

On September 15, 2021, Snail Mail announced their second album, Valentine, to be released on November 5 of the same year. That same month, Matador Records reissued Habit, digitally featuring a cover of the band Courtney Love and their song "The 2nd Most Beautiful Girl in the World". In June 2019, Snail Mail released a new version of their song "Pristine" in Simlish for the new EA game The Sims 4: Island Living. In 2019, the band toured New Zealand, Australia, Canada, and the US, playing with artists such as Mac Demarco and Thundercat. Snail Mail's debut full-length album Lush was released on June 8, 2018, to generally positive reviews from music critics. Jordan signed with Matador Records in September 2017 and played her first headlining tour with Snail Mail in the beginning of 2018.

Snail Mail, now with bassist Alex Bass and drummer Ray Brown, toured North America extensively in 2017 supporting Priests, Girlpool, Waxahatchee and Beach Fossils. Pitchfork added the EP's opening track, "Thinning", to their Best New Track series.

After completing one short DIY tour in 2016, the band released the EP Habit on Sister Polygon Records, which gained traction after being featured on several major US music sites, and signed with Ground Control Touring. She was joined by Ryan Vieira playing bass and Shawn Durham on the drums.

Lindsey Jordan released her self-recorded solo EP Sticki in 2015 and played several live shows with her new band as Snail Mail.
