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Tax Court News & Case Summaries

Latest US Tax Court decisions and federal tax court opinions

newsIRS Written Determination

IRS Rules on Tax-Free Spin-Off Under Sections 355 and 368(a)(1)(D)

The IRS has approved a proposed corporate restructuring as a tax-free spin-off under Section 355 and Section 368(a)(1)(D) of the Internal Revenue Code, according to a recently issued private letter ruling (PLR-119258-25).

PLR-119258-25
newsIRS Written Determination

IRS Grants Extension for Disregarded Entity Elections Under § 301.9100-3

9100-3 to four taxpayers (A, B, C, and D) who inadvertently missed the deadline to file Form 8832, the entity classification election to be treated as disregarded entities.

PLR-117866-25, PLR-117867-25, PLR-117868-25, PLR-117869-25
newsIRS Written Determination

IRS Grants Extension for Late QSub Election Under § 301.9100-3

9100-3 to a taxpayer seeking to elect Qualified Subchapter S Subsidiary (QSub) status for a subsidiary, allowing the election to be effective as of Date 2. The taxpayer must file Form 8869 with the appropriate service center and include a copy of this Private Letter Ruling (PLR-116311-25).

PLR-116311-25
newsIRS Written Determination

IRS Grants Extension for Late Entity Classification Election Under § 301.9100-3

The IRS granted a 120-day extension to file Form 8832 to retroactively elect disregarded entity status, despite the taxpayer’s $0 cost mistake. 9100-3.

PLR-114741-25
newsIRS Written Determination

IRS Grants Extension for Late GST Exemption Election in Complex Trust Structure

A taxpayer’s complex web of trusts—designed to benefit descendants—accidentally triggered $10 million-plus in unintended GST exemption allocations after professional advisors failed to recognize the automatic allocation rules under Section 2632(c)(1) of the Internal Revenue Code.

PLR-113833-25
newsIRS Written Determination

IRS Rules on GST Tax Exemption and Trust Modifications in PLR-113827-25

The IRS has issued a favorable private letter ruling (PLR-113827-25) blessing proposed modifications to a pre-1985 irrevocable trust, confirming four critical tax outcomes: the trust’s continued exemption from generation-skipping transfer (GST) tax under § 2601, the absence of a...

PLR-113827-25
newsIRS Written Determination

IRS Rules No Gain Recognition on Contribution of Diversified Investment Assets to Partnership

The IRS ruled in PLR-113817-25 that a partnership’s receipt of diversified investment assets would not trigger gain recognition under § 721(a), despite the partnership’s potential status as an investment company under § 721(b).

PLR-113817-25
newsIRS Bulletin

IRS Bulletin No. 2026–23

D. 10048 that streamline information reporting obligations for partnerships selling certain partnership interests. Effective immediately, partnerships are no longer required to furnish computational information to partners by January 31 of the year following the sale or exchange.

N/A
newsUS Tax Court

Adam Shryock v. Commissioner of Internal Revenue: Fraudulent Failure to File and Unreported Income

The Tax Court granted summary judgment in favor of the IRS, upholding deficiencies and penalties exceeding $250,000 for tax years 2011–2013 against serial tax evader Adam Shryock. The ruling bypassed trial entirely due to Shryock’s failure to contest critical allegations.

Docket No. 4757-23
newsUS Tax Court

Li and Hu v. Commissioner: Fraud Penalties and Statute of Limitations in Joint Filings

In Fuhai Li and Hong Hu v. S. Tax Court addressed the interplay between criminal convictions and civil tax fraud penalties. The IRS assessed deficiencies of $292,170 and fraud penalties of $225,877 under Section 6663 for tax years 2011–2013. The court ruled that Mr.

12133-23
newsUS Tax Court

Sang Hun Lee v. Commissioner of Internal Revenue

S. Tax Court delivered a stark reminder to taxpayers on May 27, 2026, when it upheld a $22,383 deficiency against Sang Hun Lee after he failed to substantiate claimed business expenses. The court’s ruling—issued in Lee v. C. Memo.

7034-24
newsIRS Written Determination

IRS Grants Extension for Late Entity Classification Election Under § 301.9100-3

7701-3, to retroactively be treated as a corporation for federal tax purposes. The IRS granted the extension, though the ruling remains non-precedential.

