"Roll It Gal" is a song written by Shontelle Layne and Sheldon Benjamin, and originally recorded by soca singer Alison Hinds, taken from her debut album Soca Queen. The single was released by Hinds in 2005 in Barbados and in the United Kingdom in 2007. A music video was produced for Hinds' version of the song in 2005. The Hinds version of "Roll It Gal" shot to the top of the charts in Barbados, Trinidad and throughout the Caribbean.

Robyn Rihanna Fenty is a Barbadian singer, businesswoman, and actress, one of the most prominent recording artists of the 21st century. Rihanna signed with Def Jam Recordings in 2005 and found mainstream recognition following the release of her first two studio albums, Music of the Sun (2005) and A Girl Like Me (2006). Both influenced by Caribbean music, the albums quickly earned commercial success and peaked within the top ten on the US Billboard 200 chart. Her third album, Good Girl Gone Bad (2007), incorporated elements of dance-pop, and established her status as a prominent music industry icon. Its lead single "Umbrella" peaked atop the US Billboard Hot 100, won her first Grammy Award from three nominations, and remains one of the best-selling singles of all time.