Matthew Small

President & Chief Executive Officer


With more than 20 years of experience in higher education, Matt joined Symplicity from Blackboard where he held numerous leadership positions, including General Counsel, Chief Business Officer and President, International.

At Blackboard, Matt led several major company transactions, including the acquisition and integration of the SA Cash division of Student Advantage, Inc. in 2003, Blackboard’s initial public offering in 2004, the acquisition and integration of WebCT, Inc. in 2006, the public convertible debt offering and acquisition and integration of Xythos Software, Inc. in 2007, the acquisition and integration of The NTI Group, Inc. in 2008, and acquisition and integration of ANGEL Learning and Terriblyclever Design LLC in 2009. Matt also led the acquisitions of Elluminate, Wimba, Presidium Learning in 2010 and Moodlerooms, Netspot and Txttools in 2011. Prior to his role as President, International, Matt served as the company’s General Counsel and Head of Business Development, Marketing and Sales Operations.

Matt has been recognized with many awards and recognitions throughout his career. In 2006 and in 2008, Matt was named one of Washington, D.C.,’s “Top 40 Lawyers Under 40” by Washingtonian Magazine and in 2008 he was named one of Inside Counsel Magazine’s top 10 MVP GC’s in the USA and one of the “Top 40 Graduates Under 40” of the University of Connecticut.

Before joining Blackboard, Matt was in private practice at the law firm of Testa, Hurwitz & Thibeault LLP where he planned, structured and negotiated a broad range of technology company transactions, including public and private mergers and acquisitions, equity and debt financings, public offerings, joint ventures and complex licensing transactions.

Matt is deeply committed to partnering with the global higher education community to redefine student and institutional success by leveraging Symplicity’s smart, innovative technology.