The Anatomy of Overvaluation: Scrutinizing the Conservation Easement Deduction in Lake Jordan Holdings

The U.S. Tax Court, in Lake Jordan Holdings, LLC v. Commissioner, T.C. Memo. 2025-123, delivered a thorough rejection of an egregious valuation claimed for a syndicated conservation easement, underscoring the necessity of grounding valuations in objective market realities rather than speculative assumptions. This memorandum opinion details the continuation of the "depressingly long line" of cash grabs disguised as charitable contributions. Although the Court ultimately found the basic requirements for claiming a charitable contribution deduction were met, the value claimed was deemed excessive, leading to the imposition of a 40% gross valuation misstatement penalty.

Read More

A Technical Analysis of § 25F Guidance: The OBBBA Scholarship Tax Credit

The Department of the Treasury (Treasury Department) and the Internal Revenue Service (IRS) announced their intent to issue forthcoming proposed regulations to implement the new individual tax credit provision codified as § 25F of the Internal Revenue Code (Code). This section was added by § 70411 of Public Law 119-21, 139 Stat. 72 (July 4, 2025), commonly known as the One, Big, Beautiful Bill Act (OBBBA).

Notice 2025-70 requests comments regarding issues arising under § 25F, emphasizing those issues related to the annual certification by a State and Scholarship Granting Organization (SGO) requirements, where prompt guidance is needed. The Secretary is directed by § 25F(h) to issue regulations or other guidance deemed necessary to carry out the purposes of § 25F, including guidance for enforcement and recordkeeping/information reporting.

Read More

Treasury and IRS Intent to Issue Guidance Following OBBBA Repeal of Section 898(c)(2) and Modification of Section 987 Elections

The Department of the Treasury (Treasury Department) and the Internal Revenue Service (IRS) issued Notice 2025-72 to announce their intent to issue forthcoming proposed regulations addressing two key areas impacted by recent legislation. Specifically, the notice details plans for proposed regulations under Section 70352 of Public Law 119-21, 139 Stat. 72 (July 4, 2025), commonly known as the One, Big, Beautiful Bill Act (OBBBA), which repealed Section 898(c)(2) of the Internal Revenue Code (Code). The OBBBA directed the Treasury Department and the IRS to issue guidance on allocating foreign taxes for foreign corporations affected by this repeal (the forthcoming proposed Section 898 regulations). Additionally, the notice addresses forthcoming proposed regulations under Section 987 that will modify the election concerning the recognition of pretransition Section 987 gain or loss ratably over the transition period pursuant to §1.987-10(e)(5)(ii)(A).

Read More

Judicial Precedent on Erroneous Refund Recovery: Analysis of Quinones v. United States

This article examines the decision of the United States Court of Federal Claims in Quinones v. United States, No. 24-810 (Fed. Cl. Nov. 21, 2025), focusing on the government’s successful recovery of an erroneously issued tax refund based on fraudulent reporting practices. The memorandum order and opinion issued by Judge Tapp provides crucial clarity regarding the application of the erroneous refund recovery standard and the weight accorded to fraudulent taxpayer representations under the self-assessment system.

Read More

Revisiting the Profit Motive Standard: The Impact of Schwarz v. Commissioner (T.C. Memo. 2025-122)

This supplemental memorandum opinion addresses a taxpayer’s motion for reconsideration regarding the application and validity of Treasury Regulations governing the deduction of losses from activities not engaged in for profit, specifically in the wake of the Supreme Court’s ruling in Loper Bright Enterprises v. Raimondo, 144 S. Ct. 2244 (2024). This analysis focuses on whether Tecomate Industries, LLC (TI), a partnership, engaged in its farming activity with the requisite profit motive under Internal Revenue Code (I.R.C.) § 183.

Read More

Implementation of OBBBA Deductions for Tips and Overtime Compensation on 2025 Individual Return

On November 21, 2025, the Department of the Treasury and the Internal Revenue Service (IRS) jointly issued Notice 2025-69, providing crucial guidance for individual taxpayers eligible to claim new federal income tax deductions for qualified tips and qualified overtime compensation for the 2025 tax year. These new provisions were introduced by Public Law 119-21, 139 Stat. 72 (July 4, 2025), commonly referred to as the One, Big, Beautiful Bill Act (OBBBA).

