Bryan wrote this song as sort of a foreshadowing to his coming home. After spending over a year in South Korea and writing new tunes with The Radio Grifters, he felt like the things he left back in the US were stuck in a rut, staying the same. "Same Old Crowd" is, in many ways, a song about those things that never change and how we sometimes romanticize that sameness, even though deep down, we really wish it would change.