This song features Demi Lovato's Australian rapper friend, Iggy Azalea. Lovato explained to MTV News how their collaboration came together. "When we finally made the decision of which songs were making the album I said, 'OK, I want her on this one.' So I called her and was like, 'Hey will you do a song?' And she's like, 'Yeah sure I'll go into the studio tonight,'" Lovato said. "I was like, 'Do you want to hear it first?' She's like, 'No it's cool.' I'm like, 'You're an amazing friend and I love you.'"
Lovato told Billboard magazine that Azalea's part ended up fitting perfectly into the tune, partially because she felt the other half of the collaboration belonged to her pal all along. "I wanted [Iggy] to be on this album from the first time that I heard that song, even before we knew each other," she said. "And then we became good friends, and so it was kind of a situation where it was like, we have to work together."
Until December 5, 1998, a song had to be issued as a single to make the Hot 100. Aaliyah's "Try Again" was the first tune to top the chart based on airplay alone, without any sales figures being included.