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Gwen Pflumm has worked in various roles since 2002. Gwen began as a Sales Associate at Famous Footwear in 2002, then a Cashier at Food4Less/FoodsCo in 2003, followed by Assistant Manager at Famous Footwear in 2005. From 2006 to 2013, they worked at Starbucks in various roles such as Shift Supervisor, Assistant Manager, and Barista. From 2013 to 2020, they worked at Mindbody in various roles such as Voice of the Customer Program Manager, Manager of Customer Support, Product Knowledge Team Lead, Product Knowledge Specialist, and Technical Support Specialist. In 2020, they became a Jr. Construction Draw Administrator at Land Gorilla. In 2021, they began work as a Customer Success Manager at ServicePro - A ServiceTitan Company and Manager of Customer Success and Customer Experience Specialist at Signos.

Gwen Pflumm attended Maui School of Therapeutic Massage from 2009 to 2010, studying Massage Therapy/Therapeutic Massage.