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Drew Childress has a diverse work experience, starting with a Finance Intern role at AXA Advisors, LLC in 2009. Drew then moved on to become the Director of Personal Training Division at Gold's Gym in 2011. From 2012 to 2013, Drew worked as a Senior Territory Manager at Madison Avenue Incorporated. Drew then transitioned to the financial sector, working as a Financial Advisor at AXA Advisors from 2013 to 2015, and later at Merrill Lynch from 2015 to 2018. In 2018, they joined Nu Look Home Design as a Senior Sales Associate. Currently, Drew serves as a Senior Account Executive & Team Lead at Leap since 2020.

Drew Childress earned an Associate's degree in Business Administration, Management and Operations from Anne Arundel Community College. This educational achievement occurred between 2009 and 2011.