The narrator is reminiscing about his time in an all-boys Maine boarding school he attended in the early 1960s. Even though he is on scholarship, he manages to hide his financial situation well and blend in with his classmates, all of whom are literary over-achievers. The school holds literary contests where the boys write stories or poems. Then, a famous author, who selects his/her favorite piece of writing among several finalists, comes to the school and has a private meeting with the winner. Robert Frost, Ayn Rand, Ernest Hemingway... Wolff weaves these iconic writers into the plot so skillfully that you feel as if you're in the audience listening to them speak.
Though the boys encounter the typical teenage insecurities, their reflections and interactions center around these literary contests, much like how the current generation might obsess over the latest Hollywood celebrity. It's refreshing and satisfying to read about an insulated world without the distraction of cellphones or any other technological device. When the narrator needs some time to himself, he walks into the woods to think. Although most of the characters Wolff crafts seem to be honorable people, they are developed by the author so patiently that it is a surprising jolt when their indiscretions surface.
Old School is a soothing, deeply introspective work of fiction that reminds me of the rhythm of Kazuo Ishiguro's writing in The Remains of the Day. The book is a testament to the masterful talent of a superior writer. It takes the reader on a journey through a bygone era, filled with literary aspirations, teenage turmoil, and the power of words.