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I knew fiasco meant a great disaster or something like that, but I didn't realize that the person named Fiasco would be the disaster, and that you should be calling other MCs fiascos—not yourself..kind of humbled me in a sense.It taught me like, 'Yo, stop rushing, or you're going to have some fiascos.'" When Fiasco was 18, he began creating music as a solo artist in his father's basement, even though his parents were not keen on having their son be a rapper.Because what Lupe Fiasco says on this microphone is going to come back to Wasalu Jaco.When the music cuts off, you have to go home and live with what you say." After turning away from gangsta rap, he developed a greater appreciation of the lyricism of Jay Z and Nas.Da Pak signed to Epic Records and released one single before splitting up.Fiasco later described the experience, saying "We had a song out about cocaine, guns, and women, and I would go to a record store and look at it and think, 'What are you doing? I was acting like this rapper who would never be judged, and I had to destroy that guy.He also performs as the frontman of rock band Japanese Cartoon under his real name.
Despite his unstable upbringing, Fiasco states that he was well-educated as a child, asserting that his parents exposed him to a diverse array of subjects and that reading was highly encouraged in his household.
In addition to music, Fiasco has pursued other business ventures, including fashion.
He runs two clothing lines, Righteous Kung-Fu and Trilly & Truly; he has designed sneakers for Reebok.
His mother also gave him a record of the influential group The Watts Prophets, one of the first bands to use spoken words with music.
Although he was without a group for the first time, Fiasco continued to record music.