Jessie Woolley-Wilson

Jessie Woolley-Wilson is an influential leader in the EdTech space, serving as the Chair, President, and CEO of DreamBox Learning, a company renowned for its adaptive learning technologies tailored for K-8 mathematics education. Under her leadership, DreamBox has become a beacon of innovation in education. A two-time recipient of EdTech Digest’s “EdTech Leadership Award” and featured in Forbes’ “Impact 15” list, Jessie has also received accolades as a “Top 100 Influencer in EdTech.” Her insights and contributions have been recognized in The New York Times, and she has shared her expertise at prestigious events like TEDx Rainier and SXSWedu. With extensive experience on boards such as Rosetta Stone and Western Governors University