Jets to Brazil was founded by Blake Schwarzenbach, the former frontman of Jawbreaker, and Jeremy Chatelain, previously the guitarist and vocalist of Handsome, when Schwarzenbach relocated to New York City after Jawbreaker's disbanding. The two began working on four-track recordings aided by drum machines until former Texas Is the Reason drummer Chris Daly joined the band, and they signed to Jade Tree Records. The origin of the band's name came from a suggestion by Daly, after seeing it on a poster in the 1961 film Breakfast at Tiffany's. The group's first album, Orange Rhyming Dictionary, was released on Jade Tree Records in 1998 to critical and commercial success, followed by extensive touring with bands like The Promise Ring. Their second album, Four Cornered Night, was released in 2000 to mainly positive reviews. Four Cornered Night was the first album to feature new guitarist Brian Maryansky, formerly of the band The Van Pelt. With Maryansky included in the band, this allowed Schwarzenbach to also become the keyboard player for the band. In 2002, Jets to Brazil released their third and final album, Perfecting Loneliness, to positive reviews. By the fall of 2003, less than a year after the release of Perfecting Loneliness, the band broke up for unspecified reasons.

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