"[2][3] In an interview with Uproxx, the band explained that their creative process when making a new Antarctigo Vespucci album typically begins with demos from Farren.

[6][7] Farren and Rosenstock had crossed paths on tour before, but were barely more than acquaintances at the time that they began collaborating on what would later become the band's debut EP Soulmate Stuff, released in early 2014.

[10] While working on Soulmate Stuff and I'm So Tethered, Farren and Rosenstock would begin a podcast in which they re-watched episodes of the 2004 drama television show, LOST, called Back to the Island.

The podcast occasionally features other musicians as guests, including members of Antarctigo Vespucci's touring band, Laura Stevenson and John DeDomenici.

In 2015, the band released their first full-length album, Leavin' La Vida Loca on Rosenstock's pay what you want label, Quote Unquote Records.

[13] Stereogum listed Antarctigo Vespucci one of the top 50 new bands of 2015, and described Leavin' La Vida Loca as marking "a progression toward a more concrete project," in contrast to their previous EP releases.

"[18] In their 4.5/5 review, New Noise Magazine noted that on Love in the Time of E-Mail, "while the music is poppy and upbeat, the lyrics don’t shy away from heavier subject matter.