Frontman Tyler Connolly wrote this song concerning romance on the rocks with Kara DioGuardi at the American Idol judge's house. He commented in a press release: "Amazing. I went over to her place, drank some wine and we wrote 'Not Meant To Be' in 5 minutes. Our writing styles fit together so perfectly it was almost like it was 'meant to be.'"
DioGuardi made her music video debut in the song's clip, in which she played the female lead. The promo was directed by Tony Petrossian (Stone Sour, Seether, Taking Back Sunday, Avenged Sevenfold, DMX).
This featured on the soundtrack of the 2009 movie Transformers: Revenge of the Fallen.
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