"Carefree" was created from the new friendship between Joe August and Betty Michaels after meeting in college. Heather Chelan (@hebontheweb) added her signature sound and arranged harmonies on the second verse. Majority of the recording was done at Nickerson Studios and Ruby Room in Seattle, WA. The song is about the desire to go out and DANCE; feeling completely lost in the music as if nothing else matters in that moment. The lyrics were inspired by the beauty of live music and how the pandemic has essentially taken away that part of life as we know it.