He is a partner in the law firm Jennings, Jennings & Fishman near Boston. He earned his law degree from Massachusetts School of Law, where he served as Managing Editor of the Law Review. He earned his undergraduate degree in Political Science from the University of Massachusetts. As a lawyer, he has conducted numerous civil trials in the State and Federal Courts. Much of his work has involved business disputes and business litigation. He also has expertise in new business formation, contracts, employment, real estate, finance, estate planning, estate administration, and trust formation.