fireman’s Fund Insurance Company and CIGNA Insurance, Bob is primarily responsible for making sure the company is tracking our key areas of risk and making sure that our underwriting routines and price application are consistent with delivering a sustained top-tier performance. Bob spent his undergraduate years at the University of Oklahoma and earned an M.B.A. from Chapman University.