Randy McRae & Shelby McRae v. Commissioner

T.C. Memo. 2019-163
UNITED STATES TAX COURT
RANDY MCRAE AND SHELBY MCRAE, Petitioners v.
COMMISSIONER OF INTERNAL REVENUE, Respondent
Docket No. 20552-17. Filed December 12, 2019.
Randy McRae and Shelby McRae, pro sese.
Ryan Z. Sarazin, Jeffrey E. Gold, and Bartholomew Cirenza, for respondent.
MEMORANDUM FINDINGS OF FACT AND OPINION
LAUBER, Judge: With respect to petitioners’ Federal income tax for
2013-2015, the Internal Revenue Service (IRS or respondent) determined defi-
ciencies and accuracy-related penalties as follows:
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[*2] Year Deficiency Penalty
2013 $53,923 $10,785
2014 19,398 3,880
2015 11,223 2,245
The questions remaining for decision are whether petitioners: (1) executed a bind-
ing agreement extending the limitations period for 2013; (2) underreported gross
receipts on two Schedules C, Profit or Loss From Business; (3) substantiated item-
ized deductions for mortgage interest expenses; (4) substantiated Schedule C de-
ductions in excess of the amounts respondent allowed; (5) substantiated deduc-
tions for net operating loss (NOL) carryforwards from 2000 or 2001; and (6) are
liable for penalties under section 6662(a).1 After giving effect to concessions by
respondent,2 we resolve these issues in his favor.
1
Unless otherwise indicated, all statutory references are to the Internal
Revenue Code (Code) in effect at the relevant times, and all Rule references are to
the Tax Court Rules of Practice and Procedure. We round all dollar amounts to
the nearest dollar.
2
Respondent concedes that: (1) the adjustment for gross receipts reported
on Mrs. McRae’s Schedule C for 2014, as determined in the notice of deficiency,
is overstated by $1,060 and (2) petitioners are not required to include in income
for 2013 and 2014, as determined in the notice of deficiency, State tax refunds of
$1,969 and $205, respectively. We deem petitioners to have conceded, by their
failure to adduce any relevant evidence at trial, all adjustments determined in the
notice of deficiency that are not discussed in this opinion.
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[*3] FINDINGS OF FACT
Some facts have been stipulated and are so found. The stipulation of facts
and the attached exhibits are incorporated by this reference. Petitioners resided in
Maryland when they filed their petition.
During 2013-2015 each petitioner earned income from employment and
from sole proprietorship activity. Mrs. McRae operated Premiere Multimedia,
which provided advertising and public relations services (Schedule C1 business).
Mr. McRae, who has degrees in law and accountancy, provided services that in-
cluded general accounting work and tax return preparation (Schedule C2 busi-
ness).
During the tax years at issue petitioners resided in, and operated their
Schedule C businesses from, a house on Wingate Drive in Glen Dale, Maryland
(Wingate property). They leased the Wingate property from a landlord who
charged them a discounted monthly rent. In consideration of the reduced rental
charge, petitioners paid for certain improvements to the Wingate property during
their period of occupancy. At no time did they own the Wingate property.
More than a decade before the tax years at issue, Mr. McRae owned residen-
tial rental property in the District of Columbia, including an apartment building at
1611 Park Road, N.W. As of 2000 that building had numerous unabated housing
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[*4] code violations. The District of Columbia charged Mr. McRae with criminal
violations of the housing code.
In October 2000 these criminal charges were resolved through a “disposi-
tion agreement” whereby Mr. McRae pledged to divest himself of all D.C. residen-
tial rental properties, perform 250 hours of community service, and “donate a total
of $175,000” to the tenants association of 1611 Park Road. Mr. McRae agreed to
pay this sum in installments, the last of which was due on January 15, 2002. He
paid less than $13,000 by the due date. To defray the balance, it appears that an-
other of his properties was sold in May 2002 and that a portion of the proceeds
was paid into a court registry to be held for the benefit of the tenants association.
Separately, in October 2014 Mr. McRae made payments of $25,000 each to
Kenneth Brewer and the U.S. Department of Housing and Urban Development
(HUD). His payments to HUD took the form of a $20,000 cashier’s check and a
$5,000 personal check with the notation “State of Maryland v. Randy McRae” on
the memo line. Mr. McRae testified that these payments were court-ordered resti-
tution arising from his being “accused of having improperly taken some money
from Mr. Brewer and from HUD.” He testified that he had received funds from
Mr. Brewer and HUD in connection with a project to develop low-income housing
in Prince George’s County, Maryland.
