 From 1931 to 1933, he worked part-time as a reporter for "The New York Times," and was associated with the private law practice of Arthur Garfield Hays—who, at the time and for 29 years, was also the storied general counsel of the American Civil Liberties Union.Maslow then joined the New York City Department of Investigation as an associate counsel under commissioner Paul Blanshard in Mayor La Guardia's first administration.In 1937 he joined the National Labor Relations Board as a Trial Attorney in New York City and, in 1941, as an Administrative Law Judge based in Washington, D.C.