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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Proposed Tax Changes in the Updated Build Back Better Act

Charitable Giving, Estate and Gift Tax, Income Tax, New Legislation, Tax

Earlier this year I discussed President Joe Biden’s proposed tax policies, which was prepared in anticipation of President Biden’s impending announcement regarding the Build Back Better Act.[1] As we approach the end of the Biden administration’s first year, tax professionals are on the edge of their seat. A plethora of different legislative changes directed at…
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IRS Demands iTunes Cards? Beware the Dirty Dozen!

Charitable Giving, Compliance, Current Events, Income Tax, Tax, Tax Controversy

In January of 2002 the Internal Revenue Service (“IRS”) issued a press release highlighting a dozen different tax scams and encouraged taxpayers to “maintain national vigilance.”[1] This list was dubbed the “Dirty Dozen,” and the IRS has continued to issue similar press releases containing updated lists of purported tax scams for taxpayers to be on…
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Deny It Like It’s TOT – Conservation Easement Denial Upheld

Charitable Giving, Court of Appeals, Current Events, Income Tax, Tax, Tax Related Cases

It is no secret. Everyone likes reading and writing about syndicated conservation easements. In December 2019, the Tax Court ruled in the case of TOT Property Holdings LLC v. Comm’r.[1] The result was an unfavorable one for the taxpayer. The transaction in question was more-or-less a run of the mill syndicated conservation easement, albeit ending…
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Gifting Appreciated Stock Before Redemption – Dickinson

Business Transactions, Charitable Giving, Estate Planning, Tax, Tax Controversy

Introduction Generally, a taxpayer may deduct the fair market value of appreciated property donated to a qualified charitable organization.[1] This provision expands the benefits available to taxpayers with respect to charitable deductions. The result, in effect, is that a taxpayer may gift an appreciated asset in lieu of selling the asset, paying tax, and then…
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