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Cindy Webster has a diverse work experience spanning over several decades. Cindy began their career at BRUNO'S SUPERMARKETS in 1987, where they held various roles including Regional HR Manager, Store Manager, Customer Service Systems Specialist, and Corporate Auditor. In these roles, they were responsible for store management, including daily/weekly activities, projections, P&L, hiring and terminations, inventory management, and building displays. As the HR Manager, they handled discipline, interviewing, and hiring for 21 stores, implemented policies and procedures, and managed customer service and benefits. After their long tenure at BRUNO'S SUPERMARKETS, they worked as a Customer Engagement Leader at PetSmart from 2013 to 2017. Following that, they joined Hilton Garden Inn as an Administrative Assistant from 2017 to 2022. Currently, they are working as a Staff Accountant at Innisfree Hotels, starting in October 2022.

Cindy Webster completed their high school education at Fort Walton Beach High School from 1980 to 1983, earning a Diploma with a focus on Business/General. Following that, they attended Okaloosa Walton Junior College from 1983 to 1985, studying Business/Accounting. However, there is no information available regarding the completion of any degree at this institution.