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Brian Skasick began their work experience in 1994 at the Library of Congress, where they worked as a Copyright Tech until 2000. In 2001, they joined MissionSquare Retirement as a Senior Infrastructure Engineer, and they continue to hold this position.

Brian Skasick earned a Master's degree in Cyber Security from the University of Maryland Baltimore County, completing their education from 2013 to 2017. Prior to that, they graduated with a BS in Information Systems Management from the same university in 2001, after studying from 2000 to 2001. Before attending the University of Maryland Baltimore County, Brian Skasick pursued an education in Information Systems at Anne Arundel Community College. The duration of their studies at the community college was from 1994 to 2000. In addition to their formal education, Brian Skasick has also obtained several certifications, including Microsoft Azure: Networking Concepts from LinkedIn in June 2022, the MCSE certification from Microsoft in 2001, and certifications such as CEH and ITIL Foundation v3, although the specific dates of attainment for these certifications are not provided.