The OBBBA added new Code Section 224, granting an income tax deduction for "qualified tips," and new Code Section 225, granting an income tax deduction for "qualified overtime compensation". Both deductions are available for tax years beginning after December 31, 2024, and ending before January 1, 2029. The IRS is currently updating income tax forms and instructions to facilitate the claiming of these deductions during the filing season.

Read More

Corporate Stock Repurchase Excise Tax: Final Regulations (TD 10037) Analysis for Practitioners

The Treasury Department and the IRS have finalized regulations (TD 10037) providing definitive guidance on the application of the stock repurchase excise tax, enacted under section 10201 of the Inflation Reduction Act of 2022 (IRA). These final regulations, which amend 26 CFR parts 1 and 58, are effective on November 24, 2025. They affect domestic publicly traded corporations and their specified affiliates for repurchases made after December 31, 2022. This technical guidance is issued pursuant to the express delegations of authority found in sections 1275(d), 4501(f), and 7805(a) of the Code.

Read More

Implementing the Section 139L Interest Exclusion: An Analysis of Notice 2025-71

The enactment of section 139L of the Internal Revenue Code (Code) by Public Law 119-21, 139 Stat. 72 (July 4, 2025), known as the One, Big, Beautiful Bill Act (OBBBA), created a new partial exclusion from gross income for certain interest received by qualified lenders. Notice 2025-71 has been issued by the Treasury Department and the Internal Revenue Service (IRS) to provide crucial interim guidance on the application of this provision. This article outlines the statutory requirements, details the administrative positions provided in the Notice, and clarifies the reliance standards for tax professionals advising qualified lenders.

Read More

Examining Proportionality: Judicial Review of Willful FBAR Penalties Under the Eighth Amendment

This article examines the decision in United States of America v. Tuncay Saydam, Case No. 22-cv-07371-DMR, issued by the United States District Court for the Northern District of California. The case centers on the application of the Excessive Fines Clause of the Eighth Amendment to willful civil penalties imposed for failure to file Reports of Foreign Bank and Financial Accounts (FBARs).

Read More

Whistleblower Award Denial Affirmed: Analyzing the "Substantially Contributes" Standard under Section 7623

This article examines the decision in Tom Prescott v. Commissioner of Internal Revenue, T.C. Memo. 2025-121 (2025), focusing on the technical requirements for establishing a mandatory whistleblower award under Internal Revenue Code (I.R.C.) section 7623(b) and the corresponding Treasury Regulations. The case hinges on whether the information provided by the petitioner "substantially contributed" to the resulting administrative action and collection of proceeds, especially in the context of multiple independent whistleblower claims.

Read More

Equitable Distribution vs. Alimony: Analyzing Post-Death Liability Under Section 71(b)(1)(D)

This article examines the recent Tax Court Memorandum decision in John DiTullio v. Commissioner of Internal Revenue, T.C. Memo. 2025-120, concerning the critical requirement under pre-Tax Cuts and Jobs Act (TCJA) law that alimony payments terminate upon the death of the payee spouse to qualify for a deduction under Section 215(a). This case highlights the necessity of explicit termination provisions, especially where state law regarding maintenance obligations is deemed ambiguous.

Read More

2026 Adjustments to Medicare Parts A, B, and D: A Technical Review of Premiums and IRMAA Calculations

On November 14, 2025, the Centers for Medicare & Medicaid Services (CMS) released the finalized amounts for premiums, deductibles, and coinsurance under the Medicare Part A and Part B programs for the 2026 calendar year, concurrently announcing the Medicare Part D income-related monthly adjustment amounts (IRMAA). This technical brief reviews the statutory context and the specific figures relevant to client planning for 2026, focusing particularly on the impact of modified adjusted gross income (MAGI) thresholds on Part B and Part D premiums.

Read More

Innocent Spouse Relief Determination: A Technical Examination of Sample v. Commissioner

The recent decision in Jodell Sample v. Commissioner of Internal Revenue, T.C. Memo. 2025-118, presents a complex application of Internal Revenue Code (I.R.C.) § 6015, particularly concerning the interaction of knowledge standards across subsections (b), (c), and (f) relief, and the critical role of the administrative record in a stipulated Tax Court case. This analysis details the facts, the scope of the taxpayer’s requests for relief from joint and several liability, and the court’s strict application of statutory and procedural standards.