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[*5] It appears that Mr. McRae was adjudged guilty of a crime and sentenced in
August 2014 by the Circuit Court for Prince George’s County. See State of Mary-
land v. McRae, No. CT 10-0637X (Mar. 25, 2015) (order striking “guilty finding
and sentence date of August 1, 2014”). At the close of trial we left the record
open to enable Mr. McRae to supply documents that would shed light on the na-
ture of the charges filed against him, the crime of which he was convicted, and the
sentence originally imposed upon him.
On December 19, 2018, we admitted into evidence documents showing that
the attorney in Mr. McRae’s criminal case had filed a motion to reconsider senten-
cing, requesting that Mr. McRae be discharged “without judgment of conviction.”3
On March 25, 2015, the sentencing court granted that motion, striking the “guilty
finding and sentence” originally imposed, sentencing Mr. McRae “to probation
before judgment,” and placing him on unsupervised probation for one year. Ibid.
As a condition of probation, Mr. McRae was ordered to pay $25,000 of restitution
to each of HUD and Mr. Brewer, amounts that he appears to have paid five months
previously, in October 2014.
3
See Md. Code Ann., Crim. Proc. sec. 6-220(g)(3) (West 2015) (“Discharge
* * * under this section shall be without judgment of conviction and is not a
conviction for the purpose of any disqualification or disability imposed by law
because of conviction of a crime.”).
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[*6] Finding these documents illegible in part, we offered petitioners another
opportunity to submit legible documents and any other information that would
explain the background of the criminal case and the reasons why restitution was
ordered. Petitioners submitted no additional clarifying documents.
For the tax years at issue petitioners jointly filed timely Forms 1040, U.S.
Individual Income Tax Return, using commercial tax preparation software to pre-
pare the returns. For 2013 and 2014 they claimed among their itemized deduc-
tions mortgage interest expenses of $31,800 and $16,800, respectively. On
Line 21, Other income, they reported for 2013, 2014, and 2015 NOL carryforward
deductions of $79,160, $18,940, and $60,000, respectively. The Schedule C1 for
Mrs. McRae’s sole proprietorship reported for 2013, 2014, and 2015 gross receipts
of $8,695, $6,120, and $7,756, respectively. The Schedule C2 for Mr. McRae’s
sole proprietorship reported gross receipts and expenses as follows:
2013 2014 2015
Gross receipts $12,550 $7,500 $16,720
Total expenses 36,447 64,642 10,033
Net profit (Loss) (23,897) (57,142) 6,687
The IRS selected petitioners’ 2013-2015 returns for examination, which was
conducted by Revenue Agent (RA) Boyd. Concluding that petitioners had not
maintained adequate records for their Schedule C activities, RA Boyd secured
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[*7] bank records of their known accounts and performed a bank deposits analysis.
She concluded that the gross receipts of Mr. McRae’s Schedule C2 business for
2013 and 2014 were understated by $26,205 and $5,950, respectively, and that the
gross receipts of Mrs. McRae’s Schedule C1 business for 2014 were understated
by $6,110. RA Boyd provided to petitioners during the examination the bank de-
posit worksheets she had prepared to support these adjustments.
RA Boyd proposed to disallow, for lack of substantiation, the deductions for
utilities expenses claimed on Mrs. McRae’s Schedules C1 and many of the deduc-
tions claimed on Mr. McRae’s Schedules C2. She likewise proposed to disallow,
for lack of substantiation, the itemized deductions petitioners had claimed for
mortgage interest expenses and all of their NOL deductions. On December 23,
2016, RA Boyd sent petitioners a letter noting that the period of limitations for
2013 would soon expire and asking that they execute Form 872, Consent to Ex-
tend the Time to Assess Tax, if they wished to continue discussions.
When petitioners did not immediately respond to this letter, the case was
forwarded as an “unagreed case” to the IRS Technical Services division, where it
was assigned to Julia Beckett, a reviewer, to confirm that petitioners understood
their IRS appeal rights. She telephoned Mr. McRae, who disputed the proposed
denial of the NOL deductions and stated that he had additional evidence he wished
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[*8] the IRS to consider. Ms. Beckett informed him that the examiner could
consider additional evidence only if he and his wife agreed to extend the period of
limitations for 2013. Shortly thereafter petitioners submitted a fully executed
Form 872 that extended by one year, to April 15, 2018, the assessment period for
2013. An IRS official countersigned the Form 872 on February 22, 2017.
Petitioners appear to have submitted additional information, but it did not
change any minds. On April 21, 2017, RA Boyd finalized and submitted to her
immediate supervisor a Civil Penalty Approval Form, recommending the assertion
of accuracy-related penalties against petitioners for 2013-2015. Her supervisor
signed that form on April 26, 2017. On June 30, 2017, Ms. Beckett prepared Form
4549-A, Income Tax Examination Changes, and enclosed that report with a notice
of deficiency issued to petitioners on July 5, 2017. On September 29, 2017, they
timely petitioned for redetermination.
