Headlights released The Enemies EP in 2004, and followed that up in 2006 with a split single with Canadian indie rock band The Most Serene Republic. Later in 2006, the band released their debut album, Kill Them with Kindness, which has received generally positive reviews. Nick Sanborn (of Decibully) and John Owen (of fellow Champaign group Shipwreck) joined the group during the summer of 2007. In 2008, their third album, Some Racing, Some Stopping, was released.
In February 2008, Headlights covered the Evangelicals song Skeleton Man in a web-exclusive for Pitchfork Media.
In May 2008, several of Headlight's songs from Some Racing, Some Stopping were featured in the radio channel of the PC game Audiosurf.
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