Buick says: “I wrote this song at the end of a long collaboration with Joss Stone that went nowhere but cost me a great deal, emotionally, financially, and otherwise. ‘Afraid of Flying’ is the acknowledgment of that ending as well as a personal inventory of what I owned that couldn’t be taken away—by her or anyone else. Among those things was courage. When we made the video for the single, I wanted to illustrate climbing out of that story and standing as who I am now. I used a dress to illustrate that. The gown in the video was the one I made for my project with Joss, for our shared album cover. It’s been waiting all this time for its moment, just like this song.”
The album was written and produced by Buick. The video for “Afraid Of Flying” was shot and directed by Jerry Roe and features appearances by Buick’s band on the album: Kris Donegan, Lex Price, and Jerry Roe.