INDIVIDUAL MUST INCLUDE CANCELLED DEBT INCOME, DEDUCTIONS DENIED.

Kimberly A. Santos, for respondent.

Petitioner did not timely file tax returns for the 2003, 2005, 2006, and 2007 tax years. Thereafter, respondent on June 25, 2008, prepared substitutes for returns pursuant to section 6020(b) and issued petitioner a notice of deficiency dated November 5, 2008, showing the following income tax deficiencies and additions to tax.

                                             Additions to Tax

Petitioner also conceded by stipulation that he was liable for unreported income for the 2003, 2005, 2006, and 2007 tax years in the amounts respondent determined (and reported on petitioner's late-filed Forms 1040 for the 2003, 2005, and 2006 tax years).³ The record in this case is sparse, consisting solely of a stipulation of settled issues, filed September 17, 2010, and a stipulation of facts, filed December 16, 2010, with four attached exhibits. The stipulation of settled issues is now denominated Exhibit 4-J. Petitioner did not submit an initial brief.

Petitioner has conceded he received income which he failed to timely report, leaving the main issue in this case to be whether he is entitled to offsetting deductions claimed on his three late-filed Forms 1040. Deductions are a matter of legislative grace, and taxpayers bear the burden of proving entitlement to any claimed deduction. Rule 142(a); INDOPCO, Inc. v. Commissioner, 503 U.S. 79, 84 (1992). Taxpayers are required to identify each deduction and show that they have met all requirements as well as to keep books or records to substantiate all claimed deductions. Sec. 6001; Roberts v. Commissioner, 62 T.C. 834, 836-837 (1974); sec. 1.6001-1(a), Income Tax Regs.

In the case of a taxpayer not engaged in the trade or business of gambling, gambling losses are allowable as an itemized deduction, but only to the extent of gains from gambling transactions. Sec. 165(d); sec. 1.165-10, Income Tax Regs.; see also Norgaard v. Commissioner, 939 F.2d 874, 878 (9th Cir. 1991), aff'g in part, rev'g in part T.C. Memo. 1989-390; Briseno v. Commissioner, T.C. Memo. 2009-67.

To establish entitlement to a deduction for gambling losses the taxpayer must prove the losses sustained during the taxable year. Mack v. Commissioner, 429 F.2d 182,184 (6th Cir. 1970), aff'g T.C. Memo. 1969-26; see also Mayer v. Commissioner, T.C. Memo. 2000-295, aff'd, 29 Fed. Appx. 706 (2d Cir. 2002). The Commissioner has suggested that gamblers regularly maintain a diary, supplemented by verifiable documentation, of gambling winnings and losses. See Rev. Proc. 77-29, 1977-2 C.B. 538.

Petitioner did not testify, and if he did keep a diary or log, it was not provided to this Court. The only evidence of petitioner's claimed gambling losses is Exhibits 2-J and 3-J. Exhibit 2-J consists of two pages, each page containing a date, a series of numbers, petitioner's name and address, and an amount of money. The exhibit does not contain the name of a casino, there are no headings depicting what the amounts of money represent, and the entire document is apparently six pages long, although the Court was provided only with the first two pages. Exhibit 3-J is five pages long, each page representing a different year. The name Table Mountain Casino is present on each page along with different columns for slot activity, table activity, and total activity. There is a disclaimer at the bottom of each page stating: "This win loss statement reflects the estimated win and/or loss provided from the casino management system." For 2003 the win loss statement shows gambling winnings of $440,600 and gambling losses of $469,217 for a net loss of $28,617. For 2006 the win loss statement shows gambling winnings of $148,650 and gambling losses of $199,011 for a net loss of $50,361.⁴

As a general rule, if the trial record provides sufficient evidence that the taxpayer has incurred a deductible expense, but the taxpayer is unable to substantiate adequately the precise amount of the deduction to which he or she is otherwise entitled, the Court may where there is credible evidence on which an estimate may be made estimate the amount of the deductible expense. This Court may then allow the deduction to that extent. Cohan v. Commissioner, 39 F.2d 540, 543-544 (2d Cir. 1930); Vanicek v. Commissioner, 85 T.C. 731, 742-743 (1985). In these instances, the Court may make as close an approximation of the allowable expense as it can, bearing heavily against the taxpayer whose inexactitude is of his or her own making. Cohan v. Commissioner, 39 F.2d at 544.

We regard it as a virtual certainty that petitioner, playing a game of chance frequently over the course of several years, placed many losing bets in addition to his winning ones. See Briseno v. Commissioner, T.C. Memo. 2009-67 (allowing taxpayer gambling losses on "the virtual certainty that she placed many losing bets during her years of playing slot machines"). However, there is nothing in the record on which we can make an estimate of petitioner's gambling losses. Exhibit 3-J shows gambling losses of $469,217 and $199,011 for the 2003 and 2006 tax years, respectively. However, the document itself says that it is only an estimate. And importantly, while Exhibit 3-J shows gambling winnings of $440,600 for the 2003 tax year, petitioner conceded and respondent accepted that he received only $86,600 in gambling winnings for the 2003 tax year. Petitioner could have testified or filed an initial brief and explained what went on with his gambling winnings and losses. But he chose not to.⁵ Accordingly, we sustain respondent's determination on this issue.

