In 1981, Leonard was appointed to be a federal magistrate judge, a position he held until becoming a
U.S. Bankruptcy Judge in 1992. During his time with the bankruptcy court, Leonard was also active in the National Conference of Bankruptcy Judges. He served as a member of the Board of Governors, chaired the Endowment for Education, and was the editor-in-chief of the
American Bankruptcy Law Journal. In 2011, the
American Bar Association gave Leonard the prestigious Robert Yegge Award for his Outstanding Contribution to Judicial Administration.
Expired nomination to Fourth Circuit On December 22, 1995, President
Bill Clinton nominated Leonard to be an appeals court judge on the
U.S. Court of Appeals for the Fourth Circuit. Leonard was appointed to a newly created post. Almost immediately, Leonard's nomination ran into opposition from North Carolina Senator
Jesse Helms, who objected to Clinton's refusal to renominate Helms' preferred candidate,
Terrence Boyle. President
George H. W. Bush had nominated Boyle to that Fourth Circuit seat in 1992, but the
U.S. Senate never acted on the nomination, and the nomination lapsed with the end of Bush's presidency. The U.S. Senate did not hold a hearing or a vote on Leonard's Fourth Circuit nomination during 1996, and Clinton did not renominate him to the Fourth Circuit after his second term began in January 1997. That seat on the Fourth Circuit eventually was filled by
Roger Gregory, whose nomination by Clinton was never acted upon by the Senate. Clinton subsequently installed Gregory on the Fourth Circuit in a recess appointment in December 2000, and President George W. Bush gave Gregory a permanent appointment to the seat the following year.
Expired nomination to the U.S. District Court for the Eastern District of North Carolina On March 24, 1999, Clinton nominated Leonard to be a U.S. District judge for the United States District Court for the Eastern District of North Carolina. Leonard was nominated to fill the seat vacated by
W. Earl Britt, who took senior status on December 7, 1997.
The News and Observer reported on March 25, 1999, that the nomination was made at the request of then-Sen.
John Edwards, who is a close friend of Leonard. Helms then announced his opposition to Leonard's nomination because he had wanted to shift that open seat to the
United States District Court for the Western District of North Carolina. The Senate also did not hold a hearing or a vote on Leonard's District Court nomination in 1999 or 2000, and the nomination lapsed with the end of Clinton's presidency. == Academic career ==