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Mike O. has a diverse work experience spanning multiple industries. Mike started their career in 2002 as a Manager at EXPRESS and worked there for nine years. From 2006 to 2008, they served as an Assistant Branch Manager at Domestic Bank. In 2011, they became a General Manager at dELiA*s, and the following year, they joined J. Jill as a Manager in Retail Operations, a role they held until 2017. From 2017 to 2022, Mike O. worked at Brahmin Leather Works, where they served as Director - Direct to Consumer. Currently, they are the Director of Retail Operations at J. Jill, starting in June 2022.

Mike O. studied at the University of Rhode Island, where they pursued Bachelor's degrees in both Spanish Language and Literature and Business Administration. No specific start or end year for their education is provided.