T.C. Summary Opinion 2011-76

UNITED STATES TAX COURT

CLAY ANDRA PERRY, Petitioner v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

Docket No. 14710-09S. Filed June 27, 2011.

Clay Andra Perry, pro se.

Beth A. Nunnink, for respondent.

MARVEL, Judge: This case was heard pursuant to the

provisions of section 7463 of the Internal Revenue Code in effect

when the petition was filed.1 Pursuant to section 7463(b), the

decision to be entered is not reviewable by any other court, and

1Unless otherwise indicated, all section references are to

the Internal Revenue Code, as amended, in effect for the relevant

period, and all Rule references are to the Tax Court Rules of

Practice and Procedure.
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this opinion shall not be treated as precedent for any other

case.

Respondent determined deficiencies in petitioner’s Federal

income taxes of $5,703, $5,128, and $3,7802 for 2005, 2006, and

2007, respectively. Respondent also determined an addition to

tax of $1,056 under section 6651(a)(1) for failure to timely file

a return for 2005 and accuracy-related penalties of $1,141 and

$1,026 for 2005 and 2006, respectively, under section 6662(a). 

After concessions,3 the issues for decision are: (1) Whether

petitioner substantiated deductions for cash charitable

contributions of $8,720, $8,650, and $7,535 for 2005, 2006, and

2007, respectively; (2) whether petitioner substantiated

deductions for certain rental property expenses of $6,525 and

$12,455 for 2006 and 2007, respectively; (3) whether petitioner

is entitled to head of household filing status and a dependency

exemption deduction4 for his minor child for 2006; and (4)

2All monetary figures have been rounded to the nearest

dollar.

3At trial petitioner conceded the following issues: (1)

Deductibility of unreimbursed employee business expenses; (2)

imposition of the sec. 6651(a)(1) penalty for late filing for

2005; and (3) availability of head of household filing status for

2005. Respondent conceded that petitioner was entitled to deduct

student loan interest, with the amount of the deduction dependent

on the amount of petitioner’s adjusted gross income as finally

calculated after the remaining issues are resolved.

4On his 2006 return, petitioner did not claim a dependency

exemption for his son, but he did compute his tax using head of

(continued...)
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whether petitioner is liable for accuracy-related penalties of

$1,141 and $1,026 for 2005 and 2006, respectively.

Background

Some of the facts have been stipulated. The stipulation of

facts and facts drawn from stipulated exhibits are incorporated

herein by this reference. Petitioner resided in Tennessee when

the petition was filed. 

Petitioner, who was employed as a deputy administrator by a

local county government during all of the years at issue, filed

his Federal income tax return for 2005 untimely on March 14,

2007. He computed his tax using head of household filing status

on the basis of a qualifying child, his minor son, but did not

claim a dependency exemption deduction for the child. He also

claimed itemized deductions on Schedule A, Itemized Deductions,

for cash and noncash charitable contributions of $8,720 and $500,

respectively, and for unreimbursed employee expenses of $14,895,

among others. The unreimbursed employee expenses deduction

comprised the following items--business travel expenses of

$9,889, suit expenses of $1,780, cellular phone expenses of $299,

cellular phone service expenses of $1,725, shoe expenses of $901,

and shirt expenses of $301. 

4(...continued)

household filing status. As discussed later in this opinion, if

petitioner is entitled to head of household status for 2006, he

may also claim a dependency exemption deduction for his son. 

Respondent’s counsel has conceded this issue. 
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Petitioner also filed timely Federal income tax returns for

2006 and 2007. Both of the returns were prepared using head of

household filing status on the basis of a qualifying child, but

petitioner did not claim a dependency exemption deduction for any

qualifying child for 2006. Each return claimed a loss from

Schedule E, Supplemental Income and Loss, a student loan interest

deduction as an adjustment to adjusted gross income, and Schedule

A itemized deductions for charitable contributions and

unreimbursed employee business expenses. Included in the

Schedule E expenses that gave rise to the Schedule E losses

claimed on the 2006 and 2007 returns were the following: 2006--

repairs of $6,525; 2007--repairs of $5,565, exterior painting of

$2,265, interior painting of $1,625, and roofing expenses of

$5,265. Petitioner attributed the expenses to a rental property 

at 7770 Miller Glen Way, Memphis, Tennessee.