PLR-117859-25
newsIRS Written Determination

IRS Grants Relief for Late S Corporation and QSub Elections Under § 1362(b)(5) and § 301.9100-3

9100-3 of the Procedure and Administration Regulations. 9100-3 provides discretionary relief for regulatory elections filed outside prescribed deadlines. The effective dates for both elections remain unchanged, preserving the taxpayer’s intended tax treatment retroactively.

PLR-117542-25
newsIRS Written Determination

IRS Rules on Tax-Free Spin-Off Under Sections 355 and 368(a)(1)(D)

The IRS has approved a proposed transaction where an S corporation (Distributing) spun off a subsidiary (Controlled) to a shareholder (Shareholder D) in exchange for their stock in Distributing.

PLR-117071-25
newsIRS Written Determination

IRS Grants Extension for Late QOF Self-Certification Due to Advisor Miscommunication

The IRS granted § 9100 relief to a taxpayer who missed the deadline to self-certify as a Qualified Opportunity Fund (QOF) for Year 1, allowing retroactive certification after a miscommunication between the taxpayer’s controller and tax advisor led to the omission of Form 8996.

PLR-116246-25
newsIRS Written Determination

IRS Grants Extension for Late § 754 Election Under § 301.9100-3

9100-3 for a partnership to file a late § 754 election after the partnership inadvertently missed the deadline due to oversight.

PLR-115251-25
newsIRS Written Determination

IRS Rules on Surviving Spouse's Rollover of Decedent's IRA via Trust

The IRS ruled in favor of the taxpayer on all four requested rulings, allowing the surviving spouse to treat the IRA proceeds as her own and roll them over into her own IRA within 60 days.

PLR-114545-25
newsIRS Written Determination

IRS Rules on Structured Settlement Annuity Contracts with Indexed Payments Under § 130

The IRS has ruled that periodic payments under an indexed structured settlement annuity contract meet the "fixed and determinable" requirement of § 130(c)(2)(A) and qualify as a "qualified funding asset" under § 130(d).

PLR-112872-25
newsIRS Written Determination

IRS Rules on Structured Settlement Annuity Contracts with Indexed Payments Under § 130

The IRS has ruled that indexed structured settlement annuities—contracts with payments tied to market performance but featuring a guaranteed minimum—can qualify as "qualified funding assets" under § 130 of the Internal Revenue Code.

PLR-112871-25
newsIRS Bulletin

IRS Bulletin No. 2026–22: Key Updates on Mortgage Bonds, Carbon Sequestration Credits, and Tribal Fishing Income

The Internal Revenue Bulletin (IRB) No. 2026–22, issued May 26, 2026, delivers a sweeping array of administrative, procedural, and legislative updates that will reshape tax compliance, planning, and enforcement for practitioners across industries.

Bulletin No. 2026–22
newsUS Tax Court

Bryan Edward Menge v. Commissioner of Internal Revenue

The stakes could not have been higher for Bryan Edward Menge.

18451-23L
newsIRS Bulletin

IRS Reduces Enrolled Agent Exam Fees and Clarifies Dyed Fuel Refund Procedures

The Internal Revenue Bulletin (IRB) 2026–21, published on May 18, 2026, delivers a significant regulatory adjustment that will resonate across the tax profession: the IRS has slashed the user fee for the Special Enrollment Examination (SEE) required to become an enrolled agent...

Bulletin No. 2026–21
newsIRS Written Determination

IRS Grants Extension for Portability Election Under § 2010(c)(5)(A)

9100-3 to an estate that missed the deadline to elect portability of the deceased spouse’s unused estate tax exclusion (DSUE). 61 million per individual in 2024—thereby reducing future estate tax liability.

PLR-117580-25
newsIRS Written Determination

IRS Grants Extension for Late Consolidated Return Election Under § 301.9100-3

9100-3—which allows taxpayers to request discretionary relief for missed regulatory elections—for a parent company that failed to timely file a consolidated return election for its affiliated group.

PLR-116561-25
newsIRS Written Determination

IRS Grants Extension for Late Section 336(e) Election in S Corporation Stock Sale

9100-3 to a taxpayer who missed the 60-day deadline to file a § 336(e) election, allowing a stock sale to be treated as an asset sale for tax purposes. 336-1(b)(6).

PLR-115318-25
newsIRS Written Determination

IRS Rules on Structured Settlement Annuity Contracts with Indexed Payments Under § 130

The IRS has issued a non-precedential private letter ruling (PLR-112873-25) approving the use of indexed structured settlement annuities under § 130(c)(2)(A) of the Internal Revenue Code.

PLR-112873-25
newsUS Tax Court

Martins Denied $332,500 Charitable Deduction Over Missing Affirmative Statement in Deed

The Martins’ $332,500 charitable contribution deduction—a sum large enough to erase nearly a third of their 2018 tax liability—vanished in a single stroke when the Tax Court ruled their substantiation documents failed to include a single, mandatory sentence. The case, Martin v. C. Memo.

8512-22
newsUS Tax Court

Martin v. Commissioner: Charitable Contribution Deduction Disallowed for Lack of Contemporaneous Written Acknowledgment

The stakes could not have been higher when the Martins claimed a $339,400 charitable deduction on their 2018 return—one of the most scrutinized figures in Tax Court history.

9425-22
newsIRS Bulletin

Rev. Proc. 2026-14: Opportunity Zones Nominations for 2027 Designation

The Internal Revenue Service’s release of Rev. Proc. 2026-14 marks a seismic shift in the Opportunity Zones (QOZ) program, fundamentally altering the landscape for economically distressed communities seeking investment incentives.

Rev. Proc. 2026-14
newsIRS Written Determination

IRS Grants Extension for Late Entity Classification Election Under § 301.9100-3

7701-3. The relief allows the election to be effective as of the originally intended date, providing certainty for the taxpayer’s tax treatment. Taxpayers facing similar late-filing situations may seek analogous relief under the same provision.

PLR-116995-25
newsIRS Written Determination

IRS Grants Relief for Late S Corporation Election Under § 1362(b)(5)

The IRS granted relief to X Corporation, allowing its late S corporation election to be treated as timely filed under Section 1362(b)(5) of the Internal Revenue Code.

PLR-116800-25
newsIRS Written Determination

IRS Revokes PLR 201949002 on § 48 Investment Tax Credits Due to Change in Accounting Method Position

The IRS has revoked Private Letter Ruling 201949002, issued in 2019, which addressed whether accounting method changes could generate additional § 48 investment tax credits for qualifying energy property.

PLR-116652-25
newsIRS Written Determination

IRS Grants Relief for Inadvertent Termination of S Corporation Status Due to Untimely ESBT Election

The IRS granted relief under § 1362(f) to an S corporation whose status inadvertently terminated after a trust failed to timely elect Electing Small Business Trust (ESBT) status under § 1361(e), causing the trust to become an ineligible shareholder.

PLR-116244-25
newsIRS Written Determination

IRS Grants Extension for Late Section 336(e) Election in S Corporation Stock Disposition

9100-3 to an S corporation’s shareholders and purchaser, permitting a late §336(e) election after missing the original deadline tied to the target’s tax return due date.

PLR-116212-25
newsIRS Written Determination

IRS Grants Extension for Late § 754 Election Following Partner’s Death

A partnership’s failure to file a § 754 election—a critical tax mechanism that adjusts asset bases to reflect a partner’s death—could have triggered a $1M+ tax liability in unrealized gains. 9100-3, sparing the partnership from costly missteps.

PLR-116211-25
newsIRS Written Determination

IRS Grants Extension for Late Form 3115 Filing Due to CPA Error

The IRS granted a 45-day extension to a partnership to file its Form 3115 after its CPA inadvertently failed to upload the required application to the taxpayer’s timely filed federal income tax return.

PLR-115148-25
newsIRS Written Determination

IRS Grants Relief for Early S Corporation Re-Election After Termination

The IRS granted permission for X to re-elect S corporation status effective Date 3—prior to the expiration of the five-year waiting period under Internal Revenue Code § 1362(g)—after C acquired 100% of X’s interests from A and B on that date.

PLR-114883-25
newsIRS Written Determination

IRS Grants Extension for Late Entity Classification Election Under § 301.7701-3

The IRS granted a 120-day extension to a limited liability company (LLC) to file Form 8832, Entity Classification Election, after the taxpayer missed the 75-day retroactive window to elect corporate tax treatment. 7701-3.

PLR-114679-25
newsIRS Written Determination

IRS Grants Extension for QTIP and Reverse QTIP Elections Due to Filing Error

A $5 million-plus estate faced imminent estate and generation-skipping transfer (GST) tax liabilities after an accountant erroneously filed Form 706, misclassifying QTIP property and triggering a failed QTIP election.

PLR-114540-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate/Gift Tax Implications of Trust Modifications

The IRS ruled in PLR-113278-25 that proposed modifications to an irrevocable trust executed prior to September 25, 1985, would not trigger a taxable event under the Generation-Skipping Transfer (GST) Tax, nor would they result in estate or gift tax implications for the grantor or beneficiaries.

PLR-113278-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate/Gift Tax Implications of Trust Modifications

The IRS issued Private Letter Ruling PLR-113277-25, confirming that modifications to an irrevocable trust established before September 25, 1985, will not jeopardize its GST tax-exempt status or trigger estate or gift tax consequences. The ruling addresses four key questions: 1. 2601-1(b)(4). 2.

PLR-113277-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate/Gift Tax Implications of Trust Modifications

The IRS has ruled that proposed modifications to a pre-September 25, 1985 irrevocable trust will not jeopardize its generation-skipping transfer (GST) tax-exempt status, provided the changes comply with regulatory safe harbors.

PLR-113276-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate Tax Implications of Trust Modifications

The IRS ruled that proposed modifications to an irrevocable trust created before September 25, 1985—with no post-1985 additions—would not jeopardize its generation-skipping transfer (GST) tax exempt status, trigger estate tax inclusion for the grantor, or create gift tax...

PLR-113275-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate Tax Implications of Trust Modifications

The IRS has issued a favorable private letter ruling (PLR-113274-25) affirming that proposed modifications to an irrevocable trust will not jeopardize its generation-skipping transfer (GST) tax exempt status.

PLR-113274-25
newsIRS Written Determination

IRS Rules on GST Tax Exempt Status and Estate/Gift Tax Implications of Trust Modifications

The IRS ruled favorably in PLR-113273-25, granting four requested rulings regarding proposed modifications to an irrevocable trust created before September 25, 1985.

PLR-113273-25
newsIRS Written Determination

IRS Grants Relief for Inadvertent Termination of S Corporation Election Due to Trust Shareholder Errors

The IRS has issued a rare lifeline to an S corporation whose election was inadvertently terminated after trust shareholders failed to make required Qualified Subchapter S Trust (QSST) or Electing Small Business Trust (ESBT) elections.

PLR-112809-25
newsIRS Written Determination

IRS Grants Relief for Inadvertent Termination of S Corporation Election Due to Untimely ESBT Election

The IRS granted relief under Section 1362(f) to an S corporation whose election terminated when a trust failed to timely elect Electing Small Business Trust (ESBT) status, concluding the termination was inadvertent.

PLR-102252-26
newsUS Tax Court

Terrell Joseph v. Commissioner of Internal Revenue: CDP Hearing Disputes and IRS Abuse of Discretion

1 million tax bill from the IRS—one that threatened to upend his life and business. At the heart of the dispute was a $2 million offer-in-compromise (OIC) Joseph submitted to settle his tax liabilities for 2011 through 2017, along with a $100,000 installment agreement (IA) request.

18262-23L
newsUS Tax Court

Tax Court Rejects $30M Conservation Easement Deductions, Upholds Penalties in Syndicated Deal

The Tax Court just handed the IRS a $30 million victory—and a warning shot to promoters of syndicated conservation easements.

17852-21, 23934-21
newsUS Tax Court

Tax Court Rejects $30M Conservation Easement Deductions, Upholds Penalties in Syndicated Deals

S. Tax Court issued its ruling in Kimberly Road Fulton 25, LLC v. Commissioner and South Fulton Parkway 58, LLC v. Commissioner on May 4, 2026. 5% of what the taxpayers sought. The IRS had argued for total disallowance, while the partnerships claimed the full $30 million was justified.

17852-21, 23934-21 (Consolidated)