Heart to Break

In an interview with Billboard, Petras stated "['Heart To Break'] was kind of summing up my heartbreak experiences but making a fun song about them. It's describing the part of you that is about to make a mistake and knows you’re making a mistake, but you don’t care because you still want to jump in and do it."[3] Later in their review of the song, Bryan Kress described the song as an "upbeat, unabashed pop sound" that "ventures into new territory for the songwriter as she confronts a bad relationship while trying to squeeze as much fun from it while it lasts." He later states "The lyrical tightrope of the situation was no easy feat for Petras", who was inspired by "Heart of Glass" by Blondie and "Lovefool" by The Cardigans.

In its coverage of the video premiere for the song, Paper wrote the video "imagines Petras as a modern-day princess pining for her prince in a surreal purple and blue crystal tower. Instead of being confined to the castle like Rapunzel was, however, Petras roams around the inky landscape outside, eventually having a dance-off with her love interest, breaking glass picture frames, and enticing him before eventually turning to glass and breaking herself."[4]

Billboard ranked the single as the best Era 1 single, calling it "a master class" and pointing out that "if this is the quality of pop music she’s able to serve up so early in her career, we’re going to be paying attention to Petras for years to come".[2] In 2018, Petras performed it at the Stern TV and at the VBuild Series along with "Hills", "Hillside Boys" and "Can't Do Better". In 2019, she performed the song at the Equality Awards along with "Icy" and "Sweet Spot". In 2020, Petras also performed it during HBO Pride Live along with "Malibu" and "Blow It All".