Fearless

Here, Jackson Dean outlines his willingness to take risks and face dangerous situations without fear. He'll "jump off the ledges, burn all the bridges, walk on the edge." But his woman is his weakness; Dean is in the palm of her hand because he fears losing her.

Dean co-wrote "Fearless" on November 6, 2019, with songwriter Jonathan Sherwood (Chase Rice's "I Hate Cowboys") and Luke Dick (Dean's "Don't Come Lookin'") in Dick's home studio. Dick bought the lyrical concept, a rough drum beat, and guitar arpeggios to the session. He had a clear vision for the song's narrative centered around the theme of "I'm fearless except when it comes to you." "There's no play on words," Dean told Billboard. "The whole thing is just pounding your chest, and then a moment of vulnerability."

The song starts with some spooky opening lines. I believe in ghosts, most people don't I swear it on my grandpa's grave I've seen 'em in the trees, I've seen 'em in my dreams And I still can't stay away For the opening, Dick posed a question to Dean: "What is the scariest experience you've ever had?" Dean remembered visiting his grandfather's grave when he was 11. His grandfather had a habit of charging people for good advice and used to say, "That'll be 25 cents." When Dean placed a quarter between the headstone and the grass, the coin disappeared; he dug around but couldn't find it. The eerie incident at the cemetery served as inspiration for the ghostly opening lines.