Kyick Holdings, LLC v. Bessent

Court of Appeals for the First Circuit·Decided August 17, 2026·No. 25-1429·Published

Opinion

United States Court of Appeals For the First Circuit

No. 25-1429 KYICK HOLDINGS, LLC, Transferee, Petitioner, Appellant,

v.

COMMISSIONER OF INTERNAL REVENUE SERVICE, Respondent, Appellee.

APPEAL FROM THE UNITED STATES TAX COURT [Hon. Christian N. Weiler, U.S. Tax Court Judge]

Before

Gelpí, Lynch, and Howard, Circuit Judges.

William F. Campbell, with whom John W. Geismar, Daniel L.

Cummings, Lucy P. Weaver, and Norman, Hanson & DeTroy, LLC, were on brief, for appellant.

Audrey Patten and The Legal Services Center of Harvard Law School on brief for the Center for Taxpayer Rights, amicus curiae for appellant.

Matthew Steven Johnshoy, with whom Ellen Page DelSole and Sherra Wong, Attorneys, Tax Division, Department of Justice, were on brief, for appellee.

August 17, 2026

GELPÍ, Circuit Judge. In August 2022, the Internal Revenue Service ("IRS") mailed a notice of transferee liability for unpaid taxes to Petitioner-Appellant Kyick Holdings, LLC ("Appellant") at the address on its most recent tax return. Appellant did not initially receive the notice, and the United States Postal Service returned it to the IRS as unable to be delivered or forwarded. Appellant eventually learned of the notice and filed a petition in Tax Court to contest the liability, 143 days after the IRS mailed the notice. Then, because the Tax Court concluded that the statutory deadline to file a petition -- here, ninety days -- was jurisdictional, it dismissed the petition. We now hold (1) that the IRS exercised reasonable diligence in determining Appellant's mailing address, (2) that the filing deadline in 26 U.S.C. § 6213(a) is nonjurisdictional, and (3) that § 6213(a)'s filing deadline is nonetheless mandatory and not subject to equitable tolling. We thus affirm the Tax Court's dismissal of Appellant's petition, albeit on different grounds.

I.

A. Legal Background

Under the Internal Revenue Code (the "I.R.C." or the "Tax Code"), codified at Title 26 of the U.S. Code, the Secretary of the Treasury, through the IRS, "is authorized and required to make the inquiries, determinations, and assessments of all taxes . . . which have not been duly paid . . . at the time and in

the manner provided by law." I.R.C. § 6201(a). Before assessing a tax "deficiency," generally an underpayment as computed under the Tax Code, the IRS must notify the taxpayer. Id. § 6212(a) ("If the Secretary determines that there is a deficiency in respect of any tax . . . he is authorized to send notice of such deficiency to the taxpayer by certified mail or registered mail.").

In general, taxpayers to whom the IRS mails a notice of deficiency have ninety days from the date of mailing to file a petition in the Tax Court if they wish to contest the deficiency. Id. § 6213(a). During that period, the IRS generally may not assess the deficiency or begin levy or court proceedings to collect it, and if the taxpayer files a petition, those restrictions generally remain in place until the Tax Court's decision is final. Id. But if a taxpayer does not file a petition "within the time prescribed," then the deficiency "shall be assessed, and shall be paid upon notice and demand from the Secretary." Id. § 6213(c).

B. Factual Background1

In January 2018, Dwight Raymond and several of his business entities transferred numerous assets2 to Appellant and

The parties do not dispute the underlying facts for purposes 1

of this appeal.

2To be specific: a twenty-eight-slip marina, a boatyard with a travel lift, an eighty-foot whale watch vessel, a sixty-five-foot scenic cruise vessel, and a seafood restaurant with an attendant parking lot.

nonparty Kyick Charters, LLC (together, the "LLCs"). His children, Kylie Raymond and Nicholas Raymond, are the sole members of the LLCs. After an investigation, the IRS concluded that the transactions were fraudulent, undertaken to avoid federal income tax and to transfer the assets for less than their fair market value. Accordingly, on August 30, 2022, the IRS sent notices of transferee liability for the deficiency (and related attachments) to the LLCs for $696,269.77 in unpaid income tax, plus interest, via certified mail.

Here, the paths of the LLCs diverge. The IRS mailed the Kyick Charters notice to Post Office Box 2664, Kennebunkport, Maine, which was the address listed on its most recent IRS filing (a Form 941 Quarterly Tax Return). Kyick Charters received the notice and timely filed a petition in the Tax Court challenging its tax liability. As of briefing, that case remained pending and is not the subject of this appeal.3 The IRS mailed Appellant's notice to a different address, 4 Western Avenue, Kennebunk, Maine, as listed on its then most recent tax filing, a 2021 federal tax return. In early October 2022, the postal service returned the notice to the IRS stamped "Return to Sender/Unclaimed/Unable to

3 See Kyick Charters, LLC v. Comm'r, No. 25548-22 (Tax Ct.

filed Nov. 17, 2022).

Forward." Appellant did not receive a copy of the notice until January 9, 2023.4 C. Procedural History

Shortly thereafter, on January 20, 2023, Appellant filed a form petition in the Tax Court, and primarily argued that the IRS's determination of a fraudulent transfer was error. In the facts section of the petition, the final point asserted that "delivery" of the notice "was defective and not timely," and thus that the "[s]tatute of [l]imitations bars assertion of transferee liability."

In September 2023, the IRS moved to dismiss the petition for lack of jurisdiction. The IRS argued the Tax Court did not have jurisdiction because Appellant filed the petition 143 days after the IRS mailed the notice of transferee liability. Appellant objected to the motion. In its view, the motion to dismiss was "predicated on the notion that [Appellant] is challenging the substantive assessment . . . regarding transferee liability" for income tax. But according to Appellant, it sought "a declaratory

4 At a Tax Court hearing held in October 2024, counsel for both LLCs explained how Appellant found out about its notice of transferee liability. When counsel received the notice of transferee liability for Kyick Charters, he reached out to the IRS representative listed on that notice. After playing phone tag, counsel spoke with the IRS representative in January of 2023, at which point the representative mentioned Appellant's notice had not been "picked up." Counsel requested a copy, and the IRS resent it to him at an address he provided.

judgment that the IRS assessment [was] invalid because it failed to send the assessment notice to [Appellant] at its last known address." Appellant maintained that the Tax Court "clearly [had] jurisdiction to make that determination." And, in a footnote, Appellant further asserted that "even if" it was "challenging the substance of the assessment, the [Tax] Court would have jurisdiction over the Petition." In support of that assertion, Appellant cited Culp v. Commissioner, 75 F.4th 196 (3d Cir. 2023), in which the Third Circuit held that § 6213(a) is a nonjurisdictional filing deadline which may be equitably tolled.

The Tax Court held a remote proceeding in October 2024, during which it heard arguments and received evidence. On January 31, 2025, it granted the IRS's motion. Because there was "no dispute that the Petition in this case was not filed within the [ninety]-day period prescribed in [§] 6213(a)," it was "evident" to the Tax Court that it lacked jurisdiction. Still, the Tax Court considered whether dismissal "should be premised on petitioner's failure to file a timely petition . . . or on [the IRS's] failure to issue a valid notice of transferee liability[.]" If the former, then the Tax Code mandates that "the deficiency . . . shall be assessed, and shall be paid upon notice and demand from the IRS." I.R.C. § 6213(c). If the latter, then the IRS could not assess the deficiency because notice is required and the statute of limitations for such notice would have run.

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