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The Weird Wacky World of Plaintiff Litigation Taxation - Giuliani Style!

January 22, 2024

Learn about the unique tax consequences of the $150 million judgment against Rudy Giuliani and the impact on plaintiffs like Ruby Freeman and Shaye Moss. Understand the complexities of double taxation and the benefits of Plaintiff Recovery Trust (PRT).

As numerous professional commentators have noted, the Rudy Giuliani defamation case has unique and complicated tax implications for Mr. Giuliani and the plaintiffs. 

The Problem of Double Taxation

A Georgia jury awarded former Georgia election workers Ruby Freeman and Shaye Moss a judgment of nearly $150 million in damages against Mr. Giuliani. The verdict is large by any measurement: for defamation, Ms. Freeman and Ms. Moss were awarded $16.171 million and $16.998 million, respectively, $20 million for emotional distress, and $75 million total in punitive damages.

Albeit a large sum, there is a glimmer of hope for Mr. Giuliani as it relates to the tax consequences of his newfound liability. Because Mr. Giuliani was likely engaged in his business as a lawyer for former President Trump (or another similar business pursuit), he may have a good chance of treating the nearly $150 million payment as a business expense and thus deducting it from his tax liability. Conversely, for Ms. Freeman and Ms. Moss, these large verdicts will come with equally large tax consequences. Under the Internal Revenue Code (IRC), punitive damages and certain other damages are taxable as ordinary income, even for death or severe injury. To make matters worse, in most cases, the tax on litigation settlements has no corresponding deduction for legal fees, and the recovering plaintiff is taxed on the full amount of the settlement—including monies corresponding to the plaintiff’s attorneys under a contingent fee agreement. The taxation of plaintiff litigation recoveries can be haphazard, crazy, and often punitive and unfair; there are even cases where a plaintiff’s taxes can exceed the recovery amount itself!

Many criticize this arrangement because it leads to double taxation—the plaintiff pays taxes on the full recovery amount (again, including the contingent legal fees owed to the plaintiff’s attorneys), and the attorneys are also taxed on the same funds. However, plaintiffs like Ms. Freeman and Ms. Moss would do well to remember that plaintiffs have planning options. When elected promptly (meaning before the final verdict or settlement is issued), the Plaintiff Recovery Trust (“PRT”) is well-suited to make the best of a bad tax situation.

The Banks Case

The Supreme Court of the United States addressed the issue of contingent fee double taxation in Commissioner v. Banks. There, the Court held that a plaintiff would be taxed on the full amount of his recovery (including money owed to his attorneys under a contingent-fee agreement) because the plaintiff had “complete dominion over the income in question.”1 In addressing the question of what constitutes “dominion” over income, the Court ruled that the person who “owns or controls the source of the income also controls the disposition of that which he could have received himself and diverts the payment from himself to others...”2 The Court elaborated on this, specifically putting these concepts in the context of litigation, holding that the income-generating asset is “the cause of action that derives from the plaintiff’s legal injury.”3 So long as the plaintiff maintains dominion over the income-generating asset (the lawsuit), such a plaintiff will be considered the taxpayer and double taxation will ensue.

Conclusion

This is where a PRT’s usefulness and tax benefits are proven. By using a PRT, plaintiffs and their attorneys avoid double taxation and benefit from several other perks afforded by a PRT. In essence, a plaintiff assigns their right and interest in the litigation, thereby giving up dominion of the income-generating asset. To learn more about PRTs, read through our article discussing PRTs in more depth.

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Frequently Asked Questions

Under IRC § 61, all income from whatever source derived is taxable unless a specific exclusion applies. Lawsuit settlements are included in gross income by default. The key exceptions are physical injury and physical sickness recoveries under IRC § 104(a)(2), which are excluded from gross income when received as compensation for a physical injury or physical sickness claim.

IRC § 104(a)(2) excludes from gross income damages received on account of personal physical injuries or physical sickness. The exclusion applies to compensatory damages only. The injury or sickness must be physical — emotional distress damages, employment discrimination recoveries, breach of contract proceeds, and punitive damages do not qualify for the exclusion and are taxable.

Yes. Punitive damages are taxable as ordinary income regardless of whether the underlying claim involves a physical injury. IRC § 104(a)(2) does not exclude punitive damages. Even in a physical injury case where compensatory damages are excluded, any punitive damages awarded are included in the plaintiff's gross income and subject to federal income tax.

For most plaintiffs, no. The Tax Cuts and Jobs Act of 2017 suspended miscellaneous itemized deductions under IRC § 67(g) for tax years 2018 through 2025, eliminating the attorney fee deduction for most civil litigation recoveries. IRC § 62(a)(20) provides an above-the-line deduction only for qualifying discrimination and whistleblower cases. Plaintiffs in personal injury, breach of contract, and most tort cases cannot deduct attorney fees under current law.

A Qualified Settlement Fund (QSF) under IRC § 468B separates the timing of the defendant's payment from the plaintiff's taxable receipt of funds. The defendant transfers proceeds to the QSF and takes an immediate tax deduction. The plaintiff does not recognize taxable income until distribution from the QSF, preserving a planning window to implement structured settlements, Plaintiff Recovery Trusts, Special Needs Trusts, or other tax-minimization strategies before receiving taxable income.

A Plaintiff Recovery Trust (PRT), administered by Eastern Point Trust Company, addresses the attorney fee double tax created by Commissioner v. Banks, 543 U.S. 426 (2005), and worsened by TCJA 2017. The PRT separates the attorney fee portion of the settlement from the plaintiff's taxable recovery, allowing each party to recognize income only on their respective portion. Eastern Point Trust Company has saved plaintiffs $30 million or more through PRT structures. The PRT is implemented during the QSF administration window before taxable distributions occur.

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