Jessie Woolley-Wilson

Jessie Woolley-Wilson is a prominent figure in the education industry, noted for her innovative work and transformative leadership, having received multiple accolades and awards, including being named a 'Top 100 Influencers in EdTech' and making Forbes' 'Impact 15' list.

With a background in business development, marketing, sales, and operations, Jessie has an impressive track record of penetrating new markets, accelerating market share expansion, and driving revenue growth, especially in the education technology sector.

She holds a BA from the University of Virginia and pursued further studies at Harvard Business School in 1990, solidifying her academic foundation for her career.

Currently serving as the President and Chief Executive Officer at Dreambox Learning, Jessie has also held key roles in various organizations such as Quizlet, Rosetta Stone, Blackboard, and Leapfrog Schoolhouse, showcasing her extensive leadership experience.

As a seasoned executive, she has excelled in product development, new product launches, and product management, focusing particularly on the education industry in recent years.

A sought-after speaker, Jessie Woolley-Wilson has graced prestigious events like TEDx Rainier, SXSWedu, DENT, GeekWire Summit, and the ASU GSV Summit, sharing her insights and expertise with diverse audiences.

Her contributions extend beyond her roles in executive positions, having served on notable boards like Rosetta Stone and the Western Governors University Board of Trustees, further amplifying her impact within the education sector.