"Best Mistake" is a song by American recording artist Ariana Grande that features American hip hop recording artist Big Sean. The song served as a promotional single from Grande's second studio album, My Everything (2014), and was released at midnight on August 12, 2014. Written by Grande, Big Sean, and Key Wane with production being done by the latter, the song is a ballad with piano, string, and drum machine instrumentation that lyrically deals with a couple trying to decide on what their future, troubled relationship is going to be like. Commercially, it peaked on the US Billboard Hot 100 at number 49, and within the top 50 on other record charts in North America, Europe, and Oceania. On the US Digital Songs chart, it debuted at number six, making Grande the first act since Michael Jackson, and also the first female artist, to have three songs in the top ten on that chart the same week, with the other two songs being "Bang Bang" (with Jessie J and Nicki Minaj) and "Break Free" (featuring Zedd). Grande and Big Sean have performed the song live, including at the iHeartRadio theater in Los Angeles. Production and composition "Best Mistake" was written by Ariana Grande, Big Sean and Key Wane, with production, programming and instruments done by the latter. The vocals were produced by Curtis "Sauce" Wilson, with Gregg Rominiecki engineering Big Sean's vocals. Serban Ghenea handled the mixing of the track, which was engineered by John Hanes, and finally the mix was mastered by Aya Merrill and Tom Coyne. It is a minimal hip-hop piano ballad lament that uses instrumentation from strings and a drum machine. It is about a couple trying to "make up their minds about the future of their relationship, with deep affection buried underneath their problems." Grande revealed that "Best Mistake" was her favorite track on My Everything: "I just think the world of [Big Sean] and I'm obsessed with his writing on this song in particular. I'm a huge fan of his in general but I feel like his writing on this song is so, so fantastic, it like strikes a chord in my heart. I love it so much." Release Grande first confirmed the title of "Best Mistake" on June 28, 2014, the same day that she confirmed the name of her second studio album, My Everything. On July 8, 2014, Grande released a 15-second