[2] On September 21, 2022, over two years after the release of his third studio album Western Swing & Waltzes and Other Punchy Songs (2020), Wall released two songs titled "Cypress Hills and the Big Country" featuring Lyons and a cover version of "Let's All Help the Cowboys (Sing the Blues)".

[7] On June 2, Wall shared a new original song titled "Coralling the Blues", described as a "sad, slow sway full of harmonica and dobro".

[8] Jeremy Winograd of Slant Magazine stated that only when somebody learns Wall works as a rancher can the album "be fully appreciated as not just a charming batch of old-fashioned country-western tunes, but as something more personal and carefully considered".

Winograd also felt that it "eschews familiar folk-based influences like Bob Dylan and Townes Van Zandt in pursuit of capturing a more novel and idiosyncratic style".

[10] Pitchfork's Amanda Wicks wrote that listening to Little Songs "can feel like dropping a coin into the local nickelodeon and watching the past flicker to life, and much of that movement comes from Wall's band", who she said gave "radiant performances".