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John Maccagnan began their work experience as the Director of Finance at Butler International in 1993, where they worked until 2005. From 2006 to 2010, they held the position of Director of Financial Analysis at Kroll. In 2010, they joined Mediacom Communications as the Vice President of Financial Operations. The specific end dates for their roles at Butler International and Mediacom Communications are not provided.

John Maccagnan attended Lehigh University from 1986 to 1990. John earned a Bachelor of Science degree with a major in Accounting. In 1999, they enrolled at Iona University for their Master's in Business Administration (MBA) with a specialization in Finance, completing their studies in 2000.