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As President of K12 at Blackboard Inc., Jessie Woolley-Wilson brings more than fifteen years experience in the education industry to Blackboard. In her role, she oversees Blackboard’s growth and development strategy focused on elementary and secondary education.
Jessie brings a tremendous amount of knowledge and experience in helping schools implement technology programs that really impact student learning.
Prior to joining Blackboard, she served as executive vice president at LeapFrog Enterprises and President of the Education and Training Group, the school division of LeapFrog Enterprises. She previously served as vice president of marketing at LeapFrog, where she was instrumental in establishing SchoolHouse as a leader in education technology and as one of the fastest growing educational software producers.
Throughout her fifteen-year career in the education industry, Jessie has held several leadership roles in general management, marketing, and business development. She has extensive experience managing start-ups, turnarounds, and high-growth environments. Prior to joining LeapFrog, Jessie was vice president of marketing College Solutions at collegeboard.com, the interactive division of The College Board. In addition, Jessie was part of a three-member executive team that built MyRoad.com, an innovative company that helped middle school, high school, and college students prepare for college and careers, before it was acquired by The College Board in 2001.
Jessie began her career in education at Kaplan, where she held roles as regional area director of the Southern California Test Prep Service Centers and executive director of Pre-College and Pre-Graduate testing programs (PSAT, SAT, LSAT, GRE, and GMAT). She was also president of Crimson & Brown Associates, a diversity recruiting firm and Kaplan's first acquisition in the career industry.
Jessie received her MBA from the Graduate School of Business at Harvard Business School and her BA in English from The University of Virginia. She is a 2007 Henry Crown Fellow at the Aspen Institute and is on the board of Reading is Fundamental, the National Education Association Foundation, and the Partnership for 21st Century Skills. | 