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Jess Gallagher started their work experience in 1996 at Crate & Barrel, where they worked in store design and visual merchandising until 2000. Jess then moved on to SmartBargains, Inc, where they worked as a Manager of Merchandise Programming from 2000 to 2008. Jess then joined Rue La La in 2008 as Vice President of Programming, a role they held until 2014. At that point, they joined M.Gemi as Vice President of Programming, where they continue to work.

Jess Gallagher attended the University of Massachusetts Amherst, but the specific details such as the start and end year, degree name, and field of study are unknown.