Petitioner’s 2005-07 returns were prepared by an unnamed

return preparer who was recommended to petitioner. The record

does not establish the identity of the preparer, nor does it

establish whether the preparer was paid. The preparer did not

sign any of the returns.

Following an examination, respondent mailed petitioner a

notice of deficiency dated March 16, 2009, for 2005-07. 

Respondent determined that petitioner owed income tax

deficiencies of $5,703, $5,128, and $3,780 for 2005, 2006, and
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2007, respectively, a section 6651(a)(1) addition to tax for

2005, and accuracy-related penalties under section 6662(a) for

2005 and 2006. Respondent disallowed all of petitioner’s cash

contributions and unreimbursed employee business expenses for

each year, disallowed Schedule E repairs expense of $6,525 for

2006, disallowed part of the student loan interest deduction

(presumably as a computational adjustment) for 2007, disallowed 

Schedule E repairs, painting, and roof expenses of $12,455 for

2007, allowed petitioner one standard deduction for each of the

years 2005 and 2006 in lieu of itemized deductions, and allowed

petitioner a child care credit and a child tax credit for 2007. 

Respondent calculated the 2005 and 2006 deficiencies using a

single taxpayer filing status and calculated the 2007 deficiency

using head of household filing status. Additionally, respondent

determined penalties under section 6662(a) of $1,141 and $1,026

for 2005 and 2006, respectively, alleging as grounds therefor

either that petitioner was negligent or, alternatively, that

petitioner substantially understated his income tax liabilities

or made valuation misstatements for those years. 

Petitioner timely filed a petition with this Court

contesting respondent’s determinations. During the trial

petitioner conceded that his employer had a reimbursement plan

and that he was not entitled to the deductions for unreimbursed

employee business expenses. Petitioner also conceded that he was
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not entitled to head of household status for 2005, but he

persisted in his claim to that filing status for 2006. 

Petitioner agreed that his 2005 return was filed late, and he

conceded the section 6651(a)(1) addition to tax for that year. 

On the basis of these concessions, the only determinations that

petitioner still disputes are the disallowances of his cash

charitable contribution deductions for all years; the

disallowances of his Schedule E repairs, painting, and roof

expenses deductions for 2006 and 2007; whether he qualifies for

head of household filing status and a dependency exemption

deduction with respect to his minor son for 2006; and the section

6662 penalties for 2005 and 2006.5

Following the trial we held the record open for 30 days to

allow petitioner to submit documentation that he claimed he had

(checks paying some of the charitable contributions) or could get

(substantiation of the disallowed Schedule E expenses from his

contractor) to this Court and to respondent. He did not do so. 

Consequently, we decide the remaining issues on the basis of the

trial record. The trial record reveals the following, which we

find as facts.

5Respondent describes the disallowance of part of

petitioner’s student loan deduction in 2006 as computational, so

we do not need to address it.
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Cash Charitable Contributions

Petitioner deducted charitable contributions that he

allegedly made by cash and by check during each of the years at

issue to First Baptist Church, the church he attends, and to

Lemoyne Owen College, his alma mater. However, petitioner did

not substantiate any of his claimed cash contributions at trial,

nor did he submit any documentation to substantiate the

contributions after trial in accordance with this Court’s order. 

At trial petitioner admitted that his cash contributions were

overstated on his 2005-07 returns.

Schedule E Expenses for Repairs, Painting, and Roof Work for 2006

and 2007

Petitioner owned residential rental property at 7770 Miller

Glen Way, Memphis, Tennessee, during 2006 and 2007. On his 2006

and 2007 returns petitioner deducted expenses that he allegedly

incurred for repairs, painting, and roof work. However, he did

not substantiate the expenses at trial.6 Although we held the

record open for 30 days after trial to allow petitioner to

produce the documentation, he did not submit any additional

documents to the Court or to respondent by the deadline.

