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James Gilewski has a long history of work experience in various fields. James began their career in 1975 with the United States Air Force as a Munitions Management Technician and Supervisor. In 1994, they moved on to the US Air Force Services as an Assistant Director Youth Activity Program and Sport Director. In 2000, they joined Lockheed Martin as a Property Coordinator Level VI. In 2003, they worked at DynCorp International as an Unexploded Ordnance Technician. In 2004, they joined CSC as a Warehouse Manager ITS-EPA. Finally, in 2010, they became a Task Manager ITS-EPA II at SCI Consulting. Throughout their career, they have been responsible for the control and protection of Government Owned Property and Material, as well as employee training and professional development.

James Gilewski attended Papa Juan XXIII.