Purgatory may have been Childers' breakthrough, but he has played since his childhood in Lawrence County, Kentucky, and had been performing professionally for over half a decade. As a young adult, he relocated to Lexington and played with a band called the Food Stamps. He began his solo career with the self-released 2011 album Bottles Bibles and continued to write and perform for the next five years. Miles Miller, a friend of Childers' and the drummer for Sturgill Simpson, introduced the two singer/songwriters, and Simpson decided to produce a record for Childers with the assistance of engineer David Ferguson. The resulting Purgatory arrived in August 2017 on Thirty Tigers, followed in 2018 by Live on Red Barn, Radio Pts. I II, a reissue of a pair of EPs taken from two 2013 performances for the Lexington-based Red Barn Radio program.
Childers' third studio album, Country Squire, appeared in August 2019 and included the singles "House Fire" and "All Your'n," the latter of which earned him a Grammy nomination for Best Country Solo Performance. He returned in September 2020 with his fourth full-length, the Grammy-nominated Long Violent History, which topped the folk chart and hit number 45 on the Billboard 200. The stirring "Angel Band" appeared in September 2022 ahead of Can I Take My Hounds to Heaven?, a triple album that featured a set of eight original songs performed in three different ways: a live set recorded with the Food Stamps, an overdubbed rendition, and a "Joyful Noise" version. ~ Stephen Thomas Erlewine, Rovi