Caprio v. New York State Department of Taxation & Finance

37 Misc. 3d 964
CourtNew York Supreme Court
DecidedSeptember 22, 2012
StatusPublished
Cited by4 cases

This text of 37 Misc. 3d 964 (Caprio v. New York State Department of Taxation & Finance) is published on Counsel Stack Legal Research, covering New York Supreme Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Caprio v. New York State Department of Taxation & Finance, 37 Misc. 3d 964 (N.Y. Super. Ct. 2012).

Opinion

OPINION OF THE COURT

Paul G. Feinman, J.

Plaintiffs, Philip Caprio and Phyllis Caprio, commenced this action seeking a judgment declaring certain provisions of the New York Tax Law invalid as applied to them; they also seek injunctive relief enjoining the enforcement of those provisions against them. Defendants, the New York State Department of Taxation and Finance; Thomas H. Mattox, in his official capacity as Commissioner of the New York State Department of Taxation and Finance; the Bureau of Conciliation and Mediation Services; the State of New York and Andrew M. Cuomo, in his official capacity as the governor of the State of New York, move for summary judgment dismissing the complaint. Plaintiffs oppose defendants’ motion and cross-move for summary judgment and any further relief as the court may deem just and proper, including reasonable attorneys’ fees as part of plaintiffs’ costs pursuant to 42 USC § 1988 (b). Defendants oppose plaintiffs’ cross motion.

The principal question to be answered on this motion is whether certain provisions of section 632 (a) (2) of the Tax Law, as amended in August 2010, violate the Due Process Clauses of the United States and New York State Constitutions as applied to plaintiffs. Specifically, plaintiffs challenge the purported retroactive application of the 2010 amendment to section 632 (a) (2) by the Department of Taxation and Finance in assessing ad[967]*967ditional taxes on plaintiffs for the 2007 and 2008 taxable years. For the reasons stated below, the court concludes that the challenged portions of the amended section 632 (a) (2) are not unconstitutional as applied to plaintiffs. Accordingly, defendants’ motion for summary judgment dismissing the complaint is granted and plaintiffs’ cross motion for summary judgment and attorneys’ fees is denied.

Background

1. Plaintiffs’ Disposition of Their TMC Interests

Prior to 2007, plaintiffs, Philip and Phyllis Caprio, were the sole shareholders1 of Tri-Maintenance & Contractors, Inc., doing business as TMC Services, Inc., a corporation which had elected S corporation2 status for federal and New York tax purposes for the last 10 years. During the relevant time period, plaintiffs were not residents of New York, although TMC did derive a portion of its income from activities in New York. Although plaintiffs represented to the Department of Taxation and Finance in at least one document that TMC was organized under the laws of the State of New York (doc 17-7, exhibit G, May 3, 2011 statement of facts), the complaint alleges that TMC was organized under the laws of New Jersey and had elected to be taxed as a corporation under subchapter S of the Internal Revenue Code (26 USC) (doc 15-1, exhibit A, verified complaint H 15).

According to the verified complaint, plaintiffs entered into a “stock purchase agreement” with Sanitors Services, Inc. dated February 1, 2007. Under the agreement, plaintiffs sold all of their respective shares in TMC to Sanitors for an aggregate selling price consisting of a base purchase price of $19,962,080, subject to certain possible adjustments (base purchase price), plus a contingent purchase price based on TMC’s financial performance for the fiscal years ending December 31, 2007, 2008 and 2009 (earnout obligation) (doc 15-1, exhibit A, verified complaint 1115). Sanitors agreed to pay the base purchase price [968]*968on March 1, 2007, in an aggregate amount equal to $19,462,080, pursuant to separate promissory notes payable to each plaintiff in proportion to their respective stock ownership with interest at the rate of 3.45%. The remaining $500,000 of the base purchase price was to be paid pursuant to separate promissory notes on February 1, 2008, with 4.45% interest. These promissory notes are collectively referred to as the “Sanitors installment obligations.”

