Songfacts®:

• This song was written by Gordie Sampson, Ashley Monroe and Jon Green. Speaking to Radio.com, Pope explained why she first gravitated to the tune. "It's a positive song but its kind of got this snarky, interesting negative side," she said. "It's not make or break. It's not a heartbroken song where the world's going to end but it's a song about loving somebody. It's a great relationship; you're happy but you know that they could break you so easily and you feel so vulnerable. And you feel too weak compared to them and you wish if you could see if you could break them if they would fall apart. If they would fall to pieces. I think that's a really cool and honest lyric. It's an outside song and I just love what it says."
• Pope commented that the track is very similar to Faith Hill's 2002 hit, "Cry." "You just wish that that other person would feel a little more and you wish that you could almost make them cry, just to know that you have that power over them," she explained. "But, it's overall a very happy song. I love the silly, playful undertone that that song has."
• The song's music video was directed by Wes Edwards, whose previous credits include Jason Aldean's "Night Train," Brooks & Dunn's "Put a Girl In It" and Dierks Bentley's "5-1-5-0."
• Cassadee Pope hit an impressive nine-second long high note around the three-minute mark of her debut Country single, "Wasting All These Tears." She repeats the trick on this song, hitting a big note just after the two-minute mark. "I really just love belting," Pope told Billboard magazine. "I look up to artists like Martina McBride and Kelly Clarkson. They leave it all out there on their recordings and onstage. I don't know if it's a signature thing, but I really like to do it a lot."
• The three songwriters had no one in mind when they wrote the song in Sampson's writing room, The Shack. They were just looking to create a quality tune, by fusing the influences of three different countries they came from. "I brought Tennessee, Jon brought British, Gordie brought Canadian — he's from Nova Scotia," Ashley Monroe told Billboard magazine.
  
  Monroe added that she also brought the title, "I Wish I Could Break Your Heart." "I always like to go in with some sort of idea, especially when I'm with people I'm big fans of," she said. "So I was like, 'I don't know, guys. I feel like this needs to be written. I've had this title for a little while.' I forget which one started chugging and making it."
  
  "I recall Gordie and I immediately latching onto it and [the words were] singing great over the guitar lines we were jamming," Jon Green added. "I really liked starting with the hook line, too. Straight out the gate we have a story and an angle."