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Oliver Garfield has a diverse work experience in the retail industry. Oliver began their career at Bloomingdale's in 2004 as an Assistant Sales Manager. In 2005, they moved to Cos Bar where they held various roles over the years. Oliver started as Vice President and later transitioned to the role of COO. Oliver then became Co President and a Board Member at Cos Bar. Finally, in March 2021, they were appointed as the Chief Executive Officer of the company.

Oliver Garfield attended Tufts University from 2000 to 2004, where they earned a Bachelor of Science (BS) degree in Economics.