The Twilight Sad rose from Glasgow, Scotland, in late 2003, when guitarist Andy MacFarlane and vocalist James Graham — who began playing together in high school — decided to take their music more seriously. Along with drummer Mark Devine, with whom they'd played in a covers band, Graham and MacFarlane added bassist Craig Orzel to the fold. After playing a couple of shows in Glasgow that featured extensive pieces of music using an abundance of instruments, they holed up in the studio to record a four-song demo that they presented to FatCat Records in September 2005. The label signed the band after their third show and issued the Twilight Sad's self-titled debut EP as a U.S.-only release in November 2006; the full-length Fourteen Autumns & Fifteen Winters arrived the following April. The 2008 EP Here, It Never Snowed. Afterwards It Did featured acoustic reworkings of several of the album's songs, plus a cover of Daniel Johnston's "Some Things Last a Long Time." The compilation Killed My Parents and Hit the Road, which featured versions of songs by the Smiths and Joy Division among its previously unreleased tracks, also arrived that year.
Early in 2018, Devine left the Twilight Sad shortly before they made their next album. Graham and MacFarlane recruited drummer Johnny Scott and made Docherty and touring keyboardist Brendan Smith full-fledged members of the band (after the sessions for the album, Sebastian Schultz became their permanent drummer). Recorded at Middle Farm Studios in Devon, U.K. with Andy Bush and input from Smith, It Won't Be Like This All the Time appeared in January 2019 and marked the band's debut for Mogwai's label Rock Action. ~ Heather Phares