Saylor founded The Saylor Foundation, which focuses on providing free and open educational resources. The foundation supports the creation and distribution of free online courses and educational materials.

Saylor has been a strong advocate for open educational resources (OER) and has actively supported initiatives to make education more accessible and affordable. The Saylor Academy provides tuition-free education.

While the Saylor Foundation is his primary philanthropic vehicle, Saylor has also made contributions to other charitable causes, although the specifics of these contributions are not as widely publicized.