Maddox is a Senior Policy Advisor in Holland & Knight's Public Policy & Regulation Group, providing legislative and regulatory counsel to a broad range of clients, including Fortune 100 companies, foundations, major universities and nonprofits. Previously, Maddox was principal for a Washington, D.C., government relations firm where she directed its Education Sector Group. She served as an assistant secretary at the U.S. Department of Education during the Bush Administration and, prior, on Capitol Hill for House Leadership, including Speaker Newt Gingrich (R-Ga.) and House Republican Conference Chairman J.C. Watts Jr. (R-Okla.). Maddox is a Trustee on the Board of the Woodrow Wilson National Fellowship Foundation and member of the American Action Forum's Leadership Team.