Section 162(a) allows deductions for ordinary and necessary business expenses. A business expense is ordinary for purposes of section 162 if it is normal or customary within a particular trade, business, or industry and is necessary if it is appropriate and helpful for the development of the business. See Commissioner v. Heininger, 320 U.S. 467, 471 (1943); Deputy v. du Pont, 308 U.S. 488, 495 (1940). The claimed deductions were from 1099 and money transfers to Rios & Sons Farm Labor Service. There is no evidence in the record that shows these transfers would be ordinary and necessary business expenses or that the money was actually transferred. Even if the expenses could be said to be ordinary and necessary, there is absolutely nothing in the record to substantiate the claimed deductions. See Vanicek v. Commissioner, 85 T.C. at 743. Accordingly, we sustain respondent's determination.

Section 61(a)(12) provides the general rule that gross income includes income from cancellation of indebtedness. The includable amount is the difference between the face value of the debt and the amount paid in satisfaction of the debt. Babin v. Commissioner, 23 F.3d 1032, 1034 (6th Cir. 1994), aff'g T.C. Memo. 1992-673. The income is recognized in the year the cancellation occurs. Montgomery v. Commissioner, 65 T.C. 511, 520 (1975).

Section 108 contains an exception. On the basis of the Form 982 attached to petitioner's 2006 Form 1040, it appears he is arguing that section 108(a)(1)(E) and (h) applies and that the cancellation of indebtedness income is excluded from income. Section 108(a)(1)(E) currently provides: "Gross income does not include any amount which * * * would be includable in gross income by reason of the discharge (in whole or in part) of indebtedness of the taxpayer if * * * the indebtedness discharged is qualified principal residence indebtedness". And section 108(h) then provides special rules relating to qualified principal residence indebtedness. However, section 108(a)(1)(E) and (h) did not exist in 2006. It was added by the Mortgage Forgiveness Debt Relief Act of 2007, Pub. L. No. 110-142, sec. 2(a) and (b), 121 Stat. at 1803, and applies only to discharges of indebtedness on or after January 1, 2007.⁶ Therefore, this exception cannot apply to petitioner's 2006 taxable year cancellation of indebtedness income, and accordingly we sustain respondent's determination on this issue.

On petitioner's Forms 1040 for his 2003, 2005, and 2006 tax years he claimed one exemption for himself. On brief respondent states that petitioner "has presented no evidence to show that he is entitled to a dependent exemption" and argues that he should not be allowed any "exemptions in excess of the amounts allowed by respondent for the taxable years at issue." While we agree with respondent that petitioner is entitled to only one exemption per year for all years at issue, we find it curious that respondent addresses this issue, considering petitioner never claimed he was entitled to more than one exemption per year.

The Court has considered all of petitioner's and respondent's contentions, arguments, requests, and statements. To the extent not discussed herein, we conclude that they are meritless, moot, or irrelevant.

To reflect the foregoing,

Decision will be entered for respondent.

Unless otherwise indicated, all section references are to the Internal Revenue Code of 1986, as amended and in effect for the years at issue, and all Rule references are to the Tax Court Rules of Practice and Procedure.

² Although the record is unclear, respondent apparently determined petitioner had two businesses, the income from and expenses for which should be reported on Schedule C, Profit or Loss From Business (Schedules C-1 and C-2). For the 2003 tax year respondent determined petitioner had $86,600 of gambling winnings, $167,811 of Schedule C-2 gross receipts, and $1,004,903 of Schedule C-1 gross receipts from cash transaction funds. For the 2005 tax year respondent determined petitioner had $465,100 of Schedule C-1 gross receipts from cash transaction funds. For the 2006 tax year respondent determined petitioner had $27,540 of gambling winnings, $186,600 of Schedule C-1 gross receipts from cash transaction funds, and $110,140 of cancellation of indebtedness income.

On his 2006 Form 1040 petitioner reported $214,140 of gambling income, which is the sum of $27,540 and $186,600. While petitioner did not report cancellation of indebtedness income on his 2006 Form 1040, he attached Form 982, Reduction of Tax Attributes Due to Discharge of Indebtedness (and Section 1082 Basis Adjustment), on which he claimed a reduction of tax attributes due to discharge of indebtedness income of $110,140.

³ For the 2007 tax year respondent determined petitioner had $19,805 of Schedule C-2 gross receipts and $12,545 of Schedule C-1 gross receipts from cash transaction funds. Petitioner did not submit a Form 1040 for the 2007 tax year.

⁴ If the Table Mountain Casino Exhibit 3-J is accurate as to winnings of $440,600 for 2003, petitioner must have had a lot of winnings not reported on Forms W-2G in 2003 in order to have total winnings for 2003 per Form W-2G of only $86,600. Form W-2G states:

The payer must furnish a Form W-2G to you if you receive:

⁵ As stated, we regard it as a certainty petitioner incurred some gambling losses. In other cases where the IRS allowed some gambling losses, we have disallowed gambling losses in excess of those allowed. We wish this case were the same. But unfortunately, respondent allowed no losses and we have no basis on which to estimate them. See Hardwick v. Commissioner, T.C. Memo. 2007-359 (disallowing taxpayer losses in excess of $170,215 already allowed by the IRS).

⁶ The Form 982 attached to petitioner's 2006 Form 1040 was not the 2006 version of Form 982. Apparently, petitioner used the 2008 version of Form 982.