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After living large off the success of "Parents Just Don't Understand," Will Smith himself broke when his next album flopped.
Source: https://www.buzzfeed.com/kristenharris1/actors-took-role-for-money
In 1988, DJ Jazzy Jeff and the Fresh Prince scored a hit with their single "Parents Just Don't Understand," winning a Grammy and watching their album, "He's the DJ, I'm the Rapper," go triple platinum.