Trouble with a Heartbreak

Billy Dukes of Taste of Country wrote that the song "recalls slower songs" from Aldean's "My Kinda Party and Night Train era, but there's a drop of R&B production that makes one think of They Don't Know, his most progressive album to date," while also hinting it recalls "heartbreak as something of a bruise that is very slow to heal; everyone has advice on how to "move on," but none of it is any good."^[1] The song is a single from Aldean's tenth album Macon, Georgia, a two-disc release.^[2]

Aldean stated in a press release, “This song hit me right when I heard it, and reminded me of those bitter R&B breakup songs that take me back to riding through the backroads of Georgia.”^[3]

BJ Mac of The Nash News wrote that "rather than an angry moving-on song or a wallowing-in-sorrow ballad, “Trouble With a Heartbreak” refreshingly honors the feelings of grief that follow a break-up in an honest and reinvigorating way."^[4] An uncredited review from Off the Record UK called it "a haunting track that showcases a more vulnerable side to Aldean’s musicality."^[5]

Upon its release, "Trouble with a Heartbreak" was added to the playlists of 84 country music radio stations surveyed by Mediabase, making it the most-added new song for the week of January 18, 2022.^[6]

The song's music video was also released after the single was sent to radio. Directed in December 2021 by Shaun Silva, the video features concert footage from Aldean's three-day concert at the Park Theater in Las Vegas, Nevada, interspersed with footage of a cowboy at the National Finals Rodeo in the same city.^[2][7]