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Living together in Cambridge in 1989, David Foster Wallace and longtime friend Mark Costello discovered that they shared an uncomfortable, somewhat furtive, and distinctively white enthusiasm for a certain music called rap/hip-hop. The book they wrote together, set against the legendary Boston music scene, mapped the bipolarities of rap and pop, rebellion and acceptance, glitz and gangsterdom. Signifying Rappers issued a fan's challenge to the giants of rock writing, Greil Marcus, Robert Palmer, and Lester Bangs: could the new street beats of 1989 set us free, as rock had always promised? Signifying Rappers is a rare record of a city and a summer by two great thinkers, writers, and friends.

David Foster Wallace (1962-2008) was the New York Times bestselling author of Infinite Jest, The Broom of the System, and Girl with Curious Hair. His essays and stories have appeared in Harper's, the New Yorker, Playboy, Paris Review, Conjunctions, Premiere, Tennis, the Missouri Review, and the Review of Contemporary Fiction. He received numerous awards, including the Whiting Award, the Lannan Award for Fiction, the QPB Joe Savago New Voices Award, and the O. Henry Award.

Robert Petkoff is an actor and audiobook narrator who has won a prestigious Audie Award and multiple AudioFile Earphones Awards. He has appeared on Chappelle's Show, Law & Order, and Quantum Leap. His Broadway credits include Sir Robin in Spamalot, Perchik in Fiddler on the Roof, and Tateh in Ragtime.