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Megan Oliver has had several work experiences throughout their career. Megan started working as a Life Insurance Marketing Sales Support/ Sales Desk Consultant at Baystate Financial Services in September 2008 and stayed until August 2011. Following that, they joined the Boys & Girls Clubs of America as a Regional Service Assistant from February 2012 to March 2013. Afterward, they began their tenure at Lenox Advisors in May 2013 as a Client Service Associate. Megan worked their way up to become an Assistant Vice President of Client Services in March 2018, and their employment at Lenox Advisors is ongoing.

Megan Oliver obtained their Bachelor of Science in Sport Management from Lasell University, where they studied from 2004 to 2008.