Taang! years (1989–1992) Despite not consistently drawing large crowds at their live shows, the Taang! record label gave the band a recording contract which would result in the Devil's Night Out album, produced by Paul Q. Kolderie. The album was released to positive local and lukewarm national reaction during a time when ska was struggling to move out of the American underground. The band found resistance from ska purists who did not like that the band were not playing traditional ska while hardcore fans were against the ska and heavy metal elements in the music. Despite the initial reaction, Devil's Night Out has gone on to become one of the band's most popular albums. thumb|left|The Bosstones in 2008, wearing their trademark plaid clothes. Front: Dicky Barrett, Back, from left: Chris Rhodes, Lawrence Katz It was during this time that the band's trademark plaid clothing came to be. After a show where Barrett wore plaid, fans started to show up wearing it as well. It was noticeable enough that the band was approached by the Converse sneaker company to promote their new line of Chuck Taylor sneakers. The band accepted the proposal and were seen in several television commercials promoting the sneakers.
Taang! years (1989–1992) Despite not consistently drawing large crowds at their live shows, the Taang! record label gave the band a recording contract which would result in the Devil's Night Out album, produced by Paul Q. Kolderie. The album was released to positive local and lukewarm national reaction during a time when ska was struggling to move out of the American underground. The band found resistance from ska purists who did not like that the band were not playing traditional ska while hardcore fans were against the ska and heavy metal elements in the music. Despite the initial reaction, Devil's Night Out has gone on to become one of the band's most popular albums. thumb|left|The Bosstones in 2008, wearing their trademark plaid clothes. Front: Dicky Barrett, Back, from left: Chris Rhodes, Lawrence Katz It was during this time that the band's trademark plaid clothing came to be. After a show where Barrett wore plaid, fans started to show up wearing it as well. It was noticeable enough that the band was approached by the Converse sneaker company to promote their new line of Chuck Taylor sneakers. The band accepted the proposal and were seen in several television commercials promoting the sneakers.