Winfrey and Letterman additionally appeared together in a Late Show promo aired throughout CBS's protection of Super Bowl XLI in February 2007, with the 2 sitting next to one another on a sofa watching the sport. Three years later, throughout CBS's protection of Super Bowl XLIV between the Colts and the new Orleans Saints, the 2 appeared once more in a Late Show promo, this time with Winfrey sitting on a couch between Letterman and Leno. Letterman appeared as a guest on CNN's Piers Morgan Tonight on May 29, 2012, when he was interviewed by Regis Philbin, the visitor host and Letterman's longtime friend. Regardless of Johnny Carson's clear intention to pass his title to Letterman, NBC selected Jay Leno to host The Tonight Show after Carson's departure. Three years after he left for CBS, HBO produced a made-for-tv film called The Late Shift, based mostly on a e-book by The brand new York Times reporter Bill Carter, chronicling the battle between Letterman and Leno for the Tonight Show internet hosting spot. Letterman has stated that he was initially unable to pinpoint the noise inside his head and that he hears a continuing ringing in his ears.

Letterman appeared within the pilot episode of the quick-lived 1986 series Coach Toast, and appears with a bag over his head as a visitor on Bonnie Hunt's 1990s sitcom The Building. Letterman has denied this. Letterman, Bobby Rahal, and Mike Lanigan co-personal Rahal Letterman Lanigan Racing, an auto racing crew competing in the WeatherTech SportsCar Championship and NTT IndyCar sequence. He additionally appeared as himself in the Howard Stern biographical movie Private Parts and the 1999 Andy Kaufman biopic Man on the Moon, in a number of episodes of Garry Shandling's nineties Tv collection The Larry Sanders Show, and in "The Abstinence", a 1996 episode of the sitcom Seinfeld. In October 2022, Letterman traveled to Kyiv, Ukraine, to movie a particular standalone episode of My Next Guest Needs No Introduction with David Letterman, interviewing Ukrainian president Volodymyr Zelenskyy. Season four premiered on May 20, 2022, with Billie Eilish as the first visitor.

On February 1, 2022, Letterman was the visitor on Late Night with Seth Meyers, marking the 40th anniversary of the franchise's debut. Letterman began his production company, Worldwide Pants Incorporated, which produced his show and several other others, in 1991. The corporate additionally produces characteristic movies and documentaries and based its own document label, Clear Entertainment. He had a cameo in the function film Cabin Boy, with Chris Elliott, who labored as a author full porn free for Letterman. Through the early years of the Late Show's run, Letterman occasionally used a few of Carson's trademark bits, including "Carnac the Magnificent" (with Paul Shaffer as Carnac), "Stump the Band", and the "Week in Review". The Letterman Foundation for Courtesy and Grooming is a private foundation through which Letterman has donated millions of dollars to charities and different nonprofit organizations in Indiana and Montana, celeb-affiliated organizations comparable to Paul Newman's Hole in the Wall Gang Camp, Ball State University, the American Cancer Society, the Salvation Army, and Médecins Sans Frontières.

The looks was Letterman's idea: Leno flew to New York City on an NBC corporate jet, sneaking into the Ed Sullivan Theater in the course of the Late Show's February 4 taping carrying a disguise and assembly Winfrey and Letterman at a residing room set created in the theater's balcony, the place they taped their promo. Palin was in New York City on the time with Willow, and none of her different youngsters had been at the sport. These included a statutory rape joke about Palin's then 14-yr-previous daughter, Willow, and MLB participant Alex Rodriguez. Some contemporaries questioned the racial connotations of joking a couple of Latino player of Dominican descent committing statutory rape. The possession of rape pornography is against the law in Scotland, England and Wales. In Week 13 of the 2021 NFL season, Letterman joined Peyton and Eli Manning on their Manningcast feed of the Monday Night Football sport between the new England Patriots and Buffalo Bills.