Wesley Snipes: The actor was convicted of tax evasion in 2008 for failing to file tax returns from 1999 to 2001, resulting in millions of dollars in unpaid taxes. He served a three-year prison sentence. In 2015, the IRS alleged he still owed an additional $17.5 million, though Snipes disputed the amount.
Al Sharpton: The civil rights activist has faced multiple tax issues and liens throughout his career. In 2014, reports noted he and his for-profit businesses had federal and state tax liens totaling millions of dollars, though he disputed the full amount.
Lil Wayne: The hip-hop artist settled a tax debt estimated at $14 million in 2019, which stemmed from tax liens the IRS had imposed since 2002.
Chris Tucker: The actor settled a lawsuit in 2023, agreeing to pay the IRS $3.58 million to resolve unpaid federal income taxes from 2002, 2006, 2008, and 2010.
Steve Harvey: The entertainer discovered in 2008 that he owed nearly $25 million in back taxes, which he attributed to "not so smart" actions by a deceased accountant.
Fat Joe: The rapper served a four-month prison sentence in 2013 after pleading guilty to failing to file taxes on more than $3 million in income.
Ronald Isley: The R&B legend was convicted of tax evasion and failing to file in 2005. He was sentenced to three years in prison and ordered to pay over $3 million in back taxes.
Sinbad: The comedian filed for bankruptcy in 2013, owing the IRS $8.3 million in back taxes accumulated between 1998 and 2006.
