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Jay Sherman is a film critic.

When looking for a film critic to be on the jury for the Springfield Film Festival, the Simpson family watched Jay Sherman's show, Coming Attractions. On this episode of the show, Sherman interviewed Rainier Wolfcastle for his movie McBain: Let's Get Silly. During the interview, Sherman insulted Wolfcastle and his film, although Wolfcastle didn't realize it at the time. Marge then wrote a letter to Jay, asking him to judge the film festival. Jay was walking down the road in New York City reading the letter when Wolfcastle turned up, having realized that Jay had insulted him, and pulled out a gun. Jay told Wolfcastle that his shoes were untied before running away.

Upon arriving in Springfield, Jay was met by the Simpson family, who he stayed with during his visit. Homer got annoyed at Jay, as the family all liked him and he was better than Homer at many things he enjoyed, including belching and knowing the lyrics to the Oscar Mayer song. Marge also let him have the last pork chop at dinner, since he was the guest. At the end of dinner, Patty and Selma showed up, which horrified Jay. He then spoke with them, letting them know who in Hollywood was gay. After Homer told Jay to tell Patty and Selma that Angus MacGyver was gay, they hung him from the house by his underwear. That night, Homer was upset because he thought that everyone liked Jay more than him...