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Bob Orr started their work experience in 1968 as a Colonel in the U.S. Army, where they served until 1995. In 1996, they joined Strategic Insight, Ltd. as the Director of International Initiatives & Recruiter, and later became a Manager at the same company.

Bob Orr has a Bachelor's Degree in International Affairs / Political Science from Florida State University. Bob also attended the Inter-American Defense War College, although details about the degree and field of study are not provided. Additionally, Bob Orr completed a Masters Degree Program in Public Administration at Oklahoma State University.