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.

Four Cornered Night was the first album to feature new guitarist Brian Maryansky, formerly of the band The Van Pelt.

By the fall of 2003, less than a year after the release of Perfecting Loneliness, the band broke up for unspecified reasons.

[2] Daly reunited with Texas Is The Reason for two shows at the Irving Plaza in New York City in November 2006 and a reunion tour from 2012 to 2013.

"Sweet Avenue", the final track of Orange Rhyming Dictionary, has often been attributed to Damien Rice due to misattribution on peer-to-peer networks.