Signing with the small indie label Fiddler, Carrabba issued his debut recording in 2000, the three-track EP The Drowning, following it up shortly thereafter with Swiss Army Romance. The album was soon re-issued via Drive Thru Records, which led to a significant buzz among the emo underground and bidding wars between several labels. Carrabba eventually decided to sign with Vagrant Records, who in turn released Dashboard Confessional's second album, 2001's The Places You Have Come To Fear The Most, as well as the four-track EP, So Impossible, the latter of which featured accompaniment by former Sunny Day Real Estate guitarist/vocalist Dan Hoerner. In spring 2002, Dashboard Confessional issued the Summer's Kiss EP, which included four of Carrabba's favourite tracks from Swiss Army Romance, re-recorded with a full band. Dashboard Confessional made their anticipated breakthrough into the US mainstream the following year, with A Mark, A Mission, A Brand, A Star entering the Billboard 200 at number 2.