Is Your Hobby Really “For Profit?” The Deductibility of Your Expenses Depends on It

Compliance, Income Tax, Tax, Tax Court

Generally, expenses related to activities that are not engaged in for profit are not deductible.[2] In a recent memorandum opinion[3], the United States Tax Court reiterated the criteria upon which the Court considers if an activity is engaged in for profit. While the recent decision was not a landmark case[4], it provides some cautionary guidance…
Read More

Gage – Cashier Check Timing Case

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

We have covered timing and delivery issues in several articles, such as the recent Demuth and Hoensheid cases.[1] Similarly, the recent Tax Court case of Gage v. Comm’r dealt with the taxpayers that believed they paid a $875,000 settlement to the Department of Housing and Urban Development (“HUD”) in December of 2012.[2] Unfortunately for the…
Read More

Tax Effect of Protocol Updates to Blockchain-Based Cryptocurrency

Chief Counsel Advice, Cryptocurrency, Income Tax, Regulatory

A recent Chief Counsel Advice Memorandum (“CCA”) discusses certain tax consequences pertaining to a taxpayer owning cryptocurrency native to a blockchain that undergoes a protocol upgrade. CCA 202316008. In the hypothetical scenario discussed in the CCA, a hypothetical blockchain, very similar to Ethereum, underwent a change in the method in which it approved and processed…
Read More

Charitable Remainder Annuity Trusts – An Excellent Tool, but Not a Gain Eraser

Cases, Charitable Giving, Estate Planning, Fiduciaries, Income Tax, Tax, Tax Controversy, Tax Court

Charitable remainder annuity trusts, or CRATS, are excellent estate planning vehicles and provide a litany of benefits to those who implement them, but as Devin Mills discussed in his recent article on the 2023 IRS Dirty Dozen list, the IRS considers CRATS as one of the legitimate tax strategies that are often abused by taxpayers.[1]…
Read More

Crypto Update: NFTs in the Crosshairs as Collectibles

Income Tax, Regulatory

In a recent Notice issuance, the IRS and Treasury put taxpayers on notice that they intend to issue guidance related to the treatment of certain nonfungible tokens (“NFTs”) as collectibles under IRC § 408(m). Notice 2023-27 does not itself pass any regulations but instead puts taxpayers on notice for future guidance and that the IRS…
Read More

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…
Read More

Directions