Tax Courtroom In Transient | Musselwhite v. Commissioner | Loss In Sale Of Actual Property: Extraordinary Loss Or Capital Loss? – Earnings Tax

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Tax Litigation:  The Week of June 6th, 2022, through

June 10th, 2022

Musselwhite v. Commissioner,  T.C.

Memo. 2022-57 | June 8, 2022 | Ashford, J.| Dkt. No.

14380-16

Opinion

Summary: William Musselwhite was involved

in real estate ventures since about 1986. In 2005, Musselwhite and

his business partner formed DS & EM Investments, LLC

(DS&EM). In 2006, DS&EM purchased 4 unimproved lots for $1

million from Adam Lisk. DS&EM re-platted the 4 lots into 9. The

terms of agreement with Lisk included certain

guarantees-of-resale-within-one-year, allocation of ownership of

the 9 lots (4 with DS&EM and 5 with Lisk), buy-back provisions,

and other conditions relating to the development and sale of the

lots, including that Lisk would complete improvements on some of

them. DS&EM financed the purchase price with a loan from

BB&T Bank. In 2007, the real estate market crashed, and due to

incomplete improvements and lack of sales per the deal, DS&EM

sued Lisk. In 2008, and in order to resolve the lawsuit, Lisk

transferred his 5 lots (now partially improved) to DS&EM.

Thereafter, no improvements were made to those 5 lots and the

development activities all but ceased. BB&T subsequent

appraisals of the lots indicated that the property was not known to

be for sale. Due to the depressed real estate market, DS&EM and

its two members (Musselwhite and his business partner) divided up

their various properties and debts, and DS&EM distributed the

4-of-9 lots to Musselwhite. Within 4 months of receiving the 4

lots, Musselwhite sold them for $17,500, realizing a loss of

$1,022,726. On Musselwhite’s 2012 Form 1040, he (and his wife

filing jointly) reported a Schedule

C business loss deduction loss of $1,022,726 relating to

the sale of the 4 lots which Musselwhite reported as cost of goods

sold. Following an exam of Musselwhite’s 2012 Form 1040, the

IRS determined that Musselwhite was not entitled to the reported

$1,022,726 Schedule C loss because the 4 lots were capital assets

and thus their sale generated a capital (and not ordinary) loss. A

notice of deficiency was issued, and the matter was petitioned to

the Tax Court for review.

Key Issues:

  • The sole issue is whether the $1,022,726 loss should be

    characterized as an ordinary loss or as a capital loss. The issue

    hinges on whether the lots were, pursuant to 

    26 U.S.C. § 1221(a)(1), “stock in trade of the

    taxpayer or other property of a kind which would properly be

    included in the inventory of the taxpayer if on hand at the close

    of the taxable year, or property held by the taxpayer

    primarily for
     sale to customers in the ordinary

    course of his trade or business.” If they were, then their

    sale resulted in an ordinary loss and not a capital loss.

Primary Holdings:

  • The Tax Court found that the lots were capital and not stock in

    trade as defined in section 1221(a)(1). The relevant factors for

    evaluating a dispute arising from section 1221(a)(1) overwhelmingly

    weighed against Musselwhite. Deficiency upheld.

Key Points of Law:

  • Section 1221(a)(1).  The purpose

    of 

    section 1221(a)(1)—Capital asset defined—is to

    differentiate between (1) the profits and losses arising from the

    operation of a business and (2) the realization of appreciation in

    value accrued over a substantial period of time. Malat v.

    Riddell, 383 U.S. 569, 572 (1966). The term

    “primarily” as used in section 1221(a)(1) means “of

    first importance” or “principally.” Whether property

    is property described in section 1221(a)(1) is a question of fact,

    and the burden of proof is on the taxpayer to demonstrate that the

    property in question is as described in section 1221(a)(1) (and not

    as a capital asset). See Pasqualini v. Commissioner,

    103 T.C. 1, 6 (1994); Maddux Constr. Co. v.

    Commissioner, 54 T.C. 1278, 1284 (1970); see

    also Rule 142(a).
  • Factors to Determine a Section 1221(a)(1)

    Dispute. 
    Within the Fourth Circuit Court of Appeals,

    the factors applied to resolve such disputes include the following:

    (1) the purpose for which the property was acquired; (2) the

    purpose for which the property was held; (3) improvements, and

    their extent, made to the property by the taxpayer; (4) the

    frequency, number, and continuity of sales; (5) the extent and

    substantiality of the transaction; (6) the nature and extent of the

    taxpayer’s business; (7) the extent of advertising or lack

    thereof; and (8) the listing of the property for sale directly or

    through a broker. Graves v. Commissioner, 867 F.2d

    199, 202 (4th Cir. 1989). No one factor or group of factors is

    determinative, and not all may be applicable. ; S&H,

    Inc. v. Commissioner, 78 T.C. 234, 243–44 (1982). But,

    objective factors carry more weight than the taxpayer’s

    subjective statements of intent. See Guardian Indus. Corp.

    v. Commissioner, 97 T.C. 308, 316 (1991), aff’d

    without published opinion, 21 F.3d 427 (6th Cir. 1994).
  • Tax Treatment Applicable to Real Estate May

    Change. 
    A taxpayer may hold real estate primarily

    for sale to customers in the ordinary course of the taxpayer’s

    trade or business and, at the same time, hold other real estate for

    investment, but said taxpayer can cease holding real estate

    primarily for sale to customers in the ordinary course of its

    business and begin to hold it only for investment

    purposes. See Gardner v. Commissioner, T.C. Memo.

    2011-137, slip op. at 8; Sugar Land Ranch Dev., LLC v.

    Commissioner, T.C. Memo. 2018-21, at *10–11. Development

    activities may convert property originally acquired for investment

    into property held for sale to customers in the ordinary course of

    business. See Bush v. Commissioner, T.C. Memo.

    1977-75, aff’d, 610 F.2d 426

    (6th 1979).
  • Section 735 Inventory. 

    26 U.S.C. § 735(a)(2) provides that “(g)ain or loss

    on the sale or exchange by a distributive partner of inventory

    items (as defined in section 751(d)) distributed by a partnership

    shall, if sold or exchanged within 5 years from the date of the

    distribution, be considered as ordinary income or as ordinary loss,

    as the case may be.” Under section 751(d), inventory items are

    defined by reference to section 1221(a)(1). See 

    26 U.S.C. §§ 735(a)-(c), 751(d).

Insights:  Real estate may constitute

inventory, rather than a capital asset, for federal tax gain and

loss purposes. Section 1221(a)(1) of the Code is the applicable

statute for evaluating tax treatment of such gain or loss. To

constitute a stock in trade of the taxpayer, the taxpayer must hold

the real estate primarily for sale to customers in the ordinary

course of the taxpayer’s trade or business. A taxpayer may hold

real estate primarily for sale to customers in the ordinary course

of the taxpayer’s trade or business and, at the same time, hold

other real estate for investment. And, a property once held as

inventory for sale to customers may change in character for federal

income tax purposes, depending on the application of factors

developed and used by the Tax Court.

The content of this article is intended to provide a general

guide to the subject matter. Specialist advice should be sought

about your specific circumstances.

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