Kadillak v. Commissioner of Internal Revenue

534 F.3d 1197, 44 Employee Benefits Cas. (BNA) 1623, 102 A.F.T.R.2d (RIA) 5402, 2008 U.S. App. LEXIS 15986, 2008 WL 2891077
CourtCourt of Appeals for the Ninth Circuit
DecidedJuly 29, 2008
Docket07-70600
StatusPublished
Cited by8 cases

This text of 534 F.3d 1197 (Kadillak v. Commissioner of Internal Revenue) is published on Counsel Stack Legal Research, covering Court of Appeals for the Ninth Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Kadillak v. Commissioner of Internal Revenue, 534 F.3d 1197, 44 Employee Benefits Cas. (BNA) 1623, 102 A.F.T.R.2d (RIA) 5402, 2008 U.S. App. LEXIS 15986, 2008 WL 2891077 (9th Cir. 2008).

Opinion

OPINION

BRUNETTI, Circuit Judge:

Taxpayer Anthony Kadillak appeals a tax court decision upholding the Commissioner of Internal Revenue’s determinations of his income tax liabilities for tax years 2000 and 2001. The case concerns Kadillak’s acquisition, and later forfeiture and sale, of vested and nonvested shares of stock through the exercise of incentive stock options (“ISOs”), and the tax consequences of those transactions, especially for purposes of the Alternative Minimum Tax (“AMT”). In denying Kadillak’s petition for review, the tax court determined that Kadillak’s election under I.R.C. § 83(b) to recognize AMT income on his nonvested shares in 2000 was valid; Kadil-lak was therefore not entitled to a claim of right deduction under I.R.C. § 1341 when his nonvested shares were later forfeited to his employer upon his termination; and because the sale of his remaining shares in 2002 did not result in any alternative tax net operating loss (“ATNOL”) under I.R.C. § 56(d)(2)(A)®, Kadillak could not claim an ATNOL carryback deduction to reduce his AMT income for 2000. We have jurisdiction under I.R.C. § 7482(a)(1) and affirm.

I. FACTS & PROCEEDINGS BELOW

In April 2000, Kadillak purchased 32,000 shares of stock by exercising an ISO that had been granted to him by his employer, Ariba Technologies, Inc. Of those 32,000 shares, 17,333 were vested, and 14,667 were nonvested. The nonvested shares were subject to a vesting schedule based on length of employment. While nonvest-ed, the shares were classified as “Restricted,” held in an escrow account, and subject to Ariba’s right of repurchase at the option price upon the termination of Kadillak’s employment, which was “at will” and could be terminated by either party, at any time, and for any reason, with or without cause.

Although the fair market value exceeded Kadillak’s option price by well over $3 million, by holding the shares rather than cashing in he avoided realizing any regular income on the transaction in 2000 because the spread on the exercise of an ISO is tax deferred under I.R.C. § 421(a)(1). Nonetheless, the transaction was not entirely non-taxable. It was subject to the Alter *1199 native Minimum Tax (“AMT”), which is imposed “separate from and in addition to the regular income tax” with the purpose of ensuring “that high-income taxpayers cannot avoid significant tax liability through the use of exclusions, deductions, and credits.” Merlo v. Comm’r, 492 F.3d 618, 620 (5th Cir.2007). For AMT purposes, I.R.C. § 56(b)(3) exempts ISOs from the tax deferral provision of § 421 and therefore subjects them to I.R.C. § 83, which imposes a tax on discounted property transfers in connection with the performance of services. See Montgomery v. Comm’r, 127 T.C. 43, 53 (2006). Thus, in 2000, Kadillak was required to report AMT income (but not regular income) on all shares that had vested by year end. See I.R.C. § 83(a).

In addition, Kadillak filed a voluntary election under I.R.C. § 83(b) to report AMT income in 2000 on the acquisition of his nonvested shares. Under § 83(a), the receipt of property is not yet taxable if it is “subject to a substantial risk of forfeiture.” As it is undisputed that Kadillak’s nonvest-ed shares fit that definition due to his at will employment and his employer’s right of repurchase upon termination, he could have waited until the shares vested to include them in AMT income. Section 83(b), however, allows a taxpayer to elect to report gross income in the year of receipt, notwithstanding the risk of forfeiture. Such an election can be advantageous if nonvested shares are expected to further appreciate before they vest, because it allows the recipient to claim taxable income while the fair market value is still relatively low and defer taxes on any appreciation until the shares are resold. But there is also a potential downside. If the risk of forfeiture later materializes, “no deduction shall be allowed in respect of such forfeiture.” I.R.C. § 83(b)(1); see Theophilos v. Comm’r, 85 F.3d 440, 448 n. 24 (9th Cir.1996).

In this case, the strategy backfired. In 2001, Ariba terminated Kadillak’s employment and exercised its right to repurchase at Kadillak’s cost his remaining nonvested shares, which by that time had been reduced to 6,667 shares pursuant to the vesting schedule. Although in 2000 Kadillak had elected to realize AMT income of nearly $680,000 on those shares, by forfeiting them at his own cost in 2001 he realized no regular capital gain or loss but an AMT capital loss of the same $680,000.

In 2002, Kadillak sold his remaining 25,-333 vested shares to a third party. For regular tax purposes, the sale caused him to realize a capital gain of over $60,000. For AMT purposes, however, his basis had been adjusted upward by the realization of AMT income in 2000, causing him to realize an AMT capital loss on the sale of over $2.5 million.

Kadillak originally filed his 2000 and 2001 tax returns under the assumption that his § 83(b) election was valid. For tax year 2000, in which he exercised the ISO, he reported no regular taxable income on the transaction but an AMT capital gain of $3,262,998 on all 32,000 vested and nonvested shares. He accordingly reported AMT of $932,309, a total tax liability of $1,099,388, and a balance owing of $963,597, of which he paid only $25,000 with his return. For tax year 2001, in which he was forced to forfeit his nonvest-ed shares, he reported no gain or loss on the forfeiture for either regular tax or AMT purposes. Kadillak’s cost basis and the repurchase price were identical; and although he realized an AMT capital loss from the forfeiture, he claimed no deduction because the loss was attributable in part to his § 83(b) election. Kadillak reported zero tax liability for 2001 and, despite his outstanding liability from 2000, requested a refund of $12,720.

*1200 Rather than pay his 2000 tax liability, Kadillak pursued a different solution. He hired a tax attorney and, in 2003, filed amended returns for both tax years 2000 and 2001. The 2000 return was amended in two respects. First, he asserted that his § 83(b) election was invalid and reduced his reported AMT income accordingly by excluding any shares that were still nonvested at year end. Second, he claimed ATNOL carryback deductions based on the AMT capital losses he realized in 2001 from the forfeiture of his nonvested shares and in 2002 from the third-party sale of his vested shares. These amendments collectively nullified any AMT income in 2000 from the exercise of Kadillak’s ISO, reduced his AMT liability from $932,309 to $16,712, and reduced his total tax liability from $1,099,388 to $183,524, leaving an outstanding liability of $22,733.

Kadillak further amended his 2001 return to conform to his newly amended 2000 return and his claim that he realized no AMT income on his nonvested shares in 2000 because his § 83(b) election was invalid.

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Bluebook (online)
534 F.3d 1197, 44 Employee Benefits Cas. (BNA) 1623, 102 A.F.T.R.2d (RIA) 5402, 2008 U.S. App. LEXIS 15986, 2008 WL 2891077, Counsel Stack Legal Research, https://law.counselstack.com/opinion/kadillak-v-commissioner-of-internal-revenue-ca9-2008.