The first book in Kerouac’s Duluoz Legend, a novella detailing the writer’s early life as refracted through the prism of the untimely loss of his brother.

Jack Kerouac tells the story of Jack Duluoz, a French-Canadian boy growing up in Kerouac’s own birthplace, the dingy factory town of Lowell, Massachusetts. There, Doctor Sax, with his flowing cape, slouched hat, and insinuating leer, is chief among the many ghosts and demons that populate Jack’s fantasy world. Deftly mingling memory and dream, Kerouac captures the accents and textures of his boyhood in Lowell in this novel of a cryptic, apocalyptic hipster phantom.

Originally published in 1965, this autobiographical novel covers a key year in Jack Kerouac’s life—the period that led up to the publication of On the Road in September of 1957. After spending two months in the summer of 1956 as a fire lookout on Desolation Peak in the North Cascade Mountains of Washington, Kerouac’s fictional self Jack Duluoz comes down from the isolated mountains to the wild excitement of the bars, jazz clubs, and parties of San Francisco, before traveling on to Mexico City, New York, Tangiers, Paris, and London.

This book presents the formative years in the life of Jack Duluoz—Kerouac’s alter ego—beginning with his high school experiences as a sporting jock in small-town New England and his time at Columbia University on a football scholarship. Just as Jack’s glamorous new adult life begins, so does World War II, and he joins the US Navy to travel the world. The more he experiences, the more he realizes the limits of his former plans and decides to and return to New York, where he collides with the start of the Beat movement—and a riot of drugs, sex, and writing.

In the summer of 1956, Jack Kerouac hitchhiked from Mill Valley, California, to the North Cascades to spend two months serving as a fire lookout for the US Forest Service. Taking only the Diamond Sutra for reading material, he intended to spend his time in deep contemplation and to achieve enlightenment.