Der Song- und somit auch der Album-Titel leitet sich von dem Begriff „Sundowner“ ab, er beschreibt jemanden, der in der Dämmerung erhöhte Melancholie empfindet. Nachdem der Begriff MORBY von seiner Partnerin Katie Crutchfield (WAXAHATACHEE) eingeführt worden war, schrieb MORBY „Sundowner“, „which became the center of gravity for the rest of the album“. Sein schleppendes Fingerpicking wirkt beruhigend zu MORBYs beschwichtigender Stimme und seinen Mellotron-Tönen.

„When I first moved back home to Kansas after having lived on both coasts for over a decade, I found myself - for the first time - dreading the sun going down. This was a foreign feeling for me. In both Los Angeles and New York, I resisted the day light and thrived in the night - something I have sung about many times, most notably on my album "City Music". But suddenly there I was, isolated in the Midwest in late autumn - the days growing increasingly shorter - chasing the sun as best I could.”