Jim attended Nichols College in Dudley, Massachusetts, as well as the Vale Tech Property Training Program in Pennsylvania. He worked as a residential loss adjuster for Liberty Mutual, Sentry Insurance and Holyoke Mutual Insurance Company before becoming a Public Adjuster in 1998. He was also a licensed real estate appraiser in Massachusetts for 15 years. Jim is actively involved in Central Massachusetts youth sports. He is licensed in Massachusetts, Connecticut, Rhode Island, Florida, New Jersey, and Louisiana.