Life Settlements of Life Insurance Policies: What, When, and How

Compliance, Estate and Gift Tax, Estate Planning, Fiduciaries, Income Tax, Tax

Many individuals take out life insurance policies for valid planning reasons which later are no longer needed or desirable. Alternatively, the policy owner may need current liquidity. While many policies can be surrendered for their cash value or the owner may take loans against the policy, there may be other options. One of those options…
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Threading the Needle – The Utility and Structural Requirements of ING Trusts

Asset Protection, Business Transactions, Estate and Gift Tax, Estate Planning, Income Tax, State and Local Tax, Tax

Estate planners and tax practitioners have been utilizing incomplete non-grantor trusts, or “ING” trusts, with increased frequency. ING trusts can be utilized for a number of reasons, including, but not limited to, federal income tax planning,[1] asset protection, planning for qualified small business stock benefits, income shifting through distributions to descendants, and others. While this…
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Evaluating the Landscape: Impact of CIC Services, LLC Case on Attorneys’ Fees and Government Fairness

Cases, Compliance, Current Events, District Court, Income Tax, Tax, Tax Controversy, Tax Related Cases

The recent opinion from the United States District Court, Eastern District of Tennessee, continues the saga of the case of CIC Services, LLC (“CIC”) and has implications for taxpayers seeking to recover attorneys’ fees under the Equal Access to Justice Act (“EAJA”) and for its broader reflections on governmental fairness, particularly those looking to challenge…
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Chief Counsel Advice Memorandum Debunks Tax Avoidance Scheme Using Trust

Chief Counsel Advice, Compliance, Estate Planning, Fiduciaries, Income Tax, Regulatory, Tax

In a recent Chief Counsel Advice Memorandum[1] (“CCM”), the office of the IRS Chief Counsel debunks the income taxation, or lack thereof, found in promotional materials promoting a structure known as a “Non-grantor, irrevocable, complex, discretionary, spendthrift trust”, with a note that the structure may be referred to by several other similar but slightly different…
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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…
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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…
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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…
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