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, Silverman parodied sketches from Chappelle's Show, replaying Dave Chappelle's characterizations of Rick James and "Tyrone" as well as a Donnell Rawlings character based on the miniseries Roots.
She was fired after one season where only one of the sketches she wrote survived to dress rehearsal and none aired, although she did appear on the show as a cast member in skits, usually in smaller supporting roles.The video created an "instant You Tube sensation." She won an Emmy Award for Outstanding Music and Lyrics at the 60th Primetime Emmy Awards.Kimmel responded with his own video a month later with Damon's friend Ben Affleck, which enlisted a panoply of stars to record Kimmel's song "I'm Fucking Ben Affleck".She also starred in the HBO sketch comedy series Mr.Show (1995–1997) and had the leading role for the 1997 independent film Who's the Caboose?Silverman played a therapist in a skit for a bonus DVD of the album Lullabies to Paralyze by the band Queens of the Stone Age.
Silverman also appears at the end of the video for American glam metal band Steel Panther's "Death To All But Metal." On Jimmy Kimmel Live!and portrays the day-to-day adventures of fictionalized versions of Silverman, her sister Laura, and their friends. During her opening act, she commented on the upcoming jail sentence of Paris Hilton, who was in the audience, saying: "In a couple of days, Paris Hilton is going to jail.As a matter of fact, I heard that to make her feel more comfortable in prison, the guards are going to paint the bars to look like penises. I just worry she is going to break her teeth on those things." In September 2007, she appeared at the MTV Video Music Awards.Bob Odenkirk, a former SNL writer, explained, "I could see how it wouldn't work at SNL because she's got her own voice, she's very much Sarah Silverman all the time.She can play a character but she doesn't disappear into the character—she makes the character her." She said that when she was fired it hurt her confidence for a year, but after that nothing could hurt her and that she attributes her time to SNL as being a key reason why she has been so tough in her career.She parodied the situation when she appeared on The Larry Sanders Show episode "The New Writer" (1996), playing Sanders' new staff writer, whose jokes are not used because of the chauvinism and bias of the male chief comedy writer, who favors the jokes of his male co-writers.