DreamBox Learning® Math Wins a 2015 CODiE Award for Best PK-12 Personalized Learning Solution!

Delivering over a million personalized math lessons to elementary and middle school students across the U.S. and Canada is making a difference—and is also being recognized by education leaders.


At the Education Industry Summit special awards reception and dinner in San Francisco on May 5, 2015, DreamBox Learning Math was honored as the Best PK-12 Personalized Learning Solution. We’re committed to providing a personalized learning experience to ensure that students at every learning level have the opportunity to meet their full potential.  That’s why we’re dedicated to continuous innovation, like our new middle school content and providing every lesson in Spanish.

We’re humbled and excited by this SIIA CODiE Award.

Recognition for our continuous innovation in education comes from The Software & Information Industry Association (SIIA), which governs the CODiE awards, is the principal trade association for software and digital content industries. The CODiE Awards are the only peer-recognized program in the content, education, and software industries, so winning serves as a deep market validation for a product’s innovation, vision, and overall industry impact. All education technology nominated products and services were first reviewed by a group of tech-savvy educators from across the nation, whose evaluations determined 82 finalists. SIIA members then reviewed these finalists and voted to select 28 CODiE winners by category, company, and product/service.

Being a CODIE winner again means so much to all of us at DreamBox Learning.

It signifies that education leaders recognize our commitment to a deeply personalized learning experience that supports all children to succeed. We love partnering with educators to help students become unstoppable mathematicians, and appreciate all of your support. Thank you!

Jessie Woolley-Wilson

Throughout her life and career, Jessie Woolley-Wilson has been driven by a singular belief that all children need and deserve high-quality learning opportunities, regardless of who they are or where they live. She believes that by supporting great teaching and learning, everyone wins: kids, families, communities and the world. Jessie has worked in the education technology space for nearly 20 years to support school and district leaders to improve learning and life outcomes for K-12 students.

Jessie joined DreamBox Learning® in 2010 as Chair, President, and CEO. The startup software company had pioneered Intelligent Adaptive Learning™ in 2006 and began partnering with schools soon after Jessie joined. Today, DreamBox serves nearly 3 million K-8 students and approximately 120,000 teachers. The company provided more than 350 million math lessons across the U.S. and Canada in 2017.

Jessie recently secured a $130 million investment in DreamBox from The Rise Fund, a global impact investing fund managed by TPG Growth. Prior to joining DreamBox, Jessie served as president of Blackboard’s K-12 Group and LeapFrog SchoolHouse, the K-12 division of LeapFrog Enterprises. Jessie also served in leadership positions at collegeboard.com, the interactive division of The College Board, and at Kaplan, the leading test preparation company in the U.S.

Jessie supports the broader K12 industry by serving on the boards of several educational organizations including Rosetta Stone, Newsela, the Western Governors University Board of Trustees, and Ursuline Academy. She is also a board member for Boeing Employees Credit Union, Pacific Science Center, and The Bullitt Foundation. She has been a featured speaker at international events including TEDx Rainier, SXSWedu, DENT and GeekWire Summit 2018.

Jessie is a two-time recipient of EdTech Digest’s EdTech Leadership Award for her work in transformative innovation in education and honored her as one of 2018’s Top 100 Influencers in EdTech. Seattle Business Magazine awarded Jessie the 2015 Executive Excellence Award in the CEO of the Year category and Forbes placed her on its “Impact 15” list for being a disruptor in education. The Puget Sound Business Journal honored Jessie as a “Woman of Influence” and 425 Magazine named her as one of eight “Unstoppable Eastside Women” for having a clear focus on the greater good. Additionally, The New York Times has profiled Jessie and her leadership style in their Corner Office column.

Jessie holds an MBA from Harvard Business School and a BA from the University of Virginia. She is also a 2007 Henry Crown Fellow and moderator for the Aspen Institute.
Jessie Woolley-Wilson