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Michael Calabrese has a diverse work experience spanning over a decade. Michael started their career as a Financial Analyst at General Motors in 2007 and worked there until 2009. Michael then joined Barclays Capital as a Vice President in Investment Banking in 2011, where they stayed until 2015. In 2015, Michael co-founded The Calo Group and assumed the role of Principal. Michael currently serves as the President of Control System Integrators, a company specializing in industrial control and automation systems since 2016.

Michael Calabrese attended Harvard Business School from 2009 to 2011, where they pursued an MBA with Distinction. Prior to that, they studied at the University of Michigan from 2004 to 2007, although the specific degree and field of study are not provided.