2. TMC’s 2007 Federal Taxes

The federal tax treatment given to the TMC transaction is described in the verified complaint. Pursuant to the stock purchase agreement, plaintiffs and Sanitors jointly made an election under section 338 (h) (10) of the Internal Revenue Code by filing a Form 8023. As a result of the section 338 (h) (10) election, for federal tax purposes, the transaction was not treated as a simple sale of all TMC stock by plaintiffs to Sanitors. Rather, section 338 (h) (10) creates a fiction wherein TMC is deemed to have first sold all of its assets, subject to all of its liabilities, to Sanitors as of the close of the acquisition date in exchange for the Sanitors installment obligations. Next, TMC is deemed to have made a distribution to its shareholders (plaintiffs) in a deemed liquidation consisting of the same consideration that TMC was deemed to have received in the deemed asset sale (the Sanitors installment obligations). The deemed liquidation is treated as if it had occurred as of the close of the acquisition date, but immediately after the deemed asset sale. Thus, as a result of the section 338 (h) (10) election, for federal tax purposes, there was not a sale of TMC stock by plaintiffs directly to Sanitors in exchange for the Sanitors installment obligations, but a two-part, fictional transaction in which TMC sold its assets to Sanitors in exchange for the Sanitors installment obligations, followed by a deemed liquidation in which the consideration received from Sanitors by TMC was distributed to plaintiffs.

In addition to the section 338 (h) (10) election, plaintiffs made another election in reporting their federal taxes that is relevant here. Plaintiffs elected to use the installment method of accounting pursuant to Internal Revenue Code § 453 to report the gain from the deemed asset sale (doc 15-1, exhibit A, verified complaint 1Í 25). Under the installment method, the gain is recognized only when cash payments are actually received. Thus, the gain from the receipt of promissory notes from Sanitors would only be recognized when cash payments were actu[969]*969ally made pursuant to those notes. “TMC filed a final federal Form 1120S for a short taxable year ending on February 1, 2007 . . . [and] reported the Deemed Asset Sale in the same manner as if TMC had actually sold its assets to Sanitors” (id. 1Í 24). The “short taxable year” ended on the acquisition date for the subject transaction. Since neither TMC nor plaintiffs had received any cash payments from Sanitors by that date, the deemed asset sale “did not result in TMC’s recognition of any gain under the installment method on TMC’s Federal Stub Return” {id. 1i 27). Plaintiffs claim that under section 453B (h) of the Internal Revenue Code, TMC did not recognize any gain by reason of the deemed liquidation of the Sanitors installment obligations to plaintiffs in exchange for their stock.

3. Plaintiffs’ Personal 2007 and 2008 Federal Taxes

Plaintiffs claim that they did not recognize any gain upon their receipt of the Sanitors installment obligations as of the close of the acquisition date because, under Internal Revenue Code § 453 (h) (1) (A), only cash payments actually received under the installment obligations — as opposed to the receipt of the obligations themselves — are treated as payment received in exchange for plaintiffs’ stock in TMC. Plaintiffs also claim that, pursuant to Internal Revenue Code § 453 (h) (1) (A), they reported an installment sale of their TMC stock on Form 6252 attached to their 2007 Form 1040.

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Related

Philip Caprio v. New York State Department of Taxation and Finance
37 N.E.3d 707 (New York Court of Appeals, 2015)
Caprio v. New York State Department of Taxation & Finance
117 A.D.3d 168 (Appellate Division of the Supreme Court of New York, 2014)
Concerned Home Care Providers, Inc. v. Cuomo
979 F. Supp. 2d 288 (N.D. New York, 2013)

Cite This Page — Counsel Stack

Bluebook (online)
37 Misc. 3d 964, Counsel Stack Legal Research, https://law.counselstack.com/opinion/caprio-v-new-york-state-department-of-taxation-finance-nysupct-2012.