Read More

Annual Adjustments to Retirement Plan Limitations: Analysis of Notice 2025-67 for 2026

The Internal Revenue Service (IRS) issued Notice 2025-67 to announce the cost-of-living adjustments (COLAs) that will take effect on January 1, 2026, for the limitations pertaining to qualified retirement plans and Individual Retirement Arrangements (IRAs). This guidance is essential for tax professionals and plan administrators to determine the correct compliance thresholds and maximum contribution levels for the upcoming plan year.

Read More

Ownership Requirements for Non-Business Theft Losses: A Review of Pascucci v. Commissioner

The United States Tax Court, in Pascucci v. Commissioner, T.C. Memo. 2024-43 (Apr. 15, 2024), and subsequently the United States Court of Appeals for the Second Circuit in Pascucci v. Commissioner of Internal Revenue, No. 24-2429 (2d Cir. Nov. 12, 2025) (Summary Order), addressed the critical question of property ownership in the context of a claimed theft loss deduction stemming from the Bernard L. Madoff Ponzi scheme. The courts determined that indirect investors in variable life insurance policies, though victims of the underlying fraud, lacked the requisite property interest in the stolen funds necessary to sustain a deduction under I.R.C. § 165(c)(3).

Read More

Examining Penalties in Microcaptive Transactions: Patel v. Commissioner

Updated November 13 to add discussion of threshold relevancy determination.

The United States Tax Court, in Sunil S. Patel and Laurie McAnally Patel, et al. v. Commissioner of Internal Revenue, 165 T.C. No. 10 (2025), addressed the imposition of accuracy-related penalties following its determination in Patel v. Commissioner, T.C. Memo. 2024-34 (Patel II), that amounts paid to purported captive insurance companies Magellan and Plymouth, and to the reinsurer Capstone Reinsurance Co., Ltd. (Capstone), were not insurance premiums for federal income tax purposes. This Opinion specifically resolves the remaining issue: whether Petitioners (Ps) are liable for various accuracy-related penalties under I.R.C. § 6662(a), including penalties predicated on the codified economic substance doctrine under I.R.C. § 7701(o). The relevant tax years at issue are 2013, 2014, 2015, and 2016.

Read More

Ensuring Investment Trust Status for Digital Asset Staking Entities

The Internal Revenue Service (IRS) and the Department of the Treasury have issued Rev. Proc. 2025-31 to provide a safe harbor for trusts seeking to engage in the staking of digital assets while maintaining their favorable classification as investment trusts under § 301.7701-4(c) and as grantor trusts for Federal income tax purposes. This procedure addresses the critical question of whether staking activities constitute a "business" enterprise or grant the trust a prohibited "power to vary the investment," either of which could lead to reclassification as an association taxable as a corporation.

Read More

Digital Asset Broker Reporting: Analysis of Recent IRS FAQ Guidance

The implementation of digital asset reporting requirements, stemming from the changes to Internal Revenue Code (IRC) §6045 enacted by the Infrastructure Investment and Jobs Act (IIJA), marks a significant operational shift for brokers. Treasury and the IRS have published final regulations requiring reporting on dispositions of digital assets in certain sale or exchange transactions, effective for transactions occurring on or after January 1, 2025, utilizing Form 1099-DA. The Internal Revenue Service (IRS) recently issued Frequently Asked Questions (FAQs) that clarify several technical nuances relevant to compliance and implementation, particularly concerning the scope of reporting, utilization of customer acquisition data, and exceptions related to transaction fees and stablecoins.

Read More

Conservation Easement Deductions: Sixth Circuit Affirms Disallowance and Penalties in Corning Place Ohio

As tax professionals advising clients on charitable contributions and partnership taxation, the recent decision by the Sixth Circuit in Corning Place Ohio, LLC v. CIR, No. 25-1093, decided and filed November 5, 2025, serves as a critical reminder regarding the strict observance of timing rules, valuation standards, and documentation requirements. The court affirmed the Tax Court’s decision to disallow a significant conservation easement deduction and uphold severe penalties.

Read More