The DreamBox Learning Management Team

Jessie Woolley-Wilson

Jessie Woolley-Wilson

President, CEO, and Board Chair

Jessie supports the broader K12 industry by serving on the boards of several educational organizations including the International Association for K12 Online Learning (iNACOL), Camelot, the Woodrow Wilson Foundation and Islandwood. Jessie has been a featured speaker at international events including TEDx Rainier, SXSWedu, and DENT. She was awarded the 2015 Executive Excellence Award in the CEO of the Year category by Seattle Business magazine; she was also on the Forbes “Impact 15” list for being a disruptor of education, and was honored as a “Woman of Influence” by Puget Sound Business Journal for making an impact in the EdTech industry.

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 of the Aspen Institute.

Jennifer Agustin

Jennifer Agustin

Vice President of Marketing

Jen brings more than 15 years of experience as a B2B marketer to DreamBox, most recently growing the Marketing Solutions business at LinkedIn. Prior to LinkedIn, Jen was the senior director of marketing at Bizo, where she helped the company build its content and lead generation functions, managed the social and product marketing teams, and ultimately helped contribute to Bizo’s $50m+ revenue run-rate until the LinkedIn acquisition. She currently leads marketing at DreamBox including PR, demand generation, content marketing, product marketing, and social strategy. Jen holds a BA in English Language and Literature from the University of Chicago.

Jason Bedford

Jason Bedford

Senior Vice President of Client Engagement and Success

A leader in sales, strategy and operations in education technology for more than a decade, Jason Bedford brings vast experience and expertise providing software-as-a-service (SaaS) solutions to the K–12 market. He directs client partnerships and leads the sales, marketing, professional services and support teams at DreamBox Learning while managing the company’s eastern regional office in Raleigh, NC. As a former teacher in urban and suburban public schools, Bedford offers a unique perspective on the value of integrating DreamBox Learning Math in the classroom and supporting educators with instructional quality transformation. Before joining DreamBox, Bedford served as VP Global Sales for Blackboard, a prominent learning management system provider. He was previously General Manager and EVP at Alert Now, a leading alert notifications solution.

Mark D Agostino

Mark D’Agostino

Vice President of Product Management

Mark D’Agostino has more than 20 years of experience helping organizations use data analysis and technology to solve complex problems and improve their effectiveness. Before joining DreamBox, D’Agostino was the Senior Vice President of Product Management at Applied Predictive Technologies. At APT he guided the development of innovative, software-as-a-service products that are used by more than 100 of the largest companies in the world to measure their impact and improve their effectiveness. In previous roles at Accenture China, Dean & Company, and Mercer Management Consulting, he consulted with leading companies in retail, consumer products, telecommunications, and other industries to identify and realize business improvement opportunities. D’Agostino is passionate about improving educational opportunities for all children and is a founder of the Grassroots Education Project, which has provided over 20,000 hours of volunteer service to students in Washington, D.C. He has a degree in Physics and Electrical Engineering from the Massachusetts Institute of Technology.

Nigel Green

Nigel Green

Vice President of User Experience

Nigel Green has extensive experience as both a teacher and software developer. Prior to moving to the United States in 1991 from his native Australia, Green was a K–8 educator and faculty member at the University of Melbourne. He has since worked at several startups, including spending eight years at Amazon.com. Green has designed many award-winning products and is the sole or joint inventor of more than 20 patents, and is responsible for much of DreamBox Learning’s effective Intelligent Adaptive technology. Green currently oversees many areas at DreamBox that contribute to the user experience, from the Intelligent Adaptive engine to how lessons are designed and written to data mining. He is a graduate of the University of Melbourne.

Todd Howson

Todd Howson

Vice President of Engineering

Todd Howson brings 15 years of software development experience ranging from startups to large-scale enterprise systems. He was previously Director of Engineering at Amdocs Interactive, where he ran a global software development organization building high-scale mobile transaction processing, content management, content discovery, content delivery, and reporting products for customers, including AT&T, Verizon, Sprint, T-Mobile, and American Movil. Prior to that position, he held various technical and managerial positions for Qpass, a mobile commerce startup that was acquired by Amdocs. Howson holds a BA from Washington State University with an emphasis in information systems and computer science.

Tim Hudson

Dr. Tim Hudson

Vice President of Learning

Dr. Tim Hudson is a learning innovator and education leader who frequently writes and speaks about the intersection of learning, schooling, and technology. At DreamBox, Dr. Hudson oversees the development of innovative learning experiences that engage students in mathematical thinking and provide teachers with useful information to support differentiation and personalization in their classrooms. He has spoken at national conferences such as ASCD, iNACOL, NCTM, and SXSWedu and along with DreamBox advisor Cathy Fosnot, co-authored the chapter “Classrooms Where Children Learn” in an NCTM book about Mathematics Intervention. Prior to joining DreamBox, Dr. Hudson spent more than 10 years working in public education, first as a High School Mathematics Teacher and then as a K–12 Mathematics Coordinator and Strategic Planning Facilitator for the Parkway School District in suburban St. Louis, MO. Follow his conversations on Twitter (@DocHudsonMath) and on the DreamBox Learning blog.

Maris Krieger

Maris Krieger

Director of Human Resources

Maris Krieger brings 15 years of human resources management experience to DreamBox Learning.  She has deep experience in talent acquisition and onboarding, leadership development, performance management, and employee engagement and retention.  Maris also brings expertise in organizational development and cultivating collaboration between HR and functional teams. She has experience at both private and publicly traded organizations and has played pivotal roles in multiple merger processes, organizing growing teams and aligning processes.  Before joining DreamBox, Maris worked as HRBP at ECONET and lead HR functions at Fazer, Nortal, and Swedbank (IT & Product Development division).