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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.Wayne's eighth album I Am Not a Human Being (2010), was released during his incarceration.

The lead single "Fireman" became a hit in the US, peaking at 32 on the Billboard Hot 100 chart. In 2005, Lil Wayne was named president of Cash Money, and in the same year he founded Young Money Entertainment as an imprint of Cash Money.

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.

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

Wayne gained more prominence with his sixth album Tha Carter III (2008), which became his most successful album to date, with first-week sales of over one million copies in the United States.

The album won the Grammy Award for Best Rap Album and includes the hit singles "Lollipop", "A Milli" and "Got Money".

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