Songfacts®:

• This aching song finds Jason Aldean lamenting the aftermath of a breakup. The "trouble with a heartbreak" is the wound is so darn slow to heal because the memory of your ex keeps hanging around. You can try drowning it in whisky or getting out of town and meeting someone new, but the hurt still lingers. "This song, when people listen to it... I think they're going to be able to relate to this song and hopefully they get out of it what I did," Aldean told Audacy. "Which is this thing of knowing when you go through something like that there is nowhere you can go to escape it, it just kind of is what it is."
• Aldean released "Trouble With A Heartbreak" as the second single from Macon, Georgia on January 18, 2022. The country star titled the double album after the place where he was born and raised. "My little hometown of Macon was heavily instrumental in my musical background," he said. "Growing up in an environment that was a crossroads between country music, Southern rock, blues and R&B, it was just natural to blend different sounds in my on way."
  
  Macon, Georgia, is also home to the Allman Brothers Band, Little Richard, Otis Redding and Mike Mills and Bill Berry of R.E.M. They've had great names for their professional hockey teams, including the Macon Whoopee and the Macon Mayhem.
• Kurt Allison, Brett Beavers, Tully Kennedy and John Morgan wrote the R&B-tinged rock ballad.
  
  Kurt Allison and Tully Kennedy are members of Aldean's band.
  John Morgan is a singer-songwriter signed by Aldean to Night Train Records,
  Brett Beavers is Dierk Bentley's longtime collaborator and songwriting partner.
  Allison, Kennedy and Morgan also co-wrote "If I Didn't Love You" along with Lydia Vaughn.
  
  "This song hit me right when I heard it," said Aldean, "and reminded me of those bitter R&B breakup songs that take me back to riding through the backroads of Georgia."
• Jason Aldean is no stranger to songs of heartbreak. Other tracks he's recorded where he's nursing his pain following a breakup include "Any Ol' Barstool," "Don't Change Gone," "The Truth," "This Plane Don't Go There," and Macon, Georgia's lead single, "If I Didn't Love You."
• Directed by longtime collaborator Shaun Silva, Aldean shot the video in December 2021 during his three-night run at The Park Theater in Las Vegas. Set during National Finals Rodeo, it finds a cowboy navigating a broken heart.
  
  Jason Aldean leaned on Paramount Television's Yellowstone series for inspiration surrounding the clip. "It's going to have a little bit of a Yellowstone vibe for any Yellowstone fans out there," he said prior to the video release. "We got us a couple horses out here, in a dry lake bed, mountains in the back. Hope you guys like it!"
• Co-writer John Morgan originally wanted to keep this song for himself; it was the first time he'd heard a fully produced demo featuring his own voice and band. He admitted to radio host Bobby Bones he loved the track's original sound, but was glad he handed it over to Jason Aldean, who "crushes" it.
  
  Morgan eventually earned his own breakthrough as a solo artist with "Friends Like That," which became a hit after he re-recorded it as a duet with Aldean.