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Lary Stephens II M.S has extensive work experience in the insurance industry. Lary started as a Commercial Regional Sales Executive at Church Mutual Insurance Company in 2002 and worked there until 2014. From 2014 to 2017, they worked as a Commercial Real Estate Consultant at Lindsay Insurance Group, Inc. Then, they moved on to AAA, where they served as an Educational Consultant from 2017 to 2019. In 2019, they joined USI Affinity as a Professional Liability Advisor until 2020. Currently, they are working at USI Insurance Services, starting off as a Consultant specializing in not-for-profits and Property Managers on risk management and cost-efficient insurance solutions. Later, they took on the role of Mid-Atlantic North Regional Marketing Lead.

Lary Stephens II M.S graduated from Wilmington University in 2008 with a Master's degree in Human Resource Management. Additionally, they hold certifications in Property & Casualty from institutions in Delaware, Pennsylvania, and Maryland.