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Vivian Tuccillo-Giglio began their work experience in 1992 as a Tour and Travel Reservationist at TWA Getaway Vacations. Vivian then moved on to Stout's Transportation in 1993, where they served as the Vice President of Operations. In this role, Vivian was responsible for creating a conducive environment for staff and ensuring the smooth flow and connectivity of all departments. Vivian also addressed emergent problems, implemented systems to prevent recurrences, and mentored staff to facilitate company-wide improvements.

Vivian Tuccillo-Giglio attended Bordentown Regional High School from 1980 to 1984. Vivian later pursued a certificate in Creative Problem Solving from the University of Michigan. Additionally, they earned another Certificate in Improving Communication Skills from the University of Pennsylvania.