DreamBox Learning Board of Directors

Jessie Woolly-Wilson

Jessie Woolley-Wilson
President, CEO, & Chairman of the Board

Jessie brings nearly two decades of experience in K-12 eLearning and education technology to DreamBox Learning. 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.

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. She was named as one of five “Leaders to Watch” in EdNET’s Best for 2011, a peer recognition program. 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.

Reed Hastings
Co-founder, Chairman and CEO of Netflix

Reed co-founded Netflix in 1997 and led the successful growth of the company to over 10 million subscribers. Reed is an active educational philanthropist and board member of many non-profits. He was President of the California State Board of Education from 2000 to 2004. He has led successful statewide political campaigns for more charter public schools and easier passage of local school bonds. In addition, Reed is a founding member of NewSchools.org, Aspire Public Schools, Pacific Collegiate School, and EdVoice.net.

In March 2010, Barron’s included Reed among its 30 most respected CEOs of the year. Reed is also on the board of directors of Microsoft and Facebook. Earlier in his career, Reed founded Pure Software, which he built into one of the world’s 50 largest public software companies.

Reed received a BA from Bowdoin College in 1983 and an MSCS degree from Stanford University in 1988. He holds several patents. Between Bowdoin and Stanford, Reed served in the U.S. Peace Corps as a high school math teacher in Swaziland.

Kevin Hall
CEO and President, Charter School Growth Fund

Kevin has been CEO and President of Charter School Growth Fund since 2009. Previously, he served as Chief Operating Officer of the Broad Foundation. Kevin is also a co-founder and former senior vice president of business development of Chancellor Beacon Academies, which manages public charter and private schools across the United States.

Earlier in his career, Kevin served as senior vice president of infoUSA, a publicly traded information services company, as well as held positions at McKinsey & Co., Goldman, Sachs & Co., and Teach For America. He has served as an elementary school teacher and as a teaching fellow at Harvard University.

Kevin received a bachelor’s degree with honors in political science and economics from Swarthmore College and an M.B.A. from Harvard Business School.

John Danner

John Danner, former CEO and co-founder of Rocketship Education -- a national network of schools established to eliminate the elementary-age achievement gap in high poverty neighborhoods -- John has been a pioneer in the Personalized Learning arena. He has also served as a teacher in the Nashville public school system for three years. He co-founded Sacred Heart Nativity School, a private Catholic middle school for at-risk Latino boys in San Jose. John previously served as the Chairman of the Charter School Resource Center of Tennessee, and assisted with the establishment of 12 charter schools in Tennessee. He also served as a founding director of KIPP Academy Nashville, a charter middle school in Nashville.

Prior to his work in education, John founded and served as CEO of NetGravity, an Internet advertising software company. John took NetGravity public and sold the company to Doubleclick in 1999.

John holds a Bachelor’s and Master’s Degree in Electrical Engineering from Stanford University and a Master’s Degree in Education Policy from Vanderbilt University. John is the 2010 winner of the Aspen Institute’s John P. McNulty Prize, and a Henry Crown Fellow at the Aspen Institute.

Paul Holland
General Partner, Foundation Capital

Paul Holland joined Foundation Capital in 2002. Before joining Foundation Capital, Paul was Senior Vice President of Worldwide Sales at Kana Communications, a leading supplier of Enterprise Relationship Management solutions to strategic e-businesses. Paul built a team of over 350 people that secured more than 900 customers worldwide, helping Kana become one of the top ten IPOs of 1999.

Before Kana, Paul was a Vice President and General Manager for another highly successful start-up, Pure Software, helping raise its market value from $2 million to over $1 billion in his five-year tenure there. Pure had the second most successful IPO of 1995 and was later acquired by Rational Software. Paul began his professional career at SRI International (formerly the Stanford Research Institute).

Paul currently serves on the board of directors for Averail, CalStar Products, Coverity, Inside View, and Serious Energy; is a board observer for Chegg and MobileIron; and was previously on the board of directors for Talking Blocks (acquired by Hewlett-Packard), RouteScience (acquired by Avaya), TuVox (acquired by West) and Ketera (acquired by Rearden Commerce). Paul is also the former President of the board of the Western Association of Venture Capitalists.

Paul received a BS from James Madison University, an MA in Foreign Affairs from the University of Virginia; and an MBA from the University of California at Berkeley. Paul was the originator and co-executive producer of the highly acclaimed documentary on early days of the Silicon Valley called, "Something Ventured".