Confessions of a Late-Night Madman

The Book That Ends My Career

Published by Matt Holt Books
Distributed by Simon & Schuster
LIST PRICE $15.99

About The Book

A laugh-out-loud, behind-the-scenes look at the bad ideas, great comedy, and beautiful disaster of late-night television

Frank Smiley was a comedy-obsessed kid with questionable impulse control who somehow grew up to become one of Conan O’Brien’s longest-serving producers, spending more than four decades in late-night TV wrangling celebrities, pitching absurd ideas, and walking the line between comedic glory and career extinction.

In Confessions of a Late Night Madman, Frank recounts navigating the singular brilliance of Norm Macdonald, dealing with a guest so desperate to flee 30 Rock it starts to resemble a hostage situation, signing Conan up to drink whiskey and shoot guns with Hunter S. Thompson, surviving the high-wire chaos of producing remotes with Triumph the Insult Comic Dog, and so much more. The result is a ringside seat to a professional life built on adrenaline, improvisation, and the stubborn belief that the bit is worth it.

More than just a parade of backstage disasters, bruised egos, and triumphs snatched from the edge of catastrophe, Frank offers a tender look at the madness behind the curtain—supportive coworkers, friendship, loyalty, and the rewards of building a life inside a world that is as dysfunctional as it is exhilarating.

Outrageous and moving in equal measure, Confessions of a Late Night Madman is a love letter to comedy and comedians—a profane, self-lacerating, deeply affectionate look at the people, pressure, and beautiful dysfunction of late-night television, none of which has cost Frank his job. Yet.

About The Author

Raised in the Bronx, Frank Smiley has worked in Late Night for over four decades. He produced and wrote for Conan O’Brien for more than 30 years, as well as for Saturday Night Live, Howard Stern, Dennis Miller, Alan King, and Dr. Ruth Westheimer. An 11-time Emmy Award nominee and Writer’s Guild Award winner, he has produced and collaborated with the biggest stars in comedy and film, including Will Ferrell, Jack Black, Chris Farley, Bill Hader, Adam Sandler, Robin Williams, Dave Chappelle, Chris Rock, Larry David, Ben Stiller, Tom Hanks, Harrison Ford, and just about anyone else you can think of. Frank has introduced numerous stand-up comics to Late Night audiences, including John Mulaney, Bill Burr, Jim Gaffigan, Ray Romano, John Oliver, Marc Maron, and Norm MacDonald. Frank currently produces and appears on Team Coco’s The Conan and Jordan Show podcast, which has over 600,000 downloads per episode. Frank and iHeart Radio launched the Humor Me podcast, starring comic genius Robert Smigel, the voice of Triumph the Insult Comic Dog, in 2025.

Product Details

  • Publisher: Matt Holt Books (February 2, 2027)
  • Length: 256 pages
  • ISBN13: 9798902680758

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