6Petitioner testified that although he did not bring any

documents such as canceled checks, invoices, contracts, etc., he

used the same contractor to do all of the repairs and maintenance

on his rental properties and he should be able to produce

documentation to substantiate the expenses if given an

opportunity after trial.
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Head of Household Filing Status; Dependency Exemption Deduction--

2006

Petitioner was married previously, but the marriage ended in

divorce. The marriage produced a son, who was 9 years old (minor

child) in 2006.

Although petitioner divorced sometime before 2005,

petitioner and his ex-wife did not separate until 2005 when

petitioner’s ex-wife moved to Mississippi. At that time

petitioner and his ex-wife agreed that their minor child could

choose the parent with whom he wished to reside, and the child

chose to live with petitioner.7 Since sometime in 2005,

petitioner has had physical custody of the minor child, and the

minor child resided with him for more than half of 2006, as

respondent conceded at trial. 

Petitioner and his ex-wife did not enter into any agreement

as to which parent could claim the dependency exemption deduction

for the minor child for 2006. Neither petitioner nor his ex-wife

claimed a dependency exemption deduction for the minor child on

his or her return for 2006.

7Petitioner testified that a divorce decree was entered that

addressed custody. However, neither party introduced the decree

into evidence, and we cannot determine from credible evidence in

the record whether joint or shared custody was ordered or whether

the decree was modified to reflect the agreement of the parties

described herein. In the absence of the decree, we shall decide

this issue on the basis of evidence regarding the minor child’s

place of abode during 2006. See sec. 152(c)(1)(B). 
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With one exception, petitioner paid all of the minor child’s

expenses during 2006, including the cost of his housing,

groceries, utilities, and related expenses. Petitioner and his

ex-wife split the cost of the minor child’s parochial school

tuition. Petitioner paid more than half of the cost of

maintaining a household for the minor child during 2006. See

sec. 152(e); sec. 1.152-4(c), Income Tax Regs.

Accuracy-Related Penalties for 2005 and 2006

Petitioner’s returns were prepared by a return preparer who

was recommended by a friend. However, none of the returns was

signed by a preparer.8 Petitioner admitted at trial that his cash

charitable contributions were overstated and that he was not

entitled to the deductions for unreimbursed employee expenses.

Petitioner did not prove that he was not negligent, that he

reasonably relied on a competent tax professional for the

preparation of the returns, or that he had reasonable cause for

the positions taken on his 2005 and 2006 returns.

Discussion

I. Burden of Proof

Generally, the Commissioner’s determinations in a notice of

deficiency are presumed correct, and the taxpayer bears the

burden of showing the determinations are erroneous. Rule 142(a);

8Petitioner testified that the preparer has since closed his

office and has been indicted.
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Welch v. Helvering, 290 U.S. 111, 115 (1933). The burden of

proof shifts to the Commissioner only if the taxpayer produced

credible evidence to support the deduction or position, the

taxpayer complied with the substantiation requirements, and the

taxpayer cooperated with the Secretary9 with regard to all

reasonable requests for information. Sec. 7491(a); see also

Higbee v. Commissioner, 116 T.C. 438, 440-441 (2001).

Petitioner does not contend that section 7491(a)(1) applies,

and the record does not permit us to conclude that petitioner

satisfied the requirements of section 7491(a)(2). Accordingly,

petitioner bears the burden of proving that he properly deducted

the cash charitable contributions and rental property expenses on

his returns and that he is entitled to use head of household

filing status and to claim a dependency exemption deduction for

his minor child on his 2006 return. 

II. Schedule A and Schedule E Deductions

A. In General

Deductions are a matter of legislative grace, and a taxpayer

ordinarily must prove that he is entitled to the claimed

deduction. INDOPCO, Inc. v. Commissioner, 503 U.S. 79, 84

9The term “Secretary” means “the Secretary of the Treasury

or his delegate”, sec. 7701(a)(11)(B), and the term “or his

delegate” means “any officer, employee, or agency of the Treasury

Department duly authorized by the Secretary of the Treasury

directly, or indirectly by one or more redelegations of

authority, to perform the function mentioned or described in the

context”, sec. 7701(a)(12)(A).
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(1992). A taxpayer is required to maintain records to

substantiate claimed deductions and to establish his or her

correct tax liability. Higbee v. Commissioner, supra at 440; see

also sec. 6001. The taxpayer must produce those records upon

request of the Secretary. Sec. 7602(a); see also sec. 1.6001-

1(e), Income Tax Regs. Adequate substantiation must establish

the amount and purpose of a deduction. Higbee v. Commissioner,

supra at 440; see also Hradesky v. Commissioner, 65 T.C. 87

(1975), affd. per curiam 540 F.2d 821 (5th Cir. 1976).

