Philip Friedman, Anna Friedman v. Commissioner of Internal Revenue

53 F.3d 523, 154 A.L.R. Fed. 679, 75 A.F.T.R.2d (RIA) 1974, 1995 U.S. App. LEXIS 9596
CourtCourt of Appeals for the Second Circuit
DecidedApril 26, 1995
Docket569, Docket 94-4014
StatusPublished
Cited by48 cases

This text of 53 F.3d 523 (Philip Friedman, Anna Friedman v. Commissioner of Internal Revenue) is published on Counsel Stack Legal Research, covering Court of Appeals for the Second Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Philip Friedman, Anna Friedman v. Commissioner of Internal Revenue, 53 F.3d 523, 154 A.L.R. Fed. 679, 75 A.F.T.R.2d (RIA) 1974, 1995 U.S. App. LEXIS 9596 (2d Cir. 1995).

Opinion

CARDAMONE, Circuit Judge:

Individuals filing a joint tax return, often married couples, are jointly and severally liable for any tax liability found due and for any penalties and additions to tax. Congress has provided that such joint and several tax liability may sometimes be waived to avoid working a grave injustice to one spouse of the married couple, the so-called “innocent spouse.” Anna Friedman (appellant or taxpayer) appeals from a November 30, 1993 decision of the tax court (Gerber, J.) that found she did not qualify for relief as an “innocent spouse” under Internal Revenue Code (I.R.C.) § 6013(e) (1988 & Supp. II 1990). Instead,-the tax court sustained the deficiency determinations and additions to tax asserted by appellee Commissioner of Internal Revenue (Commissioner) and held appellant jointly liable with her husband, Philip Friedman, for federal income taxes and additions to tax for the years 1981 through 1985. The issue before us is whether an individual is entitled to assert the “innocent spouse” defense to avoid joint tax liability for tax transactions of which he or she was aware but did not thoroughly understand. The “innocent spouse” exemption was not designed to protect willful blindness or to encourage the deliberate cultivation of ignorance. Extravagant tax savings may alert even a financially unsophisticated spouse to the possible improprieties of a tax scheme.

Nevertheless, we recognize that in the bewildering world of tax shelter deductions, few experts, let alone laypersons, easily discern the difference between a fraudulent scheme and an exceptionally advantageous legal loophole in the tax code. There is a common sense limit we think to a spouse’s duty of investigation in those circumstances where the more financially sophisticated spouse invokes the support of tax experts and accountants in asserting an improper deduction. The wife claiming status as an innocent spouse under such circumstances must persuade the fact-finder that she had no reason to suspect that what her more financially sophisticated husband did was wrong. In short, an innocent spouse is one who despite having made reasonable efforts to investigate the accuracy of the joint return remains ignorant of its illegitimacy.

For the reasons discussed below, we reverse the judgment of the tax court, in part, affirm it in part, and remand the case for reconsideration on the merits of the innocent spouse defense.

BACKGROUND

A. Understatements of Tax

On June 20, 1983 appellant’s husband Philip Friedman (Friedman or husband) invested in a computer-leasing transaction designed as an income tax shelter. Friedman paid $170,-000 toward the purchase of over six million dollars’ worth of computer equipment that was leased back to a Netherlands company. The lessee assumed all the rent, taxes, maintenance and risk of loss on the equipment. In their joint tax return the Friedmans asserted losses on this purchase for 1983, 1984 and 1985. As a result, their adjusted gross *526 income was negative and their reported tax liability was zero for each of those years.

The Friedmans also claimed carryback loss refunds derived from the tax shelter for the years 1981 and 1982 by filing a Form 1045, Application for Tentative Refund, in February 1984. On this form they sought to carry-back net operating losses of $134,176 for the 1981 taxable year and $288,593 for the 1982 taxable year. The Internal Revenue Service (I.R.S.) credited the Friedmans’ accounts with losses for those years of $41,221 and $129,944, respectively. The total losses asserted by the Friedmans relating to the equipment-leasing scheme may be summarized as follows:

Year Tax Shelter Losses Claimed
1981 $134,176
1982 $288,593
1983 $900,525
1984 $1,251,119
1985 $920,384

In an error unrelated to the tax shelter transaction, the Friedmans claimed a deduction of $322,340 on their 1983 tax return as a short-term capital loss carryover from tax year 1980. This loss was related to an unsuccessful Florida land investment. In 1980 they had reported a net short-term capital loss of $327,600 on the investment, but had not used it, so the entire deduction was still available. In a 1985 audit of the 1980 return, however, the Commissioner allowed a $271,-800 capital loss deduction for 1980. The retroactive result was that in 1983 only $55,-803 of this loss was available to be carried over. The effect of this, the Friedmans believe, was as if they had claimed the same capital loss twice. Their 1983 carryover loss, although valid at the time they signed the return asserting it, was rendered largely unavailable by the 1985 audit’s adjustments to the Friedmans’ 1980 return.

In a January 23, 1990 statutory notice of deficiency, the Commissioner disallowed the tax shelter deductions for the taxable years 1981 through 1985. The notice asserted that the Friedmans were liable for those deficiencies, plus additions to tax for negligence, I.R.C. § 6653(a)(1) and (a)(2), and for substantial understatements of tax, I.R.C. § 6661, as follows:

Additions to Tax
Year Tax Deficiency § 6658(a)(1) § 6658(a)(2) § 6661
1981 $ 41,221.00 $ 2,061.05 * —
1982 129,944.00 6,947.20 * $ 32,486.00
1983 119,644.76 5,982.24 * 29,911.18
1984 183,985.50 9,199.28 * 45,996.38
1985 501,303.00 25,065.15 * 125,325.75
* 50 percent of the interest payable with respect to the portion of such underpayment attributable to negligence.

The notice also averred that the Friedmans were liable for the taxable years 1981 through 1985 for the increased interest rate on underpayments arising from tax-motivated transactions, I.R.C. § 6621(c). In a March 1991 amendment to her answer, filed in response to the Friedmans’ petition to the Tax Court, the Commissioner also sought additions to tax for failure to pay estimated taxes, I.R.C. § 6654, and for failure to pay taxes, I.R.C. § 6651(a)(2), for the taxable years 1981 and 1982.

In the notice of deficiency, the Commissioner, in addition, disallowed part of the $322,340 short-term capital loss from the Florida land investment carried over from the taxable year 1980 to the taxable year 1983. Because the 1985 audit had resulted in an allowance of $271,800 of the 1980 short-term capital loss of $327,600 as an ordinary loss deduction in 1980, only $55,803 remained available to the Friedmans as a carryover loss in 1983.

B. The Friedmans’ Economic Circumstances

We next consider the Friedmans’ personal and economic circumstances. Taxpayer first met her future husband when he hired her in 1977 as a full-time secretary and receptionist for his mortgage brokerage company, Friedman Drew Corporation (Friedman Drew). She was a high school graduate, then a widow with two teenaged daughters.

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53 F.3d 523, 154 A.L.R. Fed. 679, 75 A.F.T.R.2d (RIA) 1974, 1995 U.S. App. LEXIS 9596, Counsel Stack Legal Research, https://law.counselstack.com/opinion/philip-friedman-anna-friedman-v-commissioner-of-internal-revenue-ca2-1995.