Skyler makes another appearance, a season later, in "Timmy 2000", where he is seen playing a prominent role. Timmy randomly meets up with Skyler and his band, The Lords of the Underworld, in his garage. Hearing him scream his catchphrase "Tim-ah!", Skyler asks Timmy to join his band and so that they can win the battle of the bands. Skyler's band wins, allowing them to open for Phil Collins at Lalapalalapaza. Phil Collins, however, is disgusted by the idea of Timmy being exploited and being mocked, and gets Skyler to become jealous of Timmy, for getting all the recognition. Skyler quits his band, causing it to disband, and Collins allows him to perform in his own solo band, called Reach for the Skyler, at Lalapalalapaza. During Lalapalalapaza, Phil Collins is booed off-stage, because no one really likes his music or his attitude towards Timmy. Feeling guilty because of his earlier decision to quit his band, Skyler returns to the band, who agrees to take him back.
He makes a brief cameo appearance in "Christian Rock Hard" in the crowd of striking musicians.
- "残疾歌手提米" - 他和他的乐队为吉米募捐而演唱。
- "基督摇滚热" （仅出现于背景) -出现在人群中。