It was written Dave Haywood, Charles Kelley, Hillary Scott and Shane McAnally, and co-produced by Nathan Chapman.

The song served as the second single for the trio's sixth studio album, 747 and was released on October 20, 2014, and it features lead vocals from Kelley.

[3] During the group's 2014 tour, Charles Kelley told Rolling Stone, "Songs like 'Freestyle'" was a departure for them but "it's been proven to us over the past couple of years — is that when we do take chances, the fans have responded really well.

"[3] Giving it a "C+", Bob Paxman of Country Weekly praised the song's "catchy" production, but felt that Lady Antebellum was "nearly unrecognizable" due to the rapid-fire lyric delivery.

After falling short of meeting them, he comes up with a way to get past security by putting on a cowboy hat and a Lady Antebellum T-shirt.