Arrigo has stated that the band name could be interpreted as a Death Cab for Cutie lyric, or it could simply be referring to the main drag of a town.

The first album received a positive reception, and earned the band an opening gig for the Arcade Fire shortly after its release.

- Matt Boch, John Drake and Jon Carter - ended up joining Arrigo and Levitt, and they began working on The Main Drag's follow-up to Simmer In Your Hotseat.

Prior to the release of Yours as Fast as Mine, the band put up several demos of songs on the website GarageBand.com, receiving positive acclaim and winning several "Track of the Day" awards and more.

[4] This allowed them to finance their critically lauded album Yours As Fast As Mine which was released digitally in June 2007, and physical copies were self-released by the band shortly after.

[11] They garnered additional fame in late 2008 with the inclusion of their song "A Jagged Gorgeous Winter" in the on-disc track-list for Rock Band 2[12] as well as a nationally-aired Target commercial promoting the game.

On the day of the You Are Underwater CD release, The Main Drag announced on their website that bandmate Adam Arrigo would be leaving the band in order to pursue other things.

"Love During Wartime" from Yours As Fast As Mine was featured on web series The Guild in early 2009 as the outro to the second season.

[18] A music video for "A Jagged Gorgeous Winter (Rock Band 2 Mix)" was released in summer 2009.

The band has mentioned plans to make music videos for the tracks "Love During Wartime" and "Talk Them Down".

In order to help promote this, the band worked with French-Swiss directors Ben & Julia to create a surreal and psychedelic music video for the song "Dove Nets" (from Yours As Fast As Mine).

[24] Boch has recently mentioned in an interview that there are plans for RPL Audio to release a 7" split featuring The Main Drag and Spirit Kid.