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Jay Bergstein has a rich work experience spanning over several decades. Jay began their career in 1978 as an Owner/Producer at PLB, Inc. Jay later became President & CEO of the same company from 1992 to 1995. Moving on, they joined Insurance Resource Brokerage Group in 1995 as President & CEO until 2000. From there, they became Owner and President/Retail Insurance Operations of The Capacity Group of Companies from 2000 to 2018. In 2017, Bergstein worked as a Managing Principal at Capacity Group, an EPIC Company. Currently, they hold the position of Chief Operating Officer/Chief Marketing/Business Development Officer at All Trans Risk Solutions LLC since 2019.

Jay Bergstein attended Fairleigh Dickinson University from 1975 to 1979, earning a Bachelor of Science degree in Business Management. Prior to that, they attended James Madison High School from 1972 to 1975.