Rupert Jee-Gap Rating 610

He is an American entrepreneur and television celebrity who has gained fame through frequent appearances on The Late Show with David Letterman. He first appeared on the Late Show during a "Meet the Neighbors" segment on September 20, 1993 (his Hello Deli is located near the Ed Sullivan Theater in New York City, where the Late Show is filmed), and has since been a frequent accomplice of host David Letterman during the show's many comedic segments.

Among his most popular appearances are the "Fun with Rupert" segments. Described by Dave as "a series of sociological experiments... something we shouldn't be doing in New York City," the segments feature Rupert in disguise on the streets of Manhattan annoying people and causing trouble, per Dave's instructions. Armed with a hidden microphone, camera, and on a two-way walkie-talkie with Dave (who is stationed safely nearby), Rupert carries out Dave's jokes on unsuspecting New Yorkers. In May 1996, Rupert traveled with Late Show to San Francisco to try his "Fun with Rupert" tricks out on unsuspecting San Franciscans.

In past segments, Rupert has called himself "Kenny," bothering local merchants and people in restaurants; has claimed to be Dan Rather's nephew and tried to get past security to visit Rather at the CBS Broadcast Center; and has talked his way into Regis Philbin's office, claiming "the little weasel owes me money." He has also sung show tunes with New York City cab drivers.

An advertisement board was held recently near a skyscraper around New York, which determines to be an image of Jee's head over Rod Stewart's body. The advertisment board used to be advertising a Rod Stewart concert, but it was 2 years overdue from taking it down, and the real reason was budget problems.

Jee holds a Bachelor's Degree in Economics from the City University of New York.