Bryant entered private practice in Washington, D.C., in 1948 and became a named partner at the firm headed by Charles Hamilton Houston, who had been dean of Howard Law School and served as legal counsel for the NAACP. At the time, the D.C. bar was still closed to African Americans. Bryant left private practice to serve as an Assistant United States Attorney in the District of Columbia from 1951 to 1954. He was one of the first black prosecutors in federal court in the capital. Returning to private practice in 1954, Bryant handled a number of prominent cases as a criminal defense lawyer. In 1957, he took a case to the United States Supreme Court, Mallory v. United States. In the case, Andrew Roosevelt Mallory, 19, had confessed to rape after 7½ hours of interrogation in a police station. He was convicted and sentenced to death. In a unanimous decision, the Supreme Court overturned Mallory's conviction because his arraignment was not accomplished "without unnecessary delay," violating the Federal Rules of Criminal Procedure. The case's holding formed the basis of the "McNabb-Mallory rule," a United States rule of evidence superseded by the broader protections later outlined by the Supreme Court in Miranda v. Arizona. While in private practice, Bryant also served as a law professor at Howard.
Federal judicial service
Bryant was nominated by President Lyndon B. Johnson on July 12, 1965, to a seat on the United States District Court for the District of Columbia vacated by Judge David Andrew Pine. He was confirmed by the United States Senate on August 11, 1965, and received his commission the same day. He served as the first African American Chief Judge of the court from 1977 to 1981. He assumed senior status on January 31, 1982, and continued to hear cases until just a few months before his death. His service was terminated on November 13, 2005, due to his death in Washington, D.C.
Notable cases
While on the bench, Judge Bryant presided over numerous high-profile cases. In May 1972, he threw out the results of the 1969 United Mine Workers of America union elections, after allegations of fraud and the murder of losing candidate Joseph Yablonski. Bryant scheduled a new election to be held in December 1972 and required that the United States Department of Labor oversee the election to ensure fairness. The winner of the disputed vote, W. A. Boyle, was defeated in the ensuing election; he was later convicted of Yablonski's murder. Bryant held in 1975 that Washington's height requirement for firefighters was illegal, in 1979 that the government's searches of the offices of the Church of Scientology were unconstitutional, and was the first judge to order President Richard Nixon to turn over his audiotapes in connection with civil lawsuits in the Watergate affair. In Inmates of D.C. Jail v. Jackson, he found that conditions in D.C. jails violated the Eighth Amendment's ban on "cruel and unusual punishment." He said that he had listened to corrections officials' promises of improvement "since the Big Dipper was a thimble."
Honors
In 2003, his fellow judges at the U.S. District Court for the District of Columbia had requested that the new annex at the E. Barrett Prettyman United States Courthouse be named after him. This proposal was signed into law by President George W. Bush two days before Judge Bryant's death in 2005.