Coolio is known for his crazy hairstyle with spidery braids that stick out all o ver his head. Weird Al copied his hairstyle for his record cover on Bad Hair Day.
Coolio was nominated in 1996 for an MTV Movie Award for 'Best Movie Song' for "Gangsta's Paradise" from the hit movie Dangerous Minds. He won an ASCAP Film & Festival Award for "Gangsta's Paradise" as well.
Coolio was not aware that his then producers, Tommy Boy Records, had authorized Weird Al Yankovich to record a parody of his hit single "Gangsta's Paradise". So, when "Amish Paradise" was released, he was angry, the parody and accompanying album Bad Hair Day became Weird Al's best selling record.
Coolio appeared in a sub-plot in the comic book hero movie Daredevil. However, his parts were cut from the big screen version, but can still be seen on the DVD, and trailers for the movie.
Coolio and seven members of his entourage were arrested for allegedly shoplifting from a German clothing store and assaulting the owner. After that incident, German Police threatened to charge him with inciting criminal behavior, after he suggested at his concert to steal his new album, if listeners couldn't afford to buy it.
Coolio sang a duet with country legend Kenny Rogers in 1998. The duo teamed up to record an updated version of "The Gambler". The track wasn't released on an album until 2002, on El Cool Magnifico.
Coolio left Tommy Boy Records in 1997, and set up his own record label called Crowbar Records.
Coolio appeared in a television commercial for Verizon Wireless phone services and for "The Best Rap Album in The World...Ever!" in 2003.
Coolio's rap name started out as a joke amongst friends, when they compared him to Julio Iglesias. The friends mixed the two names, and merged his rap name, coolio.
Coolio is a former firefighter in Southern California's San Bernadino mountains.
Coolio was arrested in 1998 on suspicion of posessing marijuana and carrying a concealed weapon in Lawndale, California.
Coolio learned to read at the age of twelve at the Pelton Power Program for Kids. This is a program founded by Texas jazz musician Aaron Pelton.