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Diane Pupparo has a wealth of work experience, beginning in 1996 as a Retail Cashier, Sales, and Management at Walmart, Rite Aid, and Cariloha. In 2010, they began working as a Personal Organizer while self-employed. From 2014-2020, they were a Floral Designer at Whitehouse Flowers and Madison Avenue Florist. In 2019, they worked as a Personal Banker at Tri Counties Bank. Currently, they are a Medical Records Clerk at Gastroenterology of the Rockies.

Diane Pupparo's education history began in 2009 when they attended Kaplan College. Diane then attended Hannibal High School in Hannibal, New York.