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In 1991, at the age of nine, Lil Wayne joined Cash Money Records as the youngest member of the label, and half of the duo The B. Most of the group's success came with their platinum-selling album Guerrilla Warfare (1999) and the 1999 single "Bling Bling".

Although Wayne and Birdman have a father–son relationship and Birdman calls Carter his son, Wayne's biological father and namesake (Dwayne Carter) is still alive.

The album, released in 2010, was certified gold by the RIAA, despite a generally negative critical response.

In March 2010, Lil Wayne began serving an 8-month jail sentence in New York after being convicted of criminal possession of a weapon stemming from an incident in July 2007.

Lil Wayne has also spoken about his deceased stepfather, Rabbit, who he has said he considers his real father.

Carter has a tattoo dedicated to Rabbit, who was murdered before Carter became a star.