Dee Lester lives in Virginia Beach and is a retired CPA (McPhillips Roberts and Deans; now BDO.) A graduate of the University of Richmond: Westhampton College and School of Business Administration (1971), she holds a BS in Business Administration with an emphasis in accounting. She was married to Harvey W. Roberts, III for 49 years (now deceased) and has three sons. In 2019, she married Harry T. Lester.

Her past affiliations include: Chesapeake Bay Academy (a school for children with learning differences), where she served on the Board 26 years as Founding Board member, Treasurer, Vice Chair and Board Chair (5 years), Chair of Capital Campaign Committee, and Search Committee for Head of School; the Episcopal Church of the Good Shepherd, Norfolk, where she has been a member for 40+ years and served two terms on the Vestry as well as on the Search Committee for a new rector; Heritage Bank where she served on the Board for four years, as well as on the Advisory Board for Southern Bank; Norfolk Yacht and Country Club, where she has served on the Board of Governors and as Tennis Committee Chair. She also has been affiliated with Junior League, King’s Daughters Circle for CHKD, Family Services, and the Harbor Front Garden Club.

In October 2019, she sponsored Virginia Humanities’ Tastes & Tales of Tangier event in Norfolk. Her other interests include tennis (some competitive leagues), gardening, travel, and reading.