- 5 - to the extent of his winnings1 of $1,800, and (4) made deductible cash charitable contributions of $600. Expenses of these types are deductible, if at all, as itemized deductions. Secs. 62(a), 63(d), 165(a), 165(d), 164(a)(1) and (2), 170(a)(1). A taxpayer must keep records sufficient to establish the amounts of the items required to be shown on his Federal income tax return. Sec. 6001; sec. 1.6001-1(a), (e), Income Tax Regs. In the event that a taxpayer establishes that a deductible expense has been paid but is unable to substantiate the precise amount, we generally may estimate the amount of the deductible expense bearing heavily against the taxpayer whose inexactitude in substantiating the amount of the expense is of his own making. Cohan v. Commissioner, 39 F.2d 540, 543-544 (2d Cir. 1930). We cannot estimate a deductible expense, however, unless the taxpayer presents evidence sufficient to provide some basis upon which an estimate may be made. Vanicek v. Commissioner, 85 T.C. 731, 743 (1985). Deductions for charitable contribution are subject to further substantiation requirements. Sec. 170(a)(1). Generally, a deduction for charitable contributions must be substantiated with written records. Sec. 1.170A-13, Income Tax Regs. Deductions for contributions of $250 or more are disallowed in 1Under sec. 165(d), a taxpayer’s losses from gambling are deductible only to the extent of the taxpayer’s gains from gambling.Page: Previous 1 2 3 4 5 6 7 8 Next
Last modified: May 25, 2011