In deciding whether a taxpayer has adequately substantiated

a claimed deduction, we are not required to accept the taxpayer’s

“self-serving, unverified, and undocumented testimony.” Shea v.

Commissioner, 112 T.C. 183, 189 (1999). If the taxpayer

introduces credible evidence demonstrating that he paid or

incurred a deductible expense but does not establish the amount

of the expense, we may estimate the amount under certain

circumstances. Cohan v. Commissioner, 39 F.2d 540, 543-544 (2d

Cir. 1930). We cannot estimate the amount, however, unless the

taxpayer proves that he or she paid or incurred some deductible

expense and provides some basis from which we can develop a

reasonable estimate. Williams v. United States, 245 F.2d 559,

560 (5th Cir. 1957). 
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B. Charitable Contributions

A taxpayer generally may deduct charitable contributions

made during the taxable year. Sec. 170(a). Charitable

contributions include payments to qualifying churches and

educational organizations. Sec. 170(b). Charitable

contributions may be deducted only to “the extent that the

aggregate of such contributions does not exceed 50 percent of the

taxpayer’s contribution base for the taxable year.” Id.

Furthermore, a deduction is allowed only if verified under

regulations promulgated by the Secretary. Sec. 170(a)(1). 

A taxpayer who deducts charitable contributions must

maintain adequate documentation to substantiate them. Sec.

1.170A-13(a)(1), Income Tax Regs. Adequate documentation

includes a canceled check, a receipt from the donee organization,

or a reliable written record that reflects the name of the

charitable organization, the date of the contribution, and the

amount of the contribution. Id.; see also Higbee v.

Commissioner, supra at 443. For a contribution exceeding $250,

the taxpayer must substantiate the contribution “by a

contemporaneous written acknowledgment of the contribution by the

donee organization”. Sec. 170(f)(8)(A). The Commissioner can

deny the deduction if the taxpayer fails to substantiate the

charitable contributions by providing such records. Cf. secs.

1.170A-13(a)(1), 1.6001-1(a), Income Tax Regs.
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Petitioner did not substantiate his cash charitable

contributions for 2005-07. We sustain respondent’s

determination.

C. Schedule E Expenses for 2006 and 2007

A taxpayer generally may deduct ordinary and necessary

expenses paid during the year “for the management, conservation,

or maintenance of property held for the production of income”. 

Sec. 212. Expenses related to residential rental property may be

deducted under section 212. Sec. 1.212-1(g), Income Tax Regs. 

However, a taxpayer who claims deductions under section 212 must

substantiate them. Sec. 6001; sec. 1.6001-1(a), Income Tax Regs. 

A taxpayer who fails to substantiate deductions claimed under 

section 212 is not entitled to the deductions. Meneguzzo v.

Commissioner, 43 T.C. 824, 831-832 (1965). 

Petitioner did not introduce any documentation or other

credible evidence to substantiate his Schedule E expenses for

repairs, painting, and roof work, although we gave him time after 

the trial to do so. Petitioner failed to substantiate his

claimed deductions or to provide any reasonable basis for

estimating them. We sustain respondent’s determination. 

D. Dependency Exemption Deduction

Section 151(c) permits a taxpayer to claim as a deduction an

exemption for each dependent as that term is defined under 
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section 152. Section 152(a) provides that a dependent must be

either a qualifying child or a qualifying relative.

Section 152(c)(1) defines a qualifying child as a child who

bears a specified relationship10 to the taxpayer, who lived with

the taxpayer for more than one-half of the tax year at issue, and

who did not provide more than one-half of his or her support

during the tax year. A qualifying child must be less than 19

years old, a student who is less than 24 years old, or

permanently and totally disabled. Sec. 152(c)(3).

