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Winona Robertson has extensive work experience in various roles and industries. Winona started their career at the Institute of Modern Procedures in 1985 as a Systems Development Manager and Business Analyst, where they managed a team and developed interactive systems for Naval Sea Centers. In 1988, Winona joined RMIC as an Applications Developer and later became the Support Services Manager, responsible for establishing the IT Help Desk and managing customer support. Winona then took on the role of Project Management/Process Improvement Manager, where they led business process analysis and improvement projects. Winona further progressed in their career at RMIC as the Strategic Consulting Manager, overseeing the strategic direction and tactical activities of a team and implementing best practices in IT requirements management. Winona'smost recent position at RMIC was as Director of Business Continuity & IT Services, where they managed the enterprise-wide Business Continuity Program.

Winona Robertson attended Catawba College from 1981 to 1985, where they obtained a Bachelor of Arts degree in Computer Science & Mathematics. Prior to their college education, Winona attended Davie High School, although no specific dates or degrees were provided during this time.