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Michael O'Brien is an experienced executive currently serving as Executive Vice President at WinnCompanies since January 2014, where responsibilities include macro-management of a diverse real estate organization with nearly three thousand employees across twenty-three states. O'Brien plays a crucial role in new business development, government relations, and strategic initiatives. Prior to this position, O'Brien served as City Manager for the City of Worcester from March 2004 to January 2014, overseeing the city’s operations and strategic goals to enhance its stability and competitiveness. O'Brien earned a Bachelor of Science degree from the University of Massachusetts Amherst.