On April 19, 1998, in Minneapolis, Minnesota, Bruce suffered a panic attack during a performance and was carried off stage. Bruce, who later recalled being completely "out of it", found scissors and cut off his dreadlocks. After suffering another panic attack once he returned home, Bruce opted to spend three days in a Michigan mental health program. Insane Clown Posse later cancelled the last two weeks' worth of dates on its United States tour, but subsequently launched their first European tour.
By late 1998 over one million copies of The Great Milenko had been sold, and Insane Clown Posse was ready for its fifth album, The Amazing Jeckel Brothers. Working with Mike E. Clark and Rich "Legs Diamond" Murrell, Bruce and Utsler developed their album with the highest of hopes. The group was known nationally, but were not taken very seriously. Hoping to receive the respect Bruce and Utsler felt they deserved, they planned to feature well-known, respected rappers on their album. Bruce stated outright that he wanted to involve Snoop Dogg and Ol' Dirty Bastard. They paid Snoop Dogg US$40,000 to appear on the song "The Shaggy Show." Snoop Dogg also helped them contact Ol' Dirty Bastard, who was paid US$30,000 for his appearance. Ol' Dirty Bastard recorded his track in a matter of two days; however, his recording consisted of nothing more than him rambling about "bitches." It took Bruce and Utsler a week to assemble just four rhymes out of his rambling, and had to re-record the track and title it "Bitches." Finally, Insane Clown Posse contacted Ice-T, who charged them only US$10,000. The group felt that Ice-T's song did not belong on the album, and was instead released on a later album, Psychopathics from Outer Space.
To help increase their positive publicity, the group hired the Nasty Little Man publicity team. The team set up a photo shoot for Insane Clown Posse that was to appear on the cover of Alternative Press magazine in Cleveland. On the set of the photo shoot, a member of the publicity team approached Bruce and explained that in the song "Fuck the World", the lyric that stated "Fuck the Beastie Boys and the Dalai Lama" needed to be changed. Insulted, Bruce exclaimed that his music would not be censored again—referring to Disney's previous requirement for censorship. Nasty Little Man told Bruce that the Beastie Boys were not only clients of the company but also personal friends, and the Beastie Boys told the company to make Bruce change the lyric. In response, Bruce fired Nasty Little Man and asked its team to leave the photo shoot.
The Amazing Jeckel Brothers was released on May 25, 1999, and reached #4 on the Billboard album charts, and has since been certified platinum by the RIAA. Stephen Thomas Erlewine gave the album a "four out of five stars" rating, stating that "[Insane Clown Posse] actually delivered an album that comes close to fulfilling whatever promise their ridiculous, carnivalesque blend of hardcore hip-hop and shock-metal had in the first place". Rolling Stone writer Barry Walters gave the album a "two out of five stars" rating, writing that "no musical sleight of hand can disguise the fact that Shaggy and J remain the ultimate wack MCs." At the same time as The Amazing Jeckel Brothers' release, Island Records merged with Def Jam Records. It quickly became apparent to Bruce and Utsler that Def Jam Records had no interest in them. Eminem, who had begun to gain mainstream success, insulted Insane Clown Posse in interviews, tours, and the song "Till Hell Freezes Over."
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