Liberty Global – Economic Substance Case

Cases, Court of Appeals, Income Tax, Tax, Tax Controversy, Uncategorized

Tax lawyers routinely test proposed transactions against the technical requirements of the Internal Revenue Code. The Tenth Circuit’s recent decision in Liberty Global, Inc. v. United States[1] is a reminder that literal compliance may not always end the analysis. In Liberty Global, the court applied the codified economic substance doctrine to deny a claimed §…
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Successor Trustee Liability for Unpaid Estate Tax

Cases, Court of Appeals, Estate Administration, Estate and Gift Tax, Estate Planning, Fiduciaries, Tax

In a previous writing, I discussed the potential of an executor to be personally liable for a decedent’s tax obligations.[1] That discussion was based on lessons learned from a Tax Court opinion,[2] outlining certain steps for executors to consider in minimizing exposure to such personal liability. In 2023, in a split decision, the Ninth Circuit…
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Cross Refined Coal: A Partnership Recap

Cases, Court of Appeals, Income Tax, Tax

“If the government treats tax-advantaged transactions as shams unless they make economic sense on a pre-tax basis, then it takes away with the executive hand what it gives with the legislative.”[1] Despite these words issued by the Ninth Circuit in 1995, the Internal Revenue Service continues to challenge certain investments that Congress expressly encourages through…
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Taxpayer Loses Royalty Tax Case Appeal

Cases, Court of Appeals, Income Tax, Tax Controversy

In a recent appellate decision from the Ninth Circuit, a taxpayer/attorney/neurosurgeon/corporate shareholder who helped develop a patented imaging technology was held liable for ordinary income assessments with respect to annual royalty payments related to patent royalty income. Facts Dr. Aaron Filler, a licensed attorney and neurosurgeon, contributed to the development of a certain Diffusion Tensor…
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Private Jet Charitable Deduction Fails for Lack of Substantiation

Cases, Charitable Giving, Court of Appeals, Income Tax, Tax, Tax Controversy

In Izen v. Comm’r, the Fifth Circuit Court of Appeals recently affirmed a Tax Court decision to deny a taxpayer’s charitable contribution deduction where the taxpayer failed to meet the statutory documentation requirements for the charitable contribution.[1] The key documentation that the taxpayer lacked was a contemporaneous written acknowledgement that included his taxpayer identification number.…
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Heiting and the Claim of Right Doctrine

Cases, Court of Appeals, Income Tax

In the Heiting v. United States[1] decision issued on October 18, 2021, the United States Court of Appeals for the Seventh Circuit affirmed a district court decision[2] to dismiss a couple’s claim for a refund of taxes, rejecting the taxpayers’ argument that the repurchase of restricted stock previously sold by their trustee was effectively a…
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