Nathan Bennett Fleming is an interdisciplinary constitutional law scholar who specializes in state and local government law, the law of democracy, and issues of justice at the intersections of law, race, politics, and higher education. Professor Bennett Fleming's work has been published in the Harvard Anti Racism Policy Journal and the Oklahoma Law Review. Prior to Wake Forest, he was at DePaul Law in Chicago where as a fellow, he organized the law school's inaugural Racial Justice Initiative—studying and advocating for vulnerable communities in Chicago.

Prior to his fellowship, Professor Bennett Fleming served as shadow U.S. Representative for the District of Columbia, an elected advocate to Congress on issues related to DC statehood and other federal matters. His work was instrumental in the passage of the historic DC Statehood legislation in the House of Representatives in 2020 and 2021. He also served as a legislative and committee director at the DC Council where he authored several pieces of legislation to expand educational, housing, employment, and community equity throughout Washington DC.

Immediately following law school, Professor Bennett Fleming taught appellate advocacy as an adjunct professor at the University of the District of Columbia David A. Clarke School of Law. He was awarded the Yale Entrepreneurship Fellowship and named one of the Top 40 African Americans Under 40 by Jet Magazine in 2013. In 2022, he was named one of the Top 40 African American Lawyers Under 40 by the Young Lawyers Division of the National Bar Association.

While in law school, Professor Bennett Fleming worked at Alston & Bird, Patton Boggs LLP, and the House Financial Services Committee. He also served as an editor for the Berkeley Journal of African American Law and Policy and the Harvard Journal of African American Public Policy. Prior to law school, Professor Bennett Fleming worked at Goldman Sachs in New York City and served as the Deputy National Director of Black Faith Outreach on the Kerry-Edwards presidential campaign, as a Staff Assistant for Congresswoman Eleanor H. Norton (D-DC), and as a Regional Field Director on Sen. Ben Cardin's (D-MD) first campaign for the Senate.

Professor Bennett Fleming has been featured or quoted in the Washington Post, the New York Times, Fast Company, Venture Beat, Black Enterprise, NPR's All Things Considered, Yahoo News, and the NBC Nightly News among others.