Barry passed the CPA examination in 1955 and has been practicing as a CPA on his own account or with various firms since then. He served in the army 1956-1958. In 1962 he received a JD degree and passed the Maryland Bar examination. In 1992 he became qualified as a Certified Financial Planner, which license is not currently active. He had served two years as treasurer of Beth Israel Congregation.
In July 2006 he became part of the Glass Jacobson team, serving in the tax department.