He served as a law clerk to Justice Charles L. Levin of the Michigan Supreme Court from 1993 to 1994.

in Troy, Michigan, where he handled complex commercial litigation, criminal defense, and appellate matters before both state and federal courts.

[3] On May 23, 2014, Leitman ruled that Congressman John Conyers (D-MI 13th) could remain on the election ballot despite a dispute over the validity of signatures on his nominating petition.

Michigan election law requires at least 1,000 signatures of registered voters for a candidate to be included on a ballot; Conyers submitted 2,000 signatures, but most were ruled invalid by a county judge on the grounds that they were not collected by registered voters as required by law.

The constitutionality of this signature-gathering requirement was challenged in a lawsuit by the American Civil Liberties Union, and Leitman issued an injunction ordering that Conyers be put back on the ballot, finding that plaintiffs "have shown a substantial likelihood of success" and "time is of the essence".