The Correspondence series consists of letters and cards from David Mamet received by Ricky Jay, as well as a few photocopies of outgoing letters from Jay to Mamet. The correspondence mixes the personal and professional, as in their shared interest in gambling and conmen, with Mamet consulting Jay on these topics for his screenplays House of Games and The Spanish Prisoner. Clippings and magazines containing articles about Mamet and essays by Mamet are interfiled with correspondence, reflecting the received order of the collection. Gifts from Mamet to Jay—including Pokeno cards, playing card design samples from the General Card Company, and a membership ribbon for the New England Fat Men's Club—have been separated into their own subseries in the Correspondence series. Theater programs for Mamet's plays, included in his correspondence to Jay, have also been separated into their own subseries.

The Scripts series contains drafts of Mamet's plays and screenplays. There are also production materials for films in which Jay acted, including House of Games (1987), Homicide (1991), The Spanish Prisoner (1997), State and Main (2000), and Heist (2001). The series contains an extensive subseries of unrealized plays and screenplays.

Movie props included in this collection are a plane ticket belonging to George Lang, played by Ricky Jay, from The Spanish Prisoner and Dr. Margaret Ford's bloodstained file on Billy Hahn; Dr. Ford's monograph, Driven: Obsession and Compulsion in Everyday Life; and Mike Mancuso's IOU notepad from House of Games.

Jay was also a consultant on Mamet's play Faustus (2004), and the subseries includes drawings and correspondence on tricks including a newspaper vanish and a shadow puppet case for the show.

The collection is completed by 37 drawings by Mamet for Jay, most of them single-panel cartoons consisting of a joke or pun.