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Cunningham is an assistant professor in the Law School and LBJ School of Public Affairs at the University of Texas at Austin. His teaching and research interests include labor economics, urban economics, economics of crime, and microeconometrics. Previously, he held positions as an assistant professor at Cornell University, the University of Memphis, and Portland State University, where he taught urban economics, econometrics, labor economics, and economics of race and discrimination. Cunningham was also a faculty affiliate at the PSI Center for Workplace Diversity and Inclusion and the Data Science Cluster at the University of Memphis, and served as a research affiliate at the Center for Studies in Demography and Ecology at the University of Washington. He currently holds professional memberships in the American Economic Association, the Southern Economic Association, the American Law and Economics Association, the Racial Democracy, Crime, and Justice Network, and the National Economic Association.