Dianna Winegarden

Advisor at PopSmartKids

Dianna Winegarden is currently VP of Client Success at DreamBox Learning®, the company that pioneered Intelligent Adaptive Learning™ technology used in schools and districts across the United States, Mexico, and Canada. Prior to her role at Dreambox, Dianna was COO for Level Technology, a company that is redesigning financial services to better meet the needs of those facing income volatility. Dianna has a mixture of experiences as an early stage founder and an executive at enterprise software companies.


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