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David Winegrad has a diverse work experience spanning over several companies and roles. Currently, they serve as the Vice President of Product & Technology at Varis, where they lead the Varis Product & Technology team and oversees various components related to finance, payments, tax, shipping, and more. Prior to that, they worked at Office Depot for over 20 years, holding positions such as Sr Director of Product & Technology, Director of Information Technology, Sr IT Manager, and Lead Developer. At Office Depot, they led large teams, managed budgets, and implemented various technological solutions, including the implementation of EMV chip-enabled credit cards in retail locations. Before joining Office Depot, David also worked at W&W Consulting Group, Unbeatabledeals.com, Etensity, and American Management Systems in various roles.

David Winegrad received their Bachelor of Science degree in Information Systems from the University of Virginia from 1994 to 1998. David also obtained certification for the Advanced Leadership Program from Harvard Business Publishing in December 2019.