There is no dispute between the parties about whether

petitioner’s minor child satisfies the age and relationship

requirements of section 152. In addition, respondent concedes

that petitioner’s child resided with petitioner for more than

half of 2006. Respondent contends, however, that petitioner has

not satisfied other requirements of section 152 or shown that he

is entitled to claim the dependency exemption deduction with

respect to his child for 2006.

Section 152(e) sets forth a special rule for divorced

parents that permits the noncustodial parent to claim a

dependency exemption deduction for a qualifying child under

certain circumstances. Section 152(e)(1) provides that

notwithstanding section 152(c)(1)(B), if a child receives over

10As relevant here, a child satisfies the sec. 152(c)(2)(A),

relationship requirement if the child is a child of the taxpayer.
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one-half of his support during the calendar year from his parents

who are divorced, legally separated, separated under a written

separation agreement, or live apart at all times during the last

6 months of the relevant calendar year, and the child is in the

custody of one or both of his parents for more than one-half of

that year, the child will be treated as being the qualifying

child of the noncustodial parent if the requirements of either

section 152(e)(2) or (3) are met. Section 152(e)(2) permits the

noncustodial parent to claim the dependency exemption deduction

with respect to his or her child if the custodial parent signs a

written declaration that he or she will not claim the child as a 

dependent for that year and the noncustodial parent attaches the

written declaration to his or her return for the taxable year.

Section 152(e)(4)(B) defines “noncustodial parent” to mean

the parent who is not the custodial parent. Section 152(e)(4)(A)

defines “custodial parent” to mean the parent having custody for

the greater portion of the calendar year. Whether petitioner is

entitled to the dependency exemption deduction with respect to

his son for 2006 depends on whether he was the custodial or

noncustodial parent during that year. If he was the noncustodial

parent, petitioner does not qualify for the dependency exemption

deduction because he did not attach the written declaration

signed by his ex-wife releasing the 2006 dependency exemption for

their son to petitioner as required by section 152(e)(2). See
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Miller v. Commissioner, 114 T.C. 184, 190-191 (2000), affd. on

another ground sub nom. Lovejoy v. Commissioner, 293 F.3d 1208

(10th Cir. 2002). If he is the custodial parent, petitioner is

entitled to the dependency exemption deduction if he otherwise

satisfies the requirements of section 152. 

The minor child had the same principal place of abode as

petitioner for more than one-half of 2006; in fact, the minor

child resided with petitioner throughout 2006. We are satisfied

on this limited record that petitioner was the custodial parent

during 2006 and is entitled to a dependency exemption deduction

with respect to the minor child for 2006.

E. Head of Household Filing Status

Under section 2(b), a taxpayer qualifies for head of

household status if the taxpayer is both unmarried and not a

surviving spouse. In addition, the taxpayer must maintain as his

home “a household which constitutes for more than one-half of

such taxable year the principal place of abode, as a member of

such household, of a qualifying child”. Sec. 2(b)(1)(A). A 

qualifying child is defined in section 152(c) and is determined

without regard to section 152(e). Sec. 2(b)(1)(A)(i).

Petitioner’s minor child met the definition of qualifying

child for 2006. During 2006 petitioner was not married, nor was

he a surviving spouse. Furthermore, as respondent conceded,

petitioner and his minor child lived together for more than half
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of 2006 in a household maintained by petitioner. Therefore, we

hold that petitioner is entitled to head of household filing

status for 2006.

III. Accuracy-Related Penalty Under Section 6662

Section 6662 authorizes the Commissioner to impose a penalty

on an underpayment of tax that is attributable to one or more of

the following: (1) Negligence or disregard of rules or

regulations, (2) any substantial understatement of income tax,

(3) any substantial valuation misstatement, (4) any substantial

overstatement of pension liabilities, and (5) any substantial

estate or gift tax valuation understatement. Sec. 6662(a) and

(b). Only one section 6662 accuracy-related penalty may be

imposed with respect to any given portion of an underpayment,

even if that portion is attributable to more than one of the

types of conduct listed in section 6662(b). New Phoenix Sunrise

Corp. v. Commissioner, 132 T.C. 161, 187 (2009), affd. 408 Fed.

Appx. 908 (6th Cir. 2010); sec. 1.6662-2(c), Income Tax Regs. 

