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Jim Gilligan started their work experience in 1978 as a Systems Technician at Nixdorf Computer. Jim then worked as an Engineering Technician at Atex Inc in 1985, and later joined BayBank as a Field Service Manager in the same year. At BayBank, they managed the field service support team and handled installation and maintenance of bank branch desktops, ATMs, and communications equipment. In 1996, they moved on to Fidelity Investments as a Regional Manager until 2006. From 2006 to 2019, they worked at United Way Mass Bay & Merrimack Valley, starting as a Business Analyst and later becoming the Sr. Director of Campaign Services. Currently, Jim Gilligan is retired from their position at In Search, which they started in 2019.

Jim Gilligan attended Arlington High School, but there is no information available regarding their degree or field of study. From 1974 to 1992, they attended Northeastern University, though their degree and field of study are unknown.