Monetized Installment Sales – Proposed Regulations will Lead to Burdensome Reporting Requirements and Increased Scrutiny

Business Transactions, Compliance, Estate Planning, Income Tax, Regulatory, Tax, Tax Controversy

Monetized Installment Sales, as previously written upon by Gray Edmondson,[1] have been subject to increased scrutiny by the IRS in recent years, making its “Dirty Dozen” list in each of the last three years.[2] The IRS remains on the offensive in scrutinizing such transactions, issuing proposed regulation under Internal Revenue Code Section 6011 in August…
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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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