Carl L. Gregory v. Commissioner of Internal Revenue

69 F.4th 762
CourtCourt of Appeals for the Eleventh Circuit
DecidedMay 30, 2023
Docket22-10707
StatusPublished
Cited by1 cases

This text of 69 F.4th 762 (Carl L. Gregory v. Commissioner of Internal Revenue) is published on Counsel Stack Legal Research, covering Court of Appeals for the Eleventh Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Carl L. Gregory v. Commissioner of Internal Revenue, 69 F.4th 762 (11th Cir. 2023).

Opinion

USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 1 of 23

[PUBLISH] In the United States Court of Appeals For the Eleventh Circuit

____________________

No. 22-10707 ____________________

CARL L. GREGORY, LEILA GREGORY, Petitioners-Appellants, versus COMMISSIONER OF INTERNAL REVENUE,

Respondent-Appellee.

Petition for Review of a Decision of the U.S. Tax Court Agency No. 10336-18 ____________________ USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 2 of 23

2 Opinion of the Court 22-10707

Before WILSON, JORDAN, and BRASHER, Circuit Judges. BRASHER, Circuit Judge: This appeal is a tax dispute over a yacht. It raises an issue of first impression about whether hobby losses under Section 183(b)(2) of the Internal Revenue Code should be treated as mis- cellaneous itemized deductions. This treatment matters for many reasons, including because taxpayers (during the relevant time) could deduct miscellaneous itemized deductions only for amounts that exceeded two percent of their adjusted gross income. Carl and Leila Gregory chartered their yacht, Lady Leila, in 2014 and 2015. They did not conduct the chartering activity for profit—it was a hobby. Though the hobby generated income, it also incurred sizeable expenses each year. The Gregorys deducted some of those expenses under Section 183(b)(2) and placed them “above the line” to reduce their gross income. After an audit, the Commissioner determined that the Section 183(b)(2) deductions were miscellaneous itemized deductions under Section 67, mean- ing that they belonged “below the line” and reduced adjusted gross income, not gross income. Moreover, because the Gregorys had earned tens of millions of dollars in 2014 and 2015 and, at that time, the Code allowed miscellaneous itemized deductions only to the extent that they exceeded two percent of adjusted gross income, the Commissioner disallowed the Section 183(b)(2) deductions al- together. Facing deficiencies and penalties, the Gregorys petitioned USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 3 of 23

22-10707 Opinion of the Court 3

the Tax Court, which granted summary judgment for the Commis- sioner. They now seek appellate review. Everyone agrees that Section 183(b)(2) allows a deduction for a certain amount of hobby losses, which is capped at the hobby’s gross income. But we must decide where those deductions belong on a taxpayer’s return: above the line (reducing gross in- come) or below the line as miscellaneous itemized deductions (re- ducing adjusted gross income). We believe the provisions of the Internal Revenue Code, taken together, answer this question and hold that Section 183(b)(2) expenses are below-the-line miscellane- ous itemized deductions. We agree with the Tax Court and deny the petition for review. I.

We begin by reciting the relevant facts, which are not dis- puted. In 2011, the Gregorys formed CLC Ventures, Ltd., a Cay- man Islands corporation, to own and charter a yacht named Lady Leila. Because CLC elected for treatment as a disregarded entity, the Gregorys reported CLC’s income and expenses on their per- sonal returns. It is undisputed that CLC was not engaged in for profit within the meaning of I.R.C. § 183. The Gregorys filed joint tax returns for 2014 and 2015, re- porting CLC’s income and expenses on their Schedule C (Profit or Loss from Business). In March 2018, the Commissioner issued a Notice of Deficiency to the Gregorys for tax years 2014 and 2015. Because CLC lacked a profit motive, the Commissioner adjusted USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 4 of 23

4 Opinion of the Court 22-10707

the Gregorys’ returns, recharacterizing CLC’s income as “Other In- come” and its expenses as “Itemized Deductions” on the Gregorys’ Schedule A. The Commissioner further classified the itemized de- ductions as miscellaneous itemized deductions, meaning they were allowable only to the extent that they exceeded two percent of the Gregorys’ adjusted gross income under I.R.C. § 67(a). The Gregorys reported taxable income1 of $19,666,293 and $80,154,735 for 2014 and 2015, respectively, and the Commissioner disallowed all deductions attributable to CLC except for several hundred dollars of taxes and licensing expenses. The Commis- sioner then assessed over three hundred thousand dollars in defi- ciencies and penalties. The Gregorys petitioned the Tax Court to reconsider the de- ficiencies, arguing that hobby expenses under Section 183(b)(2) are not miscellaneous itemized deductions subject to the two-percent floor imposed by Section 67(a). The Tax Court disagreed, deter- mining that the Code’s plain language and statutory scheme con- firmed that Section 183(b)(2) grants a miscellaneous itemized de- duction. The Gregorys filed a motion for reconsideration, which the Tax Court denied. The Tax Court issued a final decision up- holding the deficiencies—$267,221 in total—but not the penalties.

1 The Gregorys’ adjusted gross income is not in the record. But all agree that it was too high to take a deduction for their hobby losses if those losses are treated as miscellaneous itemized deductions subject to Section 67’s two-per- cent floor. USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 5 of 23

22-10707 Opinion of the Court 5

The Gregorys timely appealed. II.

We review the Tax Court’s ruling on a summary judgment motion de novo. Roberts v. Comm’r, 329 F.3d 1224, 1227 (11th Cir. 2003). The Tax Court’s application of statutes and conclusions of law also receive de novo review. Peterson v. Comm’r, 827 F.3d 968, 986 (11th Cir. 2016). III.

A.

Before discussing the parties’ arguments, we explain the stat- utory scheme for above- and below-the-line income tax deduc- tions. To be clear, our background discussion of the relevant statu- tory scheme is meant to give context to the parties’ specific argu- ments. The Code has a byzantine character, and exceptions to the following generalizations may apply in certain circumstances. Income tax deductions reduce taxes owed by reducing the overall amount of income that is subject to a tax. The Code distin- guishes—albeit not explicitly—two principal classes of deductions: above-the-line and below-the-line. Above-the-line deductions re- duce gross income, that is, “all income from whatever source de- rived,” and are enumerated in Section 62(a). I.R.C. §§ 61(a), 62(a). Gross income minus above-the-line deductions equals adjusted gross income. Id. § 62. After calculating adjusted gross income, tax- payers can invoke another round of deductions to lower adjusted USCA11 Case: 22-10707 Document: 37-1 Date Filed: 05/30/2023 Page: 6 of 23

6 Opinion of the Court 22-10707

gross income. See id. § 63(a). These deductions are commonly de- scribed as “below-the-line” because they occur after applying the Section 62 deductions to gross income. See Cole v. Comm’r, No. 14402-11S, 2013 WL 1798975, at *4 n.4 (T.C. Apr. 29, 2013) (describ- ing “below-the-line” deductions as “including itemized deductions and” the deductions listed in Section 63(b)). Most below-the-line deductions are “itemized” deductions and available only to taxpay- ers like the Gregorys who do not take the standard deduction. See id. § 63(b), (d), (e). Subtracting the below-the-line deductions from adjusted gross income yields taxable income. Id. § 63. The amount and type of deductions available to taxpayers “depend[] upon legislative grace.” See New Colonial Ice Co. v. Helver- ing, 292 U.S. 435, 440 (1934). Put differently, there is no general right to a deduction. And not all deductions are created equal.

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69 F.4th 762, Counsel Stack Legal Research, https://law.counselstack.com/opinion/carl-l-gregory-v-commissioner-of-internal-revenue-ca11-2023.