During the period of the live recording of "Crooked Teeth" for VH1, Death Cab for Cutie was gaining significant traction in the alternative rock scene, promoting their album "Plans," which was released in 2005. This album marked a crucial point in their career, achieving widespread commercial success and critical acclaim. "Plans" featured hit singles such as "Soul Meets Body" and "I Will Follow You into the Dark," solidifying the band’s presence in mainstream music. The VH1 performance captures the band's energetic and introspective style, showcasing their ability to translate studio recordings into compelling live renditions. Interestingly, the band's sound during this era was characterized by a rich blend of melancholic melodies and thoughtful lyrics, elements that would define their identity in the indie rock landscape. This performance reflects a pivotal moment when Death Cab for Cutie was transitioning from niche success to a broader audience reach.