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Prior to coming to the public sector, Gregg served 12 years as the Financial Director at Supportive Services Corp, a non-profit agency that administered programs funded by federal, state, and local governments. Before his tenure at Supportive Services Corp, Szymanski spent 5 years at Toski, Schaefer and Co, a local accounting firm that specialized in governmental and non-profit clients. Szymanski also worked at Benderson Development Company and M&T Mortgage Corporation.
He earned an Associates Degree in Business Administration from Erie Community College and a Bachelors Degree in Accounting from Daemen College. He lives in Buffalo with his wife and daughter.