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Series consists of material that documents Coles' academic career at the University of Toronto and Cambridge University, as well as his years spent as a professor in the Department of Humanities at York University in Toronto. It includes copies of essays, as well as manuscript and typescript notes taken by Coles while he was a student. Included are notes taken by Coles while completing course work with Northrop Frye, advice from Frye regarding an academic career in 1964, his rough first draft of his M.A. thesis, and columns and reports for the University of Toronto Daily Press. It also contains course files related to Coles' work as professor. These files consist of course outlines, reading lists, lecture notes, clippings related to course material, correspondence related to his teaching and other material that documents the ongoing development and delivery of the courses Man in Search, Concepts of Love, Early Times : Literature and the Imagination of the Child, Myth and the Arts and Works & Days. Records also include annotated working copies of monographs used in his courses and certificates received pertaining to his academics and teaching.

The series consists of personal and professional correspondence including manuscript and typescript copies of letters as well as e-mail received by Coles. It also includes many copies of letters or e-mails written by Coles himself. The series includes family correspondence as well as correspondence with writers such as Christopher Wiseman, Liliane Welch, Guy Vanderhaeghe, Al Purdy, P.K. Page, Steven Heighton, Ralph Gustafson, Adele Wiseman, John Metcalf, David O'Meara, Robyn Sarah, Jan Ruzesky, Betty Jane Wylie, Robert Fulford, Carol Shields, Philip Grover and Tomas Transtromer among others.

Series consists of material that documents Coles work as a literary editor and critic and includes contracts, correspondence, course timetables, critiques of students' work and other material that documents his tenure as poetry editor of "The May Studio" at the Banff Centre for the Fine Arts. It also includes drafts of works by other writers sent to Coles for his comments and criticism including manuscripts of work by Michael Redhill, Stephanie Bolster, Richard Sanger, Mark Sinnett and John Bemrose, among others, as well as material that demonstrates Coles' work as poetry judge of the Canadian Literary Awards and the CBC Literary Awards. This material consists of submissions bearing notes and comments by Coles.

The series consists of notes, drafts and proofs of collected and uncollected poems written by Coles including manuscript drafts of his collections "K in love," "The prinzhorn collection," "Forest of the medieval world," "Kurgan," and "How we all swiftly," among others. It contains research material, notes and drafts of his novel "Doctor Bloom's story," his autobiographical work "A dropped glove in Regent Street," a poetry collection "Where we might have been," correspondence with publishers, interviews with Coles, reviews of his work, publicity material related to his writing, and book reviews written for "The Globe and mail." It also includes the manuscript for Tomas Transtomer's "For the living and the dead," which Coles translated from Swedish as well as correspondence between Coles and Tomas and Monica Transtromer regarding this work.