The Roots of Giving
Plato's will left his farm to a nephew with instructions the proceeds be used to support students and faculty at the academy he founded.
Source: "Issues and Opportunities in Endowment Fundraising", Philip M. Purcell, Planned Giving Resource Center for the Central Indiana Community Foundation
Pliny the Younger
Pliny the Younger offers to contribute 1/3 the sum needed to build a new school to help educate children in Rome rather than sending them abroad. He urges their fathers to make up the difference, saying "You cannot make your children a more handsome present than this, nor can you do your native place a better turn. Let those who are born here be brought up here, and from their earliest days accustom them to love and know every foot of their native soil."