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Chris Benjamin has a diverse work experience spanning over several years. Chris started their career as a Loan Officer at Loyola Federal Savings Bank in 1991 and continued in the same role until 1996. Chris then joined SunTrust Mortgage as a Sr. Loan Officer, where they worked until 2002. In 2003, they transitioned to Chesapeake Mortgage LLC and served as a Regional Branch Manager until 2011. During this time, they also started their own business called Sweet Serenity Chocolates, which they owned and managed from 2011 to 2017. After selling their business, Chris joined PrimeLending as a Sr. Loan Officer from 2011 to 2016. Currently, they are working as an Assistant Vice President at Community Bank Delaware, a position they have held since 2016.

Chris Benjamin attended Salisbury University from 1989 to 1993. Chris earned a Bachelor of Science (BS) degree in Finance and Psychology.