The Commissioner bears the initial burden of production with

respect to the taxpayer’s liability for the section 6662 penalty;

i.e., the Commissioner must first introduce sufficient evidence

to establish that a section 6662 penalty is appropriate. Sec.

7491(c); see Kikalos v. Commissioner, 434 F.3d 977, 986 (7th Cir.

2006), affg. T.C. Memo. 2004-82. If the Commissioner satisfies

his initial burden of production, the burden of producing
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evidence to refute the Commissioner’s evidence shifts to the

taxpayer and the taxpayer must prove that the section 6662 

penalty does not apply. See Higbee v. Commissioner, 116 T.C. at

447. 

Respondent contends that petitioner is liable for the

accuracy-related penalties for 2005 and 2006 because the

underpayments of tax are attributable to one or more of the

following: (1) Negligence or disregard of rules or regulations;

(2) substantial understatement of income tax; or (3) substantial

valuation misstatement (overstatement). However, respondent does

not contend that any valuation misstatement made by petitioner is

a gross valuation misstatement within the meaning of section

6662(h).

We turn first to respondent’s contention that the section

6662 penalties should be imposed because the underpayments for

2005 and 2006 were attributable to petitioner’s negligence. See

sec. 6662(a) and (b)(1). For purposes of section 6662,

negligence is any failure to make a reasonable attempt to comply

with the provisions of the Internal Revenue Code, and disregard

includes any careless, reckless, or intentional disregard. Sec.

6662(c); see also Neely v. Commissioner, 85 T.C. 934, 947 (1985)

(negligence is lack of due care or failure to do what a

reasonably prudent person would do under the circumstances); sec.

1.6662-3, Income Tax Regs. Negligence also includes any failure
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to exercise ordinary and reasonable care in the preparation of a

tax return, or any failure to keep adequate books and records and

to properly substantiate items. Sec. 1.6662-3(b)(1), Income Tax

Regs. Negligence is strongly indicated where, inter alia, “A

taxpayer fails to make a reasonable attempt to ascertain the

correctness of a deduction * * * which would seem to a reasonable

and prudent person to be ‘too good to be true’ under the

circumstances.” Sec. 1.6662-3(b)(1)(ii), Income Tax Regs. A 

return position that has a reasonable basis is not attributable

to negligence. Sec. 1.6662-3(b)(1), Income Tax Regs. 

Petitioner admitted at trial that his deductions were

overstated and that he did not adequately review his returns for

2005 and 2006 before filing them. In addition, petitioner could

not and did not substantiate the Schedule A or Schedule E

deductions that respondent disallowed. Petitioner failed to

comply with the internal revenue laws or to exercise ordinary and

reasonable care in preparing his 2005 and 2006 tax returns. 

Petitioner’s failure was negligent, and we so hold. Because we

conclude that petitioner was negligent, we need not address

respondent’s alternative grounds for imposing the section 6662

penalties. 

A taxpayer may avoid imposition of the section 6662 penalty

if the taxpayer demonstrates that he had a reasonable basis for

the underpayment and that he acted in good faith with respect to
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the underpayment. Sec. 6664(c)(1); sec. 1.6662-3(b)(1), Income

Tax Regs. 

Although petitioner testified that his 2005 and 2006 returns

were prepared by a return preparer, the return preparer did not

testify at trial, nor did petitioner identify him at trial.

Petitioner did not prove that his preparer was a competent

professional with sufficient expertise to justify reliance, that

he provided to the preparer necessary and accurate information,

and that he relied in good faith upon the preparer’s judgment. 

See Neonatology Associates, P.A. v. Commissioner, 115 T.C. 43, 99

(2000), affd. 299 F.3d 221 (3d Cir. 2002); sec. 1.6664-4(b)(1),

Income Tax Regs. In addition, petitioner did not prove that he

had reasonable cause for the underpayments or that he acted in

good faith with respect to the underpayments. Consequently, we

conclude that to the extent there are underpayments for 2005 and

2006, petitioner is liable for the section 6662 penalties for

those years. 

We have considered the parties’ remaining arguments, and to

the extent not discussed above, conclude those arguments are

irrelevant, moot, or without merit. 

To reflect the foregoing, 

 Decision will be entered

under Rule 155.