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Once in a while, we hear in the news that a celebrity owes the IRS millions of dollars or is facing criminal prosecution for failure to pay taxes. Celebrities are public figures, so if the press finds out about an extravagant lifestyle of a high-profile celebrity and that individual files a tax return reporting modest income, the authorities may take a closer look. Celebrity tax planning can be very complex, but even with the best advisors, there are many unclear answers.