Pillow Academy (PA) is an independent, co-educational college preparatory school in unincorporated Leflore County, Mississippi, near Greenwood.

[5] A 1970 marketing brochure for Pillow Academy stated that one of the benefits of attending the school was that classroom discussions could take place without "causing embarrassment to social or ethnic groups.

[7] The headmaster Thomas Thompson told the Clarion-Ledger that he was hopeful black students would enroll because "It would help us secure grants.

In 1998 Richard Rubin of The New York Times wrote, "Whites in Greenwood are much more likely today than they were 10 years ago to openly admit that they send their children to Pillow Academy not because it is a better school but because of its racial composition.

[9] The New York Times noted that Pillow Academy enrolled almost 800 students for the 1997-98 school year; none was black.