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Jeffrey Winkle has over 25 years of work experience. Jeffrey started their career at Restaurants on the Run, where they served as a Sales Director and Director of Internal Operations for over 13 years. Jeffrey then joined Auxilio and held various positions, including Director of Operations and Vice President of Operations Performance Management. In these roles, they were responsible for strategic account management, driving efficiency and profitability, and overseeing centralized processes and personnel. Winkle later joined CynergisTek, Inc. as Vice President of Regional Operations, where they focused on executing operational strategies and ensuring profitability for the company and its clients. Currently, they are working at Vereco Healthcare Solutions as the Senior Vice President of Service Delivery, responsible for aligning service delivery with the company's mission and goals, developing operational strategies, and setting financial targets.

From 2008 to 2009, Jeffrey Winkle attended Pepperdine Graziadio Business School, where they pursued an MBA degree. No further details regarding the field of study are provided.