Jim Florentine (August 18, 1965) is an American comedian best known for his characters "Special Ed" and "Bobby Fletcher" created for a series of prank phone calls featured on the Comedy Central television show Crank Yankers. He is also a frequent guest on The Howard Stern Show and a co-host of Miserable Men on Sirius Satellite Radio's Howard 101 with the Reverend Bob Levy and Shuli. He also is a frequent guest on the Kidd Chris Show on 94.1 WYSP Philadelphia. He also had a small role as the redneck radio host Bobbie Ray in the video game Grand Theft Auto: Vice City Stories.

Florentine has a series of prank call CDs known as Terrorizing Telemarketers Volumes 1-4. The CDs feature a series of recorded telephone conversations, often with Florentine receiving calls from telemarketers, wherein he turns the tables on often aggressive salespeople by being deliberately difficult and creating awkward situations.

On more than one occasion, Florentine has had police show up at his home because the victims of his pranks, believing the fictitious and often heinous scenarios he presents (including allusions to murder and conducting home abortions), traced the calls and contacted authorities.

Florentine has recently come out with a series on comedycentral.com's "Motherload" called "Meet the Creeps." This show is very similar and hugely based on his two DVDs of the same name available exclusively through his website.

During a January 2, 2007, segment of The Howard Stern Show, comedian and Stern cast member Artie Lange related the news that Florentine's 30-year-old on-again/off-again girlfriend Jade had died suddenly at the end of 2006; Florentine had discovered her body in the residence the couple shared. It was suggested the dead woman had struggled with psychological issues for many years and "now her pain is over," but no further details emerged during the broadcast. Florentine had discussed his therapy and changes in his personal life including his relationship with her during his December 5, 2006 Stern show appearance. The two were no longer an intimate couple but Florentine was remaining close friends with her and trying to help her progress through her own personal problems. Before this incident Florentine claimed on the show that she had been molested as a child. Jim made an appearance on the August 15, 2007 Howard Stern show and spoke about his girlfriend's death. Jade committed suicide the night she died by taking pills and alcohol. Jim said that the night of the suicide, he received a phone call from Jade. However, when the call came, Jim was performing on stage. He rushed home after listening to the voicemail Jade left, but it was too late. Jim found Jade and a note she had left. Because of this experience, Jim has become active in suicide related charities and suicide support groups.

On the same August 15, 2007 "Howard Stern Show" appearance, Jim asked Stern co-host Robin Quivers on a date, which she accepted. Robin stated she has not had sex since she left Mr. X. Jim says he would be able to handle Robin's "whole package" (large breasts, etc) and would take Quivers to Nobu. Howard said he thought it would take Jim three dates before he would have intercourse with Robin. On August 16, Stern Show cast member and friend of Florentine Artie Lange was asked by Howard if he thought Jim's date request was genuine or just part of his act. Artie stated that after talking to Jim privately, in his opinion, Jim was serious. Robin then confirmed she talked to Jim after the show and told him to call her. She has since been hesitant to discuss details on the air and particularly with the Howard 100 News staff.

A confirmed date with Robin has taken place, said Quivers on the Howard Stern Show on September 26, 2007. It was also revealed that the relationship status on Florentine's MySpace page had been changed from "Single" to "In A Relationship." Robin acknowledged that she has dated Jim, but refused to say whether she's had sex with him or even kissed him for that matter. The next day, Howard and Artie jokingly referred to the couple as "Quiver-tine" and later "Quarantine" (as a spoof of celebrity couple nicknames "Bennifer," "Brangelina," "TomKat," etc.).

On October 18, 2007, Robin Quivers confirmed on the Stern show that a second date with Jim Florentine had taken place. The couple attended a Joan Rivers Show in NYC. Apparently no intercourse occurred...and Robin denied masturbating after the date...when questioned very pointedly by Howard Stern.