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David Roberts, CPCU, RPLU has extensive work experience in the insurance industry. David began their career at United States Liability Insurance Group as an Underwriter from May 2007 to October 2009. David then joined Gateway Specialty Insurance as Vice President from November 2009 to April 2012. After that, they worked at USLI as a Second Vice President, Regional Commercial Lines Team Leader from April 2012 to April 2014. In 2014, they joined Chubb as AVP Underwriting from April 2014 to August 2015, then as Vice President from September 2015 to March 2019, and finally as Senior Vice President from March 2019 to March 2021. Currently, they are working at Westchester, A Chubb Company, where they started as Senior Vice President, Head of Westchester Small Business from March 2021 to July 2023, and now serves as the Executive Vice President, Head of Westchester Digital & Middle Market.

David Roberts, CPCU, RPLU attended Penn State University from 2002 to 2006, where they earned a B.S. in Management. In addition to their bachelor's degree, David Roberts has obtained several certifications. These include the Chartered Property Casualty Underwriter (CPCU) certification from The Institutes, the Registered Professional Liability Underwriter (RPLU) certification from the Professional Liability Underwriting Society. David also holds a Producer License, Individual, and a Surplus Lines Insurance Broker License, Individual, both from the INSURANCE, PENNSYLVANIA DEPARTMENT OF. No information is provided regarding the specific months or years in which these certifications were obtained.