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Carolyn Rogers started their work experience in 2005 as the Director of Individual Planning at Greenberg, Wexler & Eig, LLC, where they worked until 2015. From 2015 to 2016, they served as an Insurance Advisor at the same company. In 2016, Rogers joined Howard Insurance as the Vice President, a role they continue to hold.

Carolyn Rogers obtained their Bachelor's degree in International Relations and Affairs from The George Washington University, where they studied from 2000 to 2004. Carolyn also holds additional certifications, including a Chartered Financial Consultant obtained in April 2012 from The American College of Financial Services, and a Chartered Life Underwriter obtained in February 2010 from the same institution.