Cliff Libby

March 2, 2018
Executive Vice President & General Manager of Education
Digital Media Solutions
Matthew Goodman

Cliff Libby is the Executive Vice President and General Manager of Education for Digital Media Solutions, LLC (DMS), the fastest growing independent agency focused on performance marketing. In this role, Cliff oversees all lead generation websites, sales operations, affiliate marketing programs and call center activities surrounding the DMS education division. DMS currently owns and operates domains in the higher education space such as and, which connect with more than a million prospective students each month. Since its inception, DMS has evolved into an award-winning, full-service performance marketing company demonstrating incredible year-over-year growth which has earned recognition on the Inc. 5000 list in 2014, 2015, 2016, 2017 and 2018.

An accomplished leader in higher education marketing, Libby comes to DMS with incredible experience in entrepreneurial and high-growth environments. Prior to joining DMS, Libby held management roles at CourseAdvisor – which was later rebranded to Avenue 100 Media – during its pivotal time as a Washington Post subsidiary. Libby started his career in admissions at Wheaton College Massachusetts and has since held executive leadership roles in a variety of software and technology service companies focused exclusively in higher education. Cliff graduated with a BA in American Studies from Wheaton College Massachusetts, and earned his MBA from Boston University Questrom School of Business. He resides in the Boston, MA area with his wife and children.

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