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Jessie W.
CEO & President

Jessie brings nearly two decades of experience in K-12 eLearning and education technology to DreamBox Learning. Throughout her career in the education industry, Jessie has held several leadership roles in general management, sales & marketing, operations and business development. Most recently, Jessie served as President of K12 & K-20 Strategy at Blackboard where she led Blackboard’s growth and development strategy for the K12 group. Prior to joining Blackboard, she served as President of LeapFrog SchoolHouse, the schools division of LeapFrog Enterprises, where she was instrumental in establishing SchoolHouse as a leader in education technology and one of the fastest growing educational software producers in the U.S. Jessie has also held leadership positions at collegeboard.com, the interactive division of The College Board; MyRoad.com, an e-learning company that helped middle school, high school, and college students prepare for college and careers; and Kaplan, the leading test preparation company in the US. Jessie received her MBA from Harvard Business School and her BA in English from The University of Virginia. She is a 2007 Henry Crown Fellow of the Aspen Institute and serves on several boards of non-profit organizations, including the National Education Association Foundation, the Partnership for 21st Century Skills, the Ron Brown Scholars Program, and Editorial Projects in Education Inc. (EPE), which publishes Education Week. Jessie has also served on the World Economic Forum’s Global Agenda Council on Technology and Education, an independent international organization committed to improving the state of the world by engaging leaders in partnerships to shape global, regional and industry agendas.

Sherry B.
Director of Education Programs

Sherry brings deep experience in mathematics education. She has been a strong voice in the mathematics education community for more than 20 years. She worked for more than 15 years with Marilyn Burns and was CEO/President for Math Solutions. Earlier in her career she taught in Bellevue Public Schools, WA, later becoming a district professional developer and the K-8 district math coordinator. In her role as district mathematics coordinator she developed one of the first district math coach models in the country and later developed a site-based leadership team model for Math Solutions. As a mathematics educator she has presented at numerous conferences around the country, and supported school districts in defining their mathematics programs and the professional development that would support them. Sherry has also created numerous math education courses for teachers and consulted on math education publications for teachers.

Neal M.
Curriculum & Instructional Designer

Neal is a Curriculum & Instructional Designer with ten years teaching experience in Grades 4 – 6. He has taught in both public and charter schools with both ELL and Highly Capable populations in California and Washington State. While in California, Neal was additionally responsible for coordinating math adoption for grades K – 6. In Washington, Neal worked on piloting a classroom set of netbook computers, developed district technology standards for grades K-8, and served as a trainer for district-wide adoption of interactive whiteboards.
Neal received a BA in Political Science from Drew University, and a MA in Education from Loyola Marymount University. Neal became a National Board Certified Teacher in 2008 as a Middle Childhood Generalist. He holds Professional Teaching Certificates in both California and Washington State.

Casey D.
Director of Product Marketing

Casey works with the DreamBox development team in building new products and features for our school and district customers, and manages new product introductions for DreamBox Learning. She solicits feedback regarding new features, products, and enhancements that would be valuable to educators and works with the DreamBox development team in prioritizing new feature and product development projects. Casey also works closely with our customers to develop case studies of DreamBox use and implementations, and partners with industry experts and DreamBox customers in creating the DreamBox executive briefing series.

Prior to joining DreamBox Learning Casey worked as the Director of Global Product Marketing for Getty Images Entertainment division, where she enjoyed attending Film Festivals and Fashion Weeks and read far too many entertainment magazines. While at Getty Images she also launched developed celebrity portraiture and entertainment video offerings for global media customers. Casey also worked as the Director of Marketing Communications for BagBorroworSteal.com where she managed the promotion around the inclusion of the company in The Sex and the City Movie.

David G.
Customer Support

Before DreamBox Learning, David honed his technical support and communications skills with a number of companies, most notably Nintendo of America, PBS and the Nebraska Journal-Leader. He has accrued nearly 15 years in the field of customer assistance, and draws inspiration from his education and experiences in the fields of programming, system administration, graphic design, psychology and entertainment. For David, customer service goes beyond the job; it’s a passion for helping others, and the thought of having a positive effect on a person’s life experience – even if it’s only for a moment – that truly motivates him.

When he isn’t assisting DreamBox Learning’s customers, or hanging out with his wife and daughter, David writes short stories, designs Crossword and Picross puzzles, creates music, draws animations, and cooks.

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