Jessie is the operating partner for Owl Ventures and the former president and CEO of DreamBox Learning. Prior to joining DreamBox, Jessie served as president of Blackboard’s K-12 Group and LeapFrogSchoolHouse, the K-12 division of LeapFrog Enterprises. She also has held 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 holds an MBA from Harvard Business School and a BA from the University of Virginia.