The Carson-Letterman debate reveals two generations who defined cool completely differently.

We’re a far cry from the days of David Letterman vs Jay Leno as the biggest rivalry in late-night television. The ratings wars between NBC and CBS (handily won by Jay for much of their tenures) has ...

Letterman is the founder of the production company Worldwide Pants, which produced “Late Show with David Letterman.” Is a co-owner of Rahal Letterman Lanigan Racing. Letterman has been nominated for ...

How well do you know the Late Show with David Letterman? Five trivia questions challenge your knowledge of the show as David Letterman marks his farewell on Wednesday after 33 years in late night. Pho ...