Conservation Easements: The Importance of Proper Planning and Compliance

Cases, Charitable Giving, Compliance, Income Tax, Tax, Tax Court

The United States Tax Court recently decided yet another case[1] involving conservation easements and the corresponding charitable contribution deduction. Such cases have been prevalent lately, although recent cases have dealt more with syndicated conservation easements and the IRS’s failure to follow certain procedural rules.[2] In the subject case of this article, however, the Court, for…
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Gifts to Employees – Fields v. Commissioner

Cases, Income Tax, Tax, Tax Court

Being in the midst of the holiday season, many people are making gifts to friends, family members, employees, and others important to them. Rarely is much thought given to the income tax consequences of such gifts. A recent case from the Tax Court illustrates how gifts between an employer and employee are treated.[1] Income Tax…
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Passive Activity Loss Rules Lead To Yet Another Taxpayer Loss In Court – Why Keeping Adequate Records Is Essential

Cases, Compliance, Income Tax, Tax Controversy, Tax Court

Passive Activity Loss Rules Lead To Yet Another Taxpayer Loss In Court – Why Keeping Adequate Records Is Essential In a recently issued Memorandum Opinion[1], the United States Tax Court found that a husband and wife who owned and operated real estate investment properties were not entitled to deduct losses derived from properties owned in…
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The Importance of a Properly Prepared Form 709 Gift Tax Return

Estate Administration, Estate and Gift Tax, Estate Planning, Private Letter Rulings, Regulatory, Tax

In a prior article, I wrote about the importance of properly prepared Form 706 Estate Tax Return, discussing a Private Letter Ruling (“PLR”) that highlighted some common mistakes made on the Form 706.[1] In that article, I discussed issues related to the marital deduction and the allocation of a decedent’s unused Generation Skipping Transfer Tax…
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Post-Settlement Tax Woes – Tillman-Kelly

Cases, Income Tax, Tax, Tax Court

In a recent case from the Tax Court, two married taxpayers failed to establish that their settlement proceeds fell within a statutory exception to taxation.[1] This case is a bit more straightforward than others we may write about from time to time. Factual Background In September 2009, Chicago State University (“CSU”) hired Mr. Bryant Tillman-Kelly…
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Corporation Denied Deduction Where Compensation Paid to Officer Was Unreasonably High

Cases, Income Tax, Tax Controversy, Tax Court

Reasonable compensation has been a relatively hot topic this year. Charles Allen previously discussed the Blossom case in which the taxpayers were penalized for understating the compensation of the two owners/officers of an S corporation.[1] While Charles’s discussion focused on employment taxation, Josh Sage followed up with an article on the resulting income taxation consequences…
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Notice 2017-10’s Demise May Be Imminent: Current Litigation Involving the Controversial IRS Rule

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

The state of litigation concerning listed transactions has changed dramatically since the Supreme Court’s unanimous decision in CIC Services, LLC v. Internal Revenue Service in May of 2021. Prior to the Court’s decision, the IRS relied on the Anti-Injunction Act to shield itself from litigation based on the Service’s failure to go through the required…
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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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The Importance of a Properly Prepared Form 706 Estate Tax Return

Estate and Gift Tax, Private Letter Rulings, Regulatory, Tax

A recent Private Letter Ruling (“PLR”) issued by the IRS highlighted the importance of a properly prepared Form 706 Estate (and Generation Skipping Transfer) Tax Return (“706”).[1] The PLR granted the requesting Estate a 120-day extension to make a QTIP election (discussed below) as well as divide the QTIP Trust into a Generation Skipping Transfer…
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