He was admitted to the New York State Bar Association in 1953. After he passed the bar, he worked in the litigation department for Dreyer & Traub. In 1954, he became the in-house counsel for Goldman-DiLorenzo (founded by Sol Goldman and Alex DiLorenzo). Between 2000 and 2005 Ross was in the supervisory council (Aufsichtsrat) of TD Trump Deutschland, planning to purchase or build a Trump Tower in Germany.