Pain Is Love is the third studio album by American rapper Ja Rule, released on October 2, 2001 via The Island Def Jam Music Group, Def Jam Recordings, and Irv Gotti's Murder Inc. Records. Although, the album received a mixed reception from critics, Pain Is Love debuted at number one on the Billboard 200 and was supported by four singles: "Livin' It Up", "I'm Real ", "Always on Time" and "Down Ass Bitch". It was certified triple-platinum by the Recording Industry Association of America (RIAA) for selling over 3,000,000 copies. Pain is Love received numerous awards and nominations including a nomination for Best Rap Album at the 44th Grammy Awards. The album's first two singles "Livin' It Up" featuring Case and "Always on Time" featuring Ashanti collected nominations for Best Rap/Sung Collaboration in 2002 and 2003.

Jeffrey Bruce Atkins Sr., better known by his stage name Ja Rule, is an American rapper. Born and raised in New York City, Ja Rule became known as a leading figure in 2000s hip hop for his blending of gangsta rap with commercially-oriented pop sensibilities. He signed with Irv Gotti's Murder Inc Records, an imprint of Def Jam Recordings to release his debut studio album Venni Vetti Vecci (1999), which spawned his first single "Holla Holla". Ja Rule peaked the Billboard Hot 100 thrice in 2001 with his single "Always on Time" and his guest appearances on Jennifer Lopez's "I'm Real " and "Ain't It Funny". His encompassing singles, "Put It on Me", "Mesmerize", "Livin' It Up" and "Wonderful" have peaked within the top ten of the chart and spawned from commercially successful album releases.