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Jermaine Dupri
Authorities raided Jermaine Dupri's Atlanta home back in January of 2002 for apparently owing over $2.5 million in unpaid taxes. Then, in 2008, the IRS filed a $3 million dollar lien against the hitmaker. But it wasn't so so bad, as the producer-turned music mogul addressed it in 2009. (Photo: Kristian Dowling/PictureGroup)
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