OPINION
A. Limitations Period for 2013
Petitioners contend that the limitations period for 2013 expired before the
IRS mailed the notice of deficiency. The Commissioner generally must issue a
notice of deficiency within three years after the return was filed or (if the return
was filed early) within three years of the last day prescribed for its filing. See
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[*9] secs. 6501(a) and (b)(1), 6213(a); Woods v. Commissioner, 92 T.C. 776,
779-780 (1989). But the limitations period can be extended if “the Secretary and
the taxpayer have consented in writing” to such extension, provided that their
agreement is executed before expiration of the otherwise-applicable limitations
period. Sec. 6501(c)(4)(A).
Petitioners signed a Form 872 consenting to extension of the 2013 assess-
ment period to April 15, 2018. That consent became effective on February 22,
2017, when the Form 872 was signed by the Commissioner’s delegate. As re-
quired by section 6501(c)(4), the Form 872 agreement was fully executed before
April 15, 2017, when the limitations period for 2013 would otherwise have ex-
pired. The notice of deficiency was issued on July 5, 2017, nine months before the
end of the extended limitations period. The notice was therefore timely.
When the Commissioner produces a properly executed Form 872, the tax-
payer bears the burden of proving the agreement invalid. Kronish v. Commission-
er, 90 T.C. 684, 692-693 (1988); Duncan v. Commissioner, T.C. Memo. 2018-190,
at *10. Petitioners first contend that the Form 872 is invalid on its face because
they filed their 2013 return on February 14, 2014, more than three years before the
IRS countersigned the Form 872. But section 6501(b)(1) provides that, for pur-
poses of section 6501, a return “filed before the last day prescribed * * * for the
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[*10] filing thereof, shall be considered as filed on such last day.” Petitioners’
2013 return is thus considered to have been filed on April 15, 2014. The Form
872 was fully executed on February 22, 2017, within three years of that date, and
it was thus executed in timely fashion.
Petitioners next contend that respondent should be estopped from relying on
the Form 872. Mr. McRae asserts that Ms. Beckett told him, before petitioners
signed that form, that petitioners would have only a “small liability” for 2013, as
opposed to the $53,923 deficiency that the IRS determined. But for this supposed
misrepresentation, petitioners assert that they would not have agreed to extend the
limitations period. At trial we heard testimony from Mr. McRae and Ms. Beckett
on this point.
“Although the doctrines of estoppel and quasi-estoppel are applicable
against the Commissioner, it is well established that these doctrines should be ap-
plied against him with utmost caution and restraint.” Estate of Emerson v. Com-
missioner, 67 T.C. 612, 617 (1977). A taxpayer claiming the benefits of estoppel
must establish (among other things) that: (1) there was a false representation or
wrongful misleading silence by an IRS representative, (2) the taxpayer was igno-
rant of the true facts, and (3) the taxpayer was adversely affected by the conduct
complained of. Id. at 617-618; Costello v. Commissioner, T.C. Memo. 2016-184,
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[*11] 112 T.C.M. 396, 399; see Wilkins v. Commissioner, 120 T.C. 109,
112 (2003).
Petitioners have failed to establish any of these elements. Having heard the
participants’ testimony, we do not believe that Ms. Beckett made any misrepre-
sentation to Mr. McRae. In any event, Mr. McRae was not ignorant of the facts.
He knew that the IRS was proposing to disallow (among other deductions) an
NOL deduction of $79,160 for 2013; that disallowance would not have produced a
“small liability” for 2013. And petitioners were not adversely affected by signing
the Form 872. Had they not done so, the IRS would have issued them immediately
a notice of deficiency determining the same adjustments that it ultimately
determined. We find that petitioners have fallen woefully short of establishing
estoppel against the Commissioner.
B. Unreported Gross Receipts
The Commissioner’s determinations in a notice of deficiency are generally
presumed correct. Rule 142(a)(1); Welch v. Helvering, 290 U.S. 111, 115 (1933).
This Court has recognized a limited exception to the presumption of correctness in
unreported income cases, requiring the Commissioner to establish a “minimal evi-
dentiary foundation supporting his determination of unreported income.” Fank-
hanel v. Commissioner, T.C. Memo. 1998-403, 76 T.C.M. 809, 813, aff’d
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[*12] without published opinion, 205 F.3d 1333 (4th Cir. 2000). Once the
Commissioner has laid this foundation, the burden shifts to the taxpayer to prove
by a preponderance of the evidence that the Commissioner’s determinations are
arbitrary or erroneous. Helvering v. Taylor, 293 U.S. 507, 515 (1935); Tokarski v.
Commissioner, 87 T.C. 74 (1986).4
If a taxpayer fails to maintain adequate records, the IRS may reconstruct his
income using any method that “clearly reflect[s] income.” Sec. 446(b); see Pet-
zoldt v. Commissioner, 92 T.C. 661, 687 (1989). “The use of the bank deposit
method for computing unreported income has long been sanctioned by the courts.”
Clayton v. Commissioner, 102 T.C. 632, 645 (1994); see Mills v. Commissioner,
399 F.2d 744, 749 (4th Cir. 1968), aff’g T.C. Memo. 1967-67; Estate of Mason v.
Commissioner, 64 T.C. 651, 656 (1975), aff’d, 566 F.2d 2 (6th Cir. 1977). A bank
deposit is “prima facie evidence of income.” Mills, 399 F.2d at 749; Tokarski, 87
T.C. 77. Through his bank deposits analysis respondent has clearly connected
petitioners to income-producing activity.
4
Absent stipulation to the contrary, appeal of the instant case would lie to
the U.S. Court of Appeals for the Fourth Circuit. See sec. 7482(b)(2). That court
does not appear to have decided explicitly the scope of the exception discussed in
the text. See Dunne v. Commissioner, T.C. Memo. 2008-63, 95 T.C.M.
1236, 1246 n.5 (discussing Cebollero v. Commissioner, 967 F.2d 986, 990 (4th
Cir. 1992), aff’g T.C. Memo. 1990-618). We apply the formulation that has been
approved by this Court and by most Courts of Appeals. See id. at 1246.
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[*13] Petitioners first contend that RA Boyd was not justified in employing the
bank deposits method, asserting that they had delivered to her “sufficient compe-
tent evidentiary matter to * * * attest to their records.” We find no factual support
for this assertion. Petitioners maintained no distinct records of their Schedule C
businesses; their only “records” consisted of a few receipts and the same bank
statements that RA Boyd used to perform her bank deposits analysis. She did not
err in using a bank deposits analysis to reconstruct their income. See sec. 446(b);
Petzoldt, 92 T.C. 693; sec. 1.446-1(b)(1), Income Tax Regs.
RA Boyd testified credibly concerning her application of the bank deposits
method, producing spreadsheets documenting her analysis along with copies of
petitioners’ bank statements and deposit slips. These spreadsheets show that she
excluded items she identified as nontaxable, including credit adjustments, bank
errors, and interaccount transfers. Petitioners bore the burden of showing that her
analysis was inaccurate, e.g., by identifying additional nontaxable items that she
failed to exclude. See Clayton, 102 T.C. 645; DiLeo v. Commissioner, 96 T.C.
858, 872 (1991), aff’d, 959 F.2d 16 (2d Cir. 1992); Chico v. Commissioner, T.C.
Memo. 2019-123, at *19.
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[*14] With one exception,5 petitioners have failed to carry their burden. Mr.
McRae speculated that some deposits into his account might have been nontaxable
receipts from clients (such as security deposits), but he supplied no documentation
of any kind to support that claim. Petitioners had ample time to secure evidence
on this point, having been supplied copies of RA Boyd’s bank deposit worksheets
during the IRS examination. Concluding that petitioners have failed to show any
error in the bank deposits analysis apart from the error respondent conceded, we
sustain the determination of unreported Schedule C1 and C2 gross receipts in the
aggregate amounts of $26,205 for 2013 and $11,000 ($5,950 + $5,050) for 2014.
C. Unsubstantiated Deductions
Deductions are a matter of legislative grace, and taxpayers generally bear
the burden of proving their entitlement to all deductions claimed. INDOPCO, Inc.
v. Commissioner, 503 U.S. 79, 84 (1992); see Rule 142(a). Taxpayers also bear
the burden of substantiating the amounts of their deductions by keeping and pro-
ducing records sufficient to enable the IRS to determine the correct tax liability.
See sec. 6001; sec. 1.6001-1(a), Income Tax Regs.
5
Respondent concedes that one deposit, in the amount of $1,060, should
have been excluded from Schedule C1 gross receipts for 2014. See supra note 2.
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[*15] Certain expenses, including expenses for travel and “listed property,” are
subject to relatively strict substantiation rules. See secs. 274(d), 280F(d)(4) (de-
fining “listed property” to include passenger automobiles). No deduction is al-
lowed for expenditures subject to these rules unless a taxpayer substantiates, by
adequate records or by sufficient evidence corroborating his own statements, the
amount, time and place, and business purpose for each expenditure. See sec.
1.274-5T(c), Temporary Income Tax Regs., 50 Fed. Reg. 46016 (Nov. 6, 1985).
1. Itemized Deductions
Petitioners claimed deductions of $31,800 and $16,800 for mortgage inter-
est expense in 2013 and 2014, respectively. The IRS properly disallowed these
deductions. Petitioners did not own the Wingate property, they were liable on no
mortgage loan, and they substantiated no payment of interest. Their evidence on
this point consisted of their lease, receipts for improvements to the Wingate prop-
erty (made in exchange for reduced rent), and bills for utilities and insurance.
Petitioners apparently had an option to acquire the Wingate property, but they
never exercised that option. They cannot deduct rent, substitutes for rent, or per-
sonal living expenses as “mortgage interest.” See sec. 163; Puentes v. Commis-
sioner T.C. Memo. 2013-277, 106 T.C.M. 646, 647 (“We have disallowed
the deduction for mortgage interest where the taxpayer does not establish legal or
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[*16] equitable ownership of mortgaged property.”); sec. 1.163-1, Income Tax
Regs.
2. Schedule C Deductions
Section 162(a) allows the deduction of “all the ordinary and necessary ex-
penses paid or incurred during the taxable year in carrying on any trade or busi-
ness.” An expense is ordinary if it is customary or usual within a particular trade,
business, or industry or relates to a common or frequent transaction in the type of
business involved. See Deputy v. du Pont, 308 U.S. 488, 495 (1940). An expense
is necessary if it is appropriate and helpful to the operation of the taxpayer’s busi-
ness. See Commissioner v. Tellier, 383 U.S. 687, 689 (1966).
a. Utilities Expenses
For 2013-2015 petitioners claimed Schedule C1 deductions of $1,420,
$1,300, and $1,440, respectively, for utilities expenses. To substantiate these de-
ductions petitioners submitted invoices for utility service to the Wingate property,
apparently on the theory that Mrs. McRae maintained a “home office” there. But
petitioners reported no “home office” deductions on their 2013-2015 tax returns,
and Mrs. McRae did not testify at trial. Petitioners submitted no evidence to
establish that any part of their home was “exclusively used on a regular basis” for
the conduct of Mrs. McRae’s Schedule C1 business or Mr. McRae’s Schedule C2
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[*17] business. See sec. 280A(c)(1). We accordingly sustain respondent’s
disallowance of the deductions for utilities expenses.
b. Car and Truck Expenses
For 2014 petitioners claimed a Schedule C2 deduction of $12,480 for car
and truck expenses. To substantiate this deduction petitioners submitted no logs
establishing Mr. McRae’s business use of any vehicle, but only two invoices for
car repairs. Having failed to establish the extent (if any) to which any of their
vehicles was used for business purposes, petitioners have not satisfied the strict
substantiation requirements of section 274(d). See Robinson v. Commissioner,
T.C. Memo. 2011-99, 101 T.C.M. 1473, 1481-1482 (upholding disallow-
ance of deductions for vehicle and travel expenses where taxpayers supplied no
evidence of business purpose), aff’d, 487 F. App’x 751 (3d Cir. 2012); see also
Renner v. Commissioner, T.C. Memo. 2015-102, 109 T.C.M. 1526, 1529.
We thus sustain respondent’s disallowance of the deduction for car and truck
expenses.
c. Travel Expenses
For 2013-2015 petitioners claimed Schedule C2 deductions of $3,550,
$2,850, and $4,377, respectively, for travel expenses. To substantiate these deduc-
tions petitioners submitted receipts for a few car rentals and hotel stays. At trial
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[*18] Mr. McRae could not identify the reason for this travel, much less
substantiate its business purpose. See sec. 1.162-2(b)(1), Income Tax Regs.
Petitioners have not satisfied the strict substantiation requirements of section
274(d) for travel expenses. See Berkley Mach. Works & Foundry Co. v.
Commissioner, 623 F.2d 898, 907 (4th Cir. 1980) (finding evidence concerning
general nature of business travel insufficient to demonstrate a business purpose for
each trip), rev’g T.C. Memo. 1977-177; Robinson, 101 T.C.M. at 1482.
We accordingly sustain respondent’s disallowance of these deductions.
d. Professional Services Expense
For 2013-2015 petitioners claimed Schedule C2 deductions of $5,200,
$4,390, and $310, respectively, for legal and professional services. Petitioners
presented no documentary evidence to substantiate these deductions, and Mr.
McRae offered no credible testimony concerning these items at trial. We accord-
ingly sustain respondent’s disallowance of these deductions.6
6
Petitioners ask that we estimate their business expenses and allow deduc-
tions accordingly. See Cohan v. Commissioner, 39 F.2d 540, 543-544 (2d Cir.
1930). We decline to do so. We are not authorized to estimate expenses subject to
the strict substantiation requirements of section 274(d). See Sanford v. Commis-
sioner, 50 T.C. 823, 827-828 (1968), aff’d per curiam, 412 F.2d 201 (2d Cir.
1969). And in the absence of any proof, we have no reasonable basis to estimate
their other claimed expenses. See Williams v. United States, 245 F.2d 559, 560-
561 (5th Cir. 1957); Vanicek v. Commissioner, 85 T.C. 731, 743 (1985).
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[*19] e. Other Expenses
For 2013 and 2014 petitioners claimed Schedule C2 deductions for “other
expenses” in the amounts of $3,550 and $50,000, respectively. They offered no
substantiation for the 2013 deduction. For the 2014 deduction they offered evi-
dence that Mr. McRae had paid $25,000 to each of HUD and Kenneth Brewer in
October 2014 as “restitution.” Although petitioners have substantiated payments
totaling $50,000, they have not carried their burden of proving their entitlement to
a deduction under section 162(a) for these payments.
Mr. McRae was ordered to pay restitution by a Maryland State court after it
found him guilty of a crime. Petitioners face two threshold obstacles in seeking to
deduct these payments as “ordinary and necessary expenses” under section 162(a).
First, petitioners failed to supply any documents or other evidence that would shed
light on the nature of the charges filed against Mr. McRae, the crime of which he
was convicted, or the sentence originally imposed upon him. If he was charged
with embezzlement (for example), there is no evidence that petitioners included
the embezzled funds in income for any prior year, a fact that could affect their
ability to claim deductions for making restitution to the victims. See Stephens v.
Commissioner, 905 F.2d 667, 668 (2d Cir. 1990) (allowing loss deduction under
section 165 for restitution payment where the taxpayer in a prior year “was taxed
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[*20] upon his receipt of the * * * [embezzled funds]”), rev’g and remanding 93
T.C. 108 (1989); cf. Smiling v. Commissioner, T.C. Memo. 2017-196, 114 T.C.M.
(CCH) 403, 406 (disallowing business-expense deduction for payment allegedly
made to protect attorney’s professional reputation, where payment constituted the
return of client funds not previously included in the attorney’s income).
Second, section 162(f), as in effect for the tax years at issue,7 provided that
“[n]o deduction shall be allowed * * * for any fine or similar penalty paid to a
government for the violation of any law.” The term “government” was defined to
include “a State” or any “political subdivision” thereof. Sec. 1.162-21(a)(1), (3),
Income Tax Regs. The term “fine or similar penalty” was defined to include an
amount “[p]aid pursuant to conviction or plea of guilty or nolo contendere for a
crime (felony or misdemeanor) in a criminal proceeding.” Id. para. (b)(1)(i). We
have held that court-ordered restitution paid to a third party may be deemed “paid
to a government,” sec. 162(f), if paid “in satisfaction of * * * [the defendant’s]
criminal liability to the State,” Waldman v. Commissioner, 88 T.C. 1384, 1389
(1987), aff’d, 850 F.2d 611 (9th Cir. 1988); cf. Cavaretta v. Commissioner, T.C.
7
Section 162(f) was amended by the Tax Cuts and Jobs Act of 2017 (TCJA),
Pub. L. No. 115-97, sec. 13306(a), 131 Stat. at 2126. That amendment was effec-
tive for amounts paid after the TCJA’s date of enactment (unless paid pursuant to
a binding agreement executed previously). See TCJA sec. 13306(a)(2), 131 Stat.
at 2127.
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[*21] Memo. 2010-4, 99 T.C.M. 1028, 1031 (holding restitution payment
deductible under section 162(a) when restitution was not explicitly ordered by
sentencing court, and its primary purpose was compensatory rather than punitive).
We find it unnecessary to address these threshold issues here. Regardless of
whether section 162(f) would bar the claimed deduction and whether petitioners
previously included in income the funds of which they made restitution, they have
failed to establish that the restitution payments of $50,000 were ordinary and nec-
essary expenses of Mr. McRae’s Schedule C2 business.
Mr. McRae’s Schedule C2 business involved general accounting work and
tax return preparation. He supplied no testimony or documentary evidence to
establish any link between these activities and his restitution payments. He testi-
fied that he was “accused of having improperly taken some money from Mr.
Brewer and from HUD” in connection with a project to develop low-income
housing in Prince George’s County. For all that appears, this project involved an
investment activity on Mr. McRae’s part, not an activity having any relationship to
his Schedule C2 business. See Wang v. Commissioner, T.C. Memo. 1998-389, 76
T.C.M. 753, 757 (holding that a banker’s insider trading was not directly or
proximately related to his banking business but was sporadic activity arising from
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[*22] “a limited opportunistic transactional relationship”), aff’d, 35 F. App’x 643
(9th Cir. 2002).
Petitioners submitted no evidence to show that Mr. McRae’s payment of
restitution to HUD and Mr. Brewer was necessary to preserve the client base of his
Schedule C2 business or otherwise to benefit that business. For all that appears,
Mr. McRae paid the restitution, as the court ordered him to do, for purely personal
reasons, viz., to satisfy the conditions of his probation and thus avoid jail time.
Compare Boyko v. Commissioner, T.C. Memo. 1998-67, 75 T.C.M. 1830,
1835 (finding payment not deductible as an ordinary and necessary expense of
taxpayer’s law practice where he “presented no evidence that his business reputa-
tion as an attorney would have been adversely affected” by nonpayment), with
Gould v. Commissioner, 64 T.C. 132, 135 (1975) (allowing business expense de-
duction where “[t]he evidence [wa]s clear that * * * [the taxpayer’s] motive was to
preserve his employment”), and Marks v. Commissioner, 27 T.C. 464, 467 (1956)
(same, where evidence showed that taxpayer made payment to protect his “busi-
ness rather than his personal reputation”). Petitioners submitted no evidence on
this point, and they have therefore failed to carry their burden of proving that the
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[*23] restitution payments were “ordinary and necessary” business expenses
deductible under section 162(a).8
3. NOLs
For the tax years at issue section 172(a) allowed a deduction equal to the
sum of the taxpayer’s NOL carryovers and NOL carrybacks to the taxable year.9
An unused NOL was (and is) generally required to “be carried to the earliest of the
taxable years to which * * * such loss may be carried.” Sec. 172(b)(2). The
period to which NOLs could be carried generally extended 2 years back and up to
20 years forward. Sec. 172(b)(1)(A). A taxpayer could elect to relinquish the
carryback period, but only if he made such an election by the due date for filing a
return for the year in which the NOL arose. Sec. 172(b)(3).
Taxpayers bear the burden of establishing the existence and amount of NOL
carrybacks and carryforwards, which requires that they submit evidence regarding
prior tax years. See sec. 6214(b); Rule 142(a); Keith v. Commissioner, 115 T.C.
8
Petitioners do not contend that the restitution payments were deductible
under section 165(c)(2) as “losses incurred in any transaction entered into for
profit, though not connected with a trade or business.” Cf. Stephens v. Commis-
sioner, 905 F.2d 667 (2d Cir. 1990) (discussing circumstances in which restitution
payments may be deductible under section 165(c)(2)), rev’g and remanding 93
T.C. 108 (1989)).
9
The TCJA made amendments to section 172 that have no application here.
See TJCA sec. 13302(a), (b), (e), 131 Stat. at 2121-2123.
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[*24] 605, 621 (2000). Tax returns for prior years may be necessary to establish
an NOL carryforward, see sec. 172(b)(2) and (3), but the returns themselves
cannot substantiate, without other evidence, the losses reported on those returns,
Wilkinson v. Commissioner, 71 T.C. 633, 639 (1979) (“The fact that a return is
signed under penalty of perjury is not sufficient to substantiate deductions claimed
on it.”); Roberts v. Commissioner, 62 T.C. 834, 837 (1974) (same); Lee v.
Commissioner, T.C. Memo. 2006-70, 91 T.C.M. 999, 1001 (holding that a
prior year return was insufficient to establish that an NOL was incurred in that
year).
Petitioners claimed NOL carryforward deductions of $79,160, $18,940, and
$60,000 for 2013, 2014, and 2015, respectively. The regulations require that any
taxpayer claiming an NOL deduction for any year “shall file with his return for
such year a concise statement setting forth the amount of the * * * [NOL]
deduction claimed and all material and pertinent facts relative thereto, including a
detailed schedule showing the computation of the * * * [NOL] deduction.” Sec.
1.172-1(c), Income Tax Regs. Petitioners attached no such statement to their
2013, 2014, or 2015 tax return.
Petitioners contend that their NOL carryforwards stem from a section 165
loss they supposedly incurred in 2000 or 2001, when Mr. McRae allegedly paid
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[*25] $175,000 to the 1611 Park Road tenants association in connection with the
“disposition agreement” that resolved criminal housing code charges against him.
We will assume arguendo that Mr. McRae paid this sum and that the payment
gave rise to a loss deduction in 2000 and/or 2001 under section 165(c)(1) or (2).
Petitioners have nevertheless failed to establish their entitlement to NOL
carryforward deductions.
Petitioners produced no tax returns for any year before 2013 and no evid-
ence regarding their tax treatment of this item in any prior year. They have thus
failed to establish: (1) the year or years in which the original loss(es) actually oc-
curred; (2) the amount of petitioners’ NOL for that year or years; (3) whether peti-
tioners made a timely election to relinquish the carryback period for the NOL(s);
(4) if not, whether any portion of the NOL(s) was carried back to prior years; or
(5) whether any portion of the NOL(s) was carried forward to (and thus used up
in) the 10 years between 2002 and 2013. See Power v. Commissioner, T.C.
Memo. 2016-157, 112 T.C.M. 241, 245 (holding that taxpayer failed to
“prove that the purported NOLs were not completely absorbed before the taxable
years in issue”); Jasperson v. Commissioner, T.C. Memo. 2015-186, 110 T.C.M.
(CCH) 304, 305 (holding that taxpayer failed to establish that “he made elections
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[*26] * * * to waive the carryback requirement”), aff’d, 658 F. App’x 962 (11th
Cir. 2016).
The NOL carryforward deductions that petitioners claimed for 2013-2015
totaled $158,100, an amount equal to 90% of the $175,000 loss they supposedly
incurred in 2000 or 2001. It would be very surprising if they had used only
$17,000 of that loss, via carryback or carryforward, during 1998-2012. Petitioners
appear to believe that the IRS should have looked into this question for them,
computing their available NOL carryforward deduction by accessing their prior
tax returns. But the burden of claiming and substantiating NOLs rests with the
taxpayer. See Keith, 115 T.C. 621. In any event, the burden of substantiating
NOLs cannot be satisfied by viewing tax returns alone. See Wilkinson, 71 T.C.
639; Lee, 91 T.C.M. at 1001.10
D. Accuracy-Related Penalties
Section 7491(c) provides that “the Secretary shall have the burden of pro-
duction in any court proceeding with respect to the liability of any individual for
10
In their post-trial brief petitioners do not dispute that they supplied no evi-
dence that would enable the Court to determine the existence or amount of any
NOL carryforward to 2013, 2014, or 2015. They assert that they “repeatedly in-
formed [r]espondent that the NOL being utilized occurred in year 2000/2001,” and
that it is their “belief and recollection” that “there was an election filed to carry-
forward the apartment losses.” These assertions do not substitute for evidence.
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[*27] any penalty * * * .” Among respondent’s burdens is to show compliance
with section 6751(b)(1). It provides that “[n]o penalty under this title shall be as-
sessed unless the initial determination of such assessment is personally approved
(in writing) by the immediate supervisor of the individual making such
determination.”
RA Boyd recommended the assertion of accuracy-related penalties under
section 6662(a) and (b)(2). That recommendation was approved in writing by her
immediate supervisor on April 26, 2017, as evidenced by a Civil Penalty Approval
Form included in the record. Supervisory approval of the penalties was thus se-
cured before IRS officers completed the Form 4549-A (on June 30, 2017) and is-
sued the notice of deficiency (on July 5, 2017).
We find that respondent has met his burden of production with respect to
penalty approval. Petitioners do not challenge the timeliness of that approval and
have submitted into the record no evidence suggesting that the approval was un-
timely. We thus conclude that respondent has satisfied the requirements of section
6751(b)(1).
The Code imposes a 20% penalty upon the portion of any underpayment at-
tributable to any “substantial understatement of income tax,” i.e., an understate-
ment that exceeds the greater of $5,000 or 10% of the tax required to be shown on
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[*28] the return. Sec. 6662(a), (b)(2), (d)(1)(A). Petitioners reported tax liabilities
of $17,111, $1,013, and $2,730 on their returns for 2013, 2014, and 2015, respec-
tively. The notice of deficiency determined tax liabilities of $71,034, $20,411,
and $13,953, respectively. Although respondent’s concessions will reduce those
liabilities slightly, it is obvious that petitioners’ understatement of income tax for
each year will be “substantial.” See sec. 6662(d)(1).
The section 6662 penalty does not apply to any portion of an underpayment
“if it is shown that there was a reasonable cause for such portion and that the tax-
payer acted in good faith with respect to * * * [it].” Sec. 6664(c)(1). The decision
whether the taxpayer acted with reasonable cause and in good faith is made on a
case-by-case basis, taking into account all pertinent facts and circumstances. Sec.
1.6664-4(b)(1), Income Tax Regs. Circumstances that may signal reasonable
cause and good faith “include an honest misunderstanding of fact or law that is
reasonable in light of all of the facts and circumstances.” Ibid.
We find that petitioners have not established reasonable cause or good faith.
Mr. McRae, a certified public accountant, performed professional services that in-
cluded tax return preparation. He presumably had sufficient knowledge and ex-
perience to understand his tax obligations. Yet petitioners failed to maintain prop-
er records of their Schedule C businesses, offered no credible explanation for
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[*29] failing to report substantial amounts of income, and had virtually no
substantiation for their deductions. Petitioners prepared their returns using
commercial software and do not allege any reliance on professional advice. See
Langley v. Commissioner, T.C. Memo. 2013-22, 105 T.C.M. 1148, 1150 (“Tax
preparation software * * * is only as good as the information the taxpayer puts into
it.”). Finding that petitioners have not established reasonable cause, we hold that
they are liable for accuracy-related penalties.
To implement the foregoing,
Decision will be entered under
Rule 155.