[1] In 1960, Rosemont dropped out of Proviso East High School, Maywood, Illinois, but was admitted to Roosevelt University in Chicago in 1962, studying under African-American scholar St. Clair Drake.

With his wife Penelope Rosemont, herself the author and editor of several books and active in the Chicago Surrealists, and poet and storyteller Paul Garon, he edited The Forecast is Hot!.

He also edited and introduced Hobohemia: Emma Goldman, Lucy Parsons, Ben Reitman & other agitators & outsiders in 1920s/30s Chicago, by Frank O.

In 1990, he published a collected edition of short stories by the socialist utopian author Edward Bellamy, titled Apparitions of Things to Come.

He is co-editor, with Archie Green, David Roediger, and Salvatore Salerno, of The Big Red Songbook (Chicago: Charles H. Kerr, 2007).