 There being no law schools that would accept him in the South, he continued on to Howard University in Washington, D.C., one of the few universities to accept black graduate students, to study law and received his LL.B degree in Spring 1902.He was admitted to the bar, and along with another young lawyer, James A. Cobb, opened a law office in Washington D.C.The partnership ended in 1906, after Gregory started to work in the United States Department of the Treasury.