IRS Reminds Businesses That Form 8300 for Cash Transactions In Excess of $10,000 Must Generally Be Filed Electronically Beginning January 1, 2024

The IRS issued a news release (IR-2023-157)[1] reminding most businesses that, starting January 1, 2024, they will be required to file Form 8300, “Reporting Cash Payments Over $10,000,” electronically with the Financial Crimes Enforcement Network (FinCEN). This requirement comes as final regulations[2] mandating the electronic filing of most information returns take effect.

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Proposed Regulations on Digital Asset Information Return Reporting Issued by IRS, First Reports Would Be Issued Early in 2026, Covering 2025

The IRS has released proposed regulations[1] to implement information reporting requirements for digital assets by brokers and certain other parties involved in arranging sales and/or exchanges of these assets. Originally introduced by the Infrastructure Investment and Jobs Act of 2021 and scheduled to take effect in 2023, the proposed regulations postpone the reporting obligations to cover transactions occurring in 2025. The IRS and customers will receive a newly announced Form 1099-DA in early 2026.

The IRS concurrently issued a news release[2] when the proposed regulations were published, providing a summary of the key points found in the regulations.

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IRS Delays Requirements for High Earners' Catch-Up Contributions to Employer Plans Go to Designated Roth Accounts for Two Years

One of the modifications introduced by the SECURE 2.0 Act was the stipulation that, starting in 2024, catch-up contributions to employer retirement plans for certain high-earning individuals must be made to designated Roth accounts within the retirement plan. Additionally, there was apprehension that this amendment might have unintentionally eliminated the option for individuals at all income levels to make such catch-up contributions. Notice 2023-62[1] from the IRS offers interim guidance and relief concerning these provisions.

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Promotional Materials for Marketing Trust Based Shelter Erroneously Confuses Various Definitions of Income for Trust Income Taxation

Promoters of questionable tax schemes often distribute a “legal analysis” to potential victims. While these analyses might sound authoritative, they can sometimes resemble the output of ChatGPT in full hallucination mode. These analyses are typically designed to sound sufficiently authoritative to intimidate any tax professional who isn’t well-versed in the specific area of taxation being addressed.

In AM 2023-006,[1] the IRS targets a marketed trust tax structure. This structure aims to shelter nearly all income from assets transferred to the trust from federal income tax. The “legal analysis” supporting this program leans heavily on conflating the various forms of “income” associated with such trusts. It incorrectly treats distributable net income (DNI), taxable income, and accounting income as if they were synonymous concepts.

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Tax Court Greatly Reduces Rent Deduction for S Corporation Where Taxpayer Attempted to Take Advantage of the Masters Rule

In Sinopoli v. Commissioner,[1] the taxpayers sought to leverage IRC 280A(g), a provision allowing individuals to rent out their personal residences for up to 14 days annually without declaring the income. The taxpayer's S corporation reported over $290,000 in rental expenses over a three-year span, purportedly for renting the shareholders' homes for monthly meetings. However, the Tax Court significantly curtailed the allowable deduction.

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Reduction in Nonrecourse Debt Was Part of Sales Price in Short Sale, Could Not Be Excluded from Income Under IRC §108

A taxpayer with property secured by a nonrecourse loan, who returns said property to the lender via foreclosure, deems the entire loan balance as the sales price for income tax purposes. This holds true even if the property’s fair market value is below the loan balance. But what happens when the lender consents to a payment less than the loan’s face value, facilitating a short sale by aligning with the buyer’s offer? Does this debt reduction equate to canceled debt income, or does it remain part of the sales price? Why does the distinction matter?

In the case of Parker v. Commissioner,[1] the Tax Court examined such a scenario. Their conclusion: the debt reduction should be recognized by the taxpayer as part of the sales price, not as canceled debt income.

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Deferred Compensation Deduction Not Accelerated Due to Sale of Business

When two provisions in the tax law produce conflicting outcomes, the Courts utilize specific rules of interpretation to ascertain which provision takes precedence. A fundamental principle is that a more specific provision will override the conclusion drawn from a broader one.

In the case of Hoops, LP v. Commissioner,[1] the court had to decide if the timing of a deduction for a deferred compensation transaction would be governed by a regulation under IRC §461 (allowing a deduction upon the sale of the partnership's business) or by IRC §404(a)(5) (which would postpone the deduction until the employees received and recognized their deferred compensation as income).

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Interim Guidance Issued for Home Energy Audit Tax Credit

One of the credits introduced by the Inflation Reduction Act is a credit for obtaining a home energy audit on the taxpayer's principal residence. In Notice 2023-59,[1] the IRS announced its intention to issue regulations under this provision and provided interim guidance that taxpayers can rely on until such regulations are published.

At the same time, the IRS issued a news release, IR-2023-140,[2] explaining the guidance outlined in the notice.

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IRS to End Most Unannounced Visits to Taxpayers by Revenue Officer

Revenue Officers generally will longer make unannounced visits to taxpayers the IRS announced in News Release IR-2023-133.[1]

The release begins:

As part of a larger transformation effort, the Internal Revenue Service today announced a major policy change that will end most unannounced visits to taxpayers by agency revenue officers to reduce public confusion and enhance overall safety measures for taxpayers and employees.

The change reverses a decades-long practice by IRS revenue officers, the unarmed agency employees whose duties include visiting households and businesses to help taxpayers resolve their account balances by collecting unpaid taxes and unfiled tax returns. Effective immediately, unannounced visits will end except in a few unique circumstances and will be replaced with mailed letters to schedule meetings.[2]

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Despite Receiving No Cash, Lapse of Life Insurance Policy Triggers Taxable Income

In the case of Doggart v. Commissioner,[1] a taxpayer lodged a complaint, arguing that they couldn’t have taxable income for the year 2017 since they did not receive any cash during that period. However, the taxpayer will soon discover that this assumption does not necessarily hold true when dealing with a lapsed life insurance policy coupled with outstanding loans taken against the cash value of the policy.

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Congressional Hearing on Employee Retention Credit Considers Potential Solutions to Various Issues, Including Fraud

The Oversight Subcommittee of the House Ways & Means Committee convened a hearing on July 27, 2023, to discuss “The Employee Retention Tax Credit Experience: Confusion, Delays, and Fraud.”[1] Although the agenda covered three topics, the focus and highlights of the hearing centered around the issue of fraud. Notably, Representative Beth Van Duyne (R-TX) played a key role during the session by sharing a voice mail she received that very morning from an individual claiming to be “Beth” and working for an Employee Retention Credit (ERC) mill. In the voice mail, the representative was informed that she was eligible to receive a payment of $26,000 for every W-2 employee she employs.

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IRS Memorandum Makes Clear the Agency's Rejection of Many Extended Supply Chain Justifications for the ERC

In the Generic Legal Advice Memorandum (AM 2023-05),[1] the IRS scrutinized some of the questionable supply chain-based justifications for claiming the employee retention credit. The memorandum emphasizes the necessity of documenting the specific government orders that the employer relied upon, demonstrating how these orders created challenges for the supplier. Moreover, it highlights the employer's inability to procure critical and necessary supplies due to these issues and how such circumstances resulted in a qualifying suspension of the employer's own business. By clarifying these requirements, the IRS aims to ensure more accurate and substantiated claims for the employee retention credit.

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Third Circuit Rules that 90-Day Deficiency Petition Due Date is Subject to Equitable Relief

In November of 2022, the Tax Court rendered a decision in Hallmark Research Collective v. Commissioner, 159 TC No. 6, stating that the Supreme Court's ruling in Boechler PC v. Commissioner, 142 S. Ct. 1493 (2022), which established that the 90-day limit for filing a Tax Court petition for collection actions under IRC §6330 is not jurisdictional, did not alter the Tax Court's longstanding stance that the 90-day filing deadline specified in IRC §6213(a) for filing a deficiency petition remains jurisdictional. Consequently, no equitable relief for late filing of the petition is accessible in this context.

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