Frank Sawyer Trust of May 1992 v. Comm'r

133 T.C. No. 3, 133 T.C. 60, 2009 U.S. Tax Ct. LEXIS 20
CourtUnited