Robert Cleveland

Robert Cleveland is a seasoned insurance professional with extensive experience in product management and risk analysis. Currently serving as a Senior Product Manager at Cypress Property & Casualty Insurance Company since April 2023, Robert previously held the position of Product Manager for Florida Insurance at AAA-The Auto Club Group from October 2019 to March 2023, where a notable achievement included increasing premium by 50% to a $500M book. Additional experience spans roles such as Risk and Safety Manager and Senior Corporate Risk Analyst at Bloomin' Brands, along with Product Manager for Commercial Lines at Bankers Insurance Group, where Robert drove a 36% increase in net income. Robert's career commenced at Cincinnati Financial Corporation, where responsibilities included underwriting commercial lines. Robert holds an MBA in Finance and Strategy from The Ohio State University Fisher College of Business and a BA in Economics from The University of the South.