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Kai Vandegrift has a diverse work experience spanning multiple companies and roles. At Derive Systems, they served as the VP of Supply Chain, overseeing the procurement and delivery of supplies and materials. Prior to this, they were the Director of Supply Chain, providing leadership and ensuring service level expectations for quality, cost, and delivery were met. They also worked as an Operations Quality/Test Engineer, evaluating suppliers and leading resolution efforts.

At Conelec Electronic Manufacturing, Kai held several positions, including Senior Manager and Production Manager - Test. In these roles, they managed teams, led project planning and development of test fixtures, and supported failure analysis activities. They also worked as an AOI/SPI Programmer, responsible for programming Printed Circuit Board Assemblies (PCBAs) and ensuring compliance with customer specifications. Additionally, they started their career as a Test Technician at Conelec Electronic Manufacturing.

Before joining Conelec Electronic Manufacturing, Kai worked as an IT Technical Analyst at the University of Central Florida - College of Engineering & Computer Science.

Kai Vandegrift earned an Associate of Science degree in Computer Software Engineering from ITT Technical Institute-Lake Mary in 2005. The end year of their education for this degree is not provided.