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The special show celebrates the 60th birthday of the "King of All Media," the one and only, Howard Stern. This star studded event was recorded as it happened live at the Hammerstein Ballroom in New York, NY on January 31, 2014. Emceed by Jimmy Kimmel, and introduced by George Takei, all of the current cast members of the show were there: Robin Quivers, Fred Norris, and Gary "Bababooey" Dell'Abate. Special guests included: Robert Downey, Jr., Katie Couric, Lena Dunham, Fred Armisen, Seth Meyers and David Letterman. Musical guests included: Dave Grohl, John Fogerty, John Mayer, Train, Jon Bon Jovi, Jewel, The Beach Boys, and Rob Zombie.

The Miss Howard Stern New Year's Eve Pageant (later released as Howard Stern's New Year's Rotten Eve 1994; a send off to Dick Clark's New Year's Rockin' Eve) was a two-hour pay-per-view special that aired on New Year's Eve 1993 and New Year's Day 1994, hosted by Howard Stern. Included in the special were parodies of Michael Jackson and Jerry Seinfeld, a song by Gary Dell'Abate (Stern's radio show Executive Producer) called "Doing the Baba Booey," and a mock beauty pageant resulting in the crowning of the show's first "Miss Howard Stern." Judges for the pageant included Janis Ian, Daniel Carver, John Bobbitt, Sherman Hemsley, Mark Hamill, Tiny Tim and Joe Frazier. More than 40 women (and one man) participated in the pageant, most of whom were winners from preliminary contests held in cities where the radio show was being syndicated at the time. The field, which was narrowed down to 20, competed in the lingerie and talent rounds. Five finalists were announced and after an interview round, the runner-ups and winner were announced.

Howard Stern's U.S. Open Sores was an event that occurred at the Nassau Coliseum, Uniondale, New York in front of a sold-out attendance of 16,000. Taking place on October 7, 1989, the main event featured a tennis match between Howard Stern and his radio show producer Gary Dell'Abate. The event sold out in four hours, with each ticket costing $22.50. Other suggested event titles included The Bush Open, U.S. Open Legs, U.S. Open Beaver and U.S. Beaver Open. The event was later released on VHS via mail order. A documentary crew shot behind-the-scenes footage including interviews with participants and guests creating a 105-minute program.