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Michael Cregge has a vast work experience that includes positions in Systems Planning and Analysis, the United States Navy, and the United States Department of Defense. In Systems Planning and Analysis, they worked as a Program Manager for Submarine Platforms starting in 2004. Prior to that, Michael had a long and successful career in the United States Navy, serving as a Submarine Officer for 28 years. During their time in the Navy, they held various positions including division officer assignments, Weapons Officer, Engineer Officer, Navigator/Operations Officer, Executive Officer, and Commanding Officer. Michael also served as the Director of the Operational Support Division from 1997 to 1999. In the United States Department of Defense, Michael worked as the Deputy Assistant for Navy Strategic Programs from 2000 to 2004.

Michael Cregge obtained a Bachelor of Science in Mechanical Engineering from the United States Naval Academy in 1976. In 1999, they attended the Industrial College of the Armed Forces, where they earned a Master of Science in National Resource Strategy with a focus on Economics, Finance, and Logistics. In 1976, they also attended the Naval Nuclear Power School, although no degree or field of study information is provided for this program.