"Heartless" is a part of Diplo's first “country project” and album "Chapter 1: Snake Oil" where he collaborated with many different artists creating songs with a mashup of trap, pop, country, and dance/electronic music. The album was released on May 29th 2020. A few of Diplo's managers reached out to Seth England, who is Wallen's manager, along with Florida Georgia Line and Chris Lane. Diplo and Wallen did not even meet until the making of the music video.
Music video
The music video of the song "Heartless" produced by Diplo and sung by Morgan Wallen, was released onto YouTube on September 5th 2019. In the video, Morgan Wallen and Diplo are seen exploring Atlantic City. In the beginning, the camera shifts from the men playing games at a carnival to them singing on the beach and boardwalk. Later the pair is seen getting in a car where they are taken to a casino, when finally, they are performing a concert on stage for a crowd until the ending where the two share a hug.
A re-recorded version of the song featuring American singer Julia Michaels was released on January 31, 2020. A second video clip was released on the same day. The video was filmed in Nashville and again, directed by Brandon Dermer. The clip takes place at a motel where Wallen and Michaels appear to be having issues in their respective relationships. When both of them step outside for fresh air, they ditch their lovers and run away together. The remix impacted pop radio in the US on February 25, 2020.
Music video
The alternate music video with Julia Michaels was released to YouTube on January 31st 2020.. In the video, both Morgan Wallen and Julia Michaels are seen at the same motel, both with a significant other. First, Julia Michaels is seen having trouble connecting with her man, as he shrugs her off when she attempts to put her head on his shoulder. It then shifts to Morgan Wallen who is also seen having the same trouble with his girl, as she shrugs him away when he attempts to put his arm around her. After a few shots of them singing in their rooms, they both then walk out of the door and lean on the walls next to each other, where they share a smile and a nod. They both go back in to pack their bags. Finally they both meet outside to get in Morgan Wallen's truck and drive off where the video comes to an end.
