Released on the 1997 album Either/Or, "2:45 am" stands as a quintessential example of Elliott Smith's intimate, confessional songwriting style. The track features Smith's signature falsetto and sparse acoustic arrangement, creating a haunting atmosphere that reflects the late-night introspection often found in his work. As a key component of his discography, the song exemplifies the blend of folk and indie rock that defined his career, capturing a moment of quiet vulnerability that resonated deeply with listeners and critics alike.