Conversation so far:
who was pitbull?
Pitbull released his debut album M.I.A.M.I., with the lead single being "Culo" produced by Lil Jon and the Diaz Brothers.
who did he work with?
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He joined the Anger Management Tour, the 2000 hip-hop concert tour headlined by Eminem and 50 Cent.
Are there any other interesting aspects about this article?
In 2005 Pitbull and rapper Sean 'Diddy' Combs co-founded Bad Boy Latino, a subsidiary of Combs' Bad Boy Records label.
did he win any awards?
Pitbull also appeared on the Ying Yang Twins' single "Shake", which peaked at No.41 on the Hot 100 and No.12 on the rap chart, Adassa's chart topping single.
did he win any awards?
CANNOTANSWER.
was he married?
CANNOTANSWER.

Question: what was his biggest hit?
Self-contained rewrite: what was Pitbull's biggest hit?