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Dennis Creegan started their work experience in 1985 as the VP of Loan Accounting at Fleet Mortgage Corporation. Dennis then moved on to Universal Mortgage Corporation in 1995, where they held various roles such as CFO and Controller until 2010. Currently, they are serving as the Chief Financial Officer at Waterstone Mortgage Corporation since November 2010.

Dennis Creegan attended Marquette University from 1975 to 1979, where they earned a Bachelor of Science degree in Finance/Accounting.