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Bill Gerstein has had a long career in education and in business. Most recently Bill led a major effort for the Chicago Public Schools to create a comprehensive community engagement strategy in the Humboldt Park community. Prior to that, he was the co-founder and principal of two small high schools. One was the School of Entrepreneurship, a small high school located within the South Shore High School campus in Chicago. In 2007 he left South Shore to start the Austin Polytech Academy in the Austin community. Mr. Gerstein was a high school social studies teacher and track coach for eight years before he became the owner/operator of a small chain of supermarkets (Mr. G. Finer Foods) in Chicago. While in business, Mr. Gerstein became actively involved in many community activities on the South Side of Chicago including public schools. In 1996 Mr. Gerstein sold his business as part of an effort to expand into a bigger location. After running a community-based organization, he obtained a master's degree in school administration. Working with the community and teachers he helped organize four small schools within South Shore High School as the school converted its structure from a comprehensive model to a campus of autonomous small high schools.

Bill currently works as a senior advisor to Leadership Greater Chicago.

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