The Diversified Group Incorporated

United States Tax Court·Decided February 23, 2026·No. 17038-18·Published

Opinion

United States Tax Court

166 T.C. No. 2

THE DIVERSIFIED GROUP INCORPORATED, Petitioner

v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

JAMES HABER,

Petitioner

v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

hearings, Ps argued that they were entitled to challenge their liabilities for the assessed penalties.

R issued Notices of Determination to Ps, determining that Ps were precluded from challenging their penalty liabilities. Ps sought review in this Court.

In a Motion for Partial Summary Judgment R addresses four issues: (1) whether Ps were precluded from challenging their penalty liabilities during their respective CDP hearings; (2) whether the settlement officer who conducted their CDP hearings was properly appointed under the Appointments Clause of the Constitution; (3) whether a postexamination hearing with IRS Appeals would have violated Ps’ Fifth Amendment due process rights; and (4) whether the penalties assessed with respect to Ps violated the Excessive Fines Clause of the Eighth Amendment.

Held: R’s offer to Ps of a conference with IRS Appeals was an opportunity for Ps to dispute their penalty liabilities within the meaning of I.R.C. § 6330(c)(2)(B).

Held, further, because of that prior opportunity, Ps were precluded under I.R.C. § 6330(c)(2)(B) from challenging their liabilities in their CDP hearings and are precluded from doing the same in this Court. Lewis v. Commissioner, 128 T.C. 48, 62 (2007), followed.

Held, further, Loper Bright Enters. v. Raimondo, 144 S. Ct. 2244 (2024), does not require a different result.

Held, further, the settlement officer who conducted Ps’ CDP hearings was properly appointed.

Held, further, Ps have not clearly raised a Fifth Amendment due process challenge to any hypothetical conference with IRS Appeals, and a ruling on that issue is unnecessary.

Held, further, Ps’ Eighth Amendment arguments concern their underlying liability for the assessed penalties and, because Ps are precluded from challenging their

penalty liabilities, Ps cannot challenge the penalties on Eighth Amendment grounds.

Held, further, R’s Motion will be granted in part.

cases have concluded that such conferences are “opportunit[ies] to dispute [the taxpayer’s underlying] tax liability” within the meaning of section 6330(c)(2)(B). Treas. Reg. §§ 301.6320-1(e)(3), Q&A-E2, 301.6330-1(e)(3), Q&A-E2; see also, e.g., Lewis v. Commissioner, 128 T.C. 48, 62 (2007). Generally, therefore, taxpayers offered such conferences are precluded from challenging the existence or the amounts of their penalty liabilities at subsequent CDP hearings. See I.R.C. § 6330(c)(2)(B) (providing that challenges are permitted only if the taxpayer has not had a prior opportunity to challenge the underlying liability); Lewis, 128 T.C. at 62 (concluding that an IRS Appeals conference qualifies as a prior opportunity). As a further consequence, these taxpayers are also precluded from raising such challenges in CDP cases before our Court. Lewis, 128 T.C. at 62.

In an attempt to avoid this result, Mr. Haber and Diversified (through their counsel) refused to discuss the section 6707 penalties with IRS Appeals both during and after the IRS examination of their activities. Only after the IRS tried to collect the penalties, issuing collection notices to Mr. Haber and Diversified, did Mr. Haber and Diversified request a CDP hearing with IRS Appeals. At the hearing, Mr. Haber and Diversified argued that, because they had preemptively and consistently declined prior conferences with IRS Appeals, they had not had a prior opportunity to dispute their underlying liabilities. Thus, they argued, they were entitled to challenge their underlying liabilities at the CDP hearing.

In Notices of Determination issued to Mr. Haber on August 7, 2018, and to Diversified on July 31, 2018, IRS Appeals disagreed, determining that Mr. Haber and Diversified were precluded by section 6330(c)(2)(B) from challenging their underlying liabilities. Mr. Haber and Diversified then sought review in this Court, raising numerous objections to the Notices of Determination.

Now before us is the Commissioner’s Motion for Partial Summary Judgment. The Commissioner has moved for summary judgment on four issues: (1) that Mr. Haber and Diversified were precluded from challenging their section 6707 penalty liabilities during their respective CDP hearings; (2) that the settlement officer who conducted their CDP hearings was not required to be appointed under the Appointments Clause of the U.S. Constitution; (3) that a postexamination hearing with IRS Appeals would not have violated Mr. Haber’s and Diversified’s due process rights under the Fifth Amendment to the U.S. Constitution; and (4) that the section 6707 penalties assessed with respect to Mr. Haber

and Diversified did not violate the Excessive Fines Clause of the Eighth Amendment to the U.S. Constitution. As discussed below, we will grant the Commissioner’s Motion with respect to issues 1 and 2. We decline to rule on issue 3, as the Commissioner presents a hypothetical challenge that Mr. Haber and Diversified do not advance. And we will deny the Motion as moot with respect to issue 4, as our resolution of issue 1 means we cannot review a substantive challenge to the underlying liabilities.

Background

We derive the following background from the Stipulations of Facts with accompanying Exhibits, which are incorporated by reference, and from the Motion papers. The background is set forth solely to rule on the Motion and not as findings of fact for these cases. See Sundstrand Corp. v. Commissioner, 98 T.C. 518, 520 (1992), aff’d, 17 F.3d 965 (7th Cir. 1994). When the Petitions in these cases were filed, Mr. Haber resided in New York and Diversified had its principal place of business in New York.

I. Mr. Haber and Diversified

Mr. Haber founded Diversified and served as its president.

During the years 1999 through 2002, Mr. Haber and Diversified marketed and sold certain tax avoidance strategies to clients. 3 The strategies they developed included transactions that, in their own words, were “designed to result in noneconomic tax losses for clients and others.” Pet’r’s Resp. 13. Mr. Haber and Diversified did not register the transactions as tax shelters pursuant to section 6111.

II. Examination and Pre-Assessment Letters

On or about March 14, 2002, the IRS sent to Mr. Haber a letter notifying him that it was examining Diversified’s “tax shelter activities.” Decl. of Jasper Taylor III, Ex. E. Specifically, the letter stated that the IRS examination would occur “pursuant to I.R.C. sections 6707 and 6708,” which set out penalties related to reportable transactions. Id.

The IRS examination continued for more than 11 years. On May 9, 2013, the IRS sent counsel for Mr. Haber and Diversified Forms 5701, Notice of Proposed Adjustment (NOPA), dated May 8, 2013. The

3 Over the years, tax strategies designed and implemented by Mr. Haber and

Diversified have featured in more than a dozen cases before our Court.

NOPAs asserted that, between 1999 and 2002, Mr. Haber and Diversified had organized and sold to clients more than 190 transactions substantially similar to “Son-of-BOSS” tax shelter transactions described in I.R.S. Notice 2000-44, 2000-2 C.B. 255. The NOPAs proposed penalties of approximately $41.2 million under section 6707 for failing to register the transactions. Mr. Haber and Diversified were to be jointly liable for the penalties. The IRS attached to the NOPAs Forms 886–A, Explanation of Items, which set out the rationale behind the proposed penalties in greater detail.

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