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Penny Westbury has a diverse work experience spanning over two decades. Penny started their career as an IT Global Support Services Manager at the Society of Petroleum Engineers, where they managed the day-to-day operations of IT support personnel and implemented a global support desk. Penny then joined Cinemark as a Manager, Sales and Management Systems, where they were responsible for implementing a new support team and developing career paths for growth. Penny later worked as an IT Operations & Support Services Manager at Air Medical Group Holdings, overseeing operational and support delivery for air and ground ambulance services. Penny also served as the VP of Communications at DFW HDI Chapter, where they designed and implemented communication strategies. Most recently, Penny worked at Aspira as a Senior Manager, Warehouse Operations and Support, providing leadership for reservation and licensing technology, warehousing, distribution, and fulfillment operations. Currently, they are the Director of Customer Support Services at DarioHealth Corp.

Penny Westbury attended Calvary Baptist Academy until 1985, but there is no information available about the degree or field of study. Penny also has additional certifications in ITIL, including Continual Service Improvement, Foundations, Service Operations, and Service Strategy, but no specific details about where or when they obtained them.