For many years, the great poet Von Humboldt Fleisher and Charlie Citrine, a young man inflamed with a love for literature, were the best of friends. At the time of his death, however, Humboldt is a failure, and Charlie's life has reached a low point: his career is at a standstill, and he's enmeshed in an acrimonious divorce, infatuated with a highly unsuitable young woman, and involved with a neurotic mafioso. And then Humboldt acts from beyond the grave, bestowing upon Charlie an unexpected legacy that may just help him turn his life around.