Which iconic late-night talk show, hosted by a gap-toothed comedian, aired on CBS for over two decades and became famous for segments like the Top Ten List and Stupid Pet Tricks?

The iconic late-night talk show you're thinking of is the Late Show with David Letterman (Review). Hosted by the distinctive, gap-toothed comedian David Letterman, the program aired on CBS for over two decades, from August 30, 1993, until May 20, 2015. Letterman's move to CBS followed a highly publicized decision by NBC to appoint Jay Leno as the host of The Tonight Show, a role many expected Letterman to inherit after his successful run with NBC's *Late Night with David Letterman*.

During its impressive 22-year run on CBS, spanning more than 4,200 episodes, the Late Show became a pop culture phenomenon. It was particularly renowned for its quirky and memorable segments. The "Top Ten List," a nightly compilation of humorous items related to a specific theme, was a staple of the show, often delivered with Letterman's signature deadpan humor. Another beloved segment was "Stupid Pet Tricks," which showcased animals performing unusual, often comical, feats. These segments, along with others, were actually conceived during his time on NBC's *Late Night* and carried over to the CBS show.

Letterman's unique comedic style, characterized by his self-deprecating humor, playful irony, and sometimes unpredictable interviews, set him apart in the late-night landscape. He was known for his ability to integrate his crew into comedic routines and transform mundane situations into entertaining television. His influence on late-night television is significant, having introduced new comedic elements and paving the way for future talk show hosts. The show was taped at the historic Ed Sullivan Theater in New York City, which CBS renovated for Letterman's arrival.