Lonesome Drifter

Crockett is the sole credited writer and it opens the album at 3:02. American Songwriter says it was recorded live, and that Crockett began the song while playing in New York subways and tied it to a traveling musician's view of the struggles of humans. Saving Country Music frames it as Crockett having been a lonesome drifter for many years before becoming Charley Crockett. Rolling Stone, as summarized on Wikipedia, called it a slow-burning country-blues rocker with a vagabond narrative and a searing guitar solo, and Pitchfork compared it to a downbeat Robert Earl Keen road song.

We found no chart position for the single. Setlist.fm shows it as track eleven at Geodis Park in Nashville on October 11, 2025 on the Lonesome Drifter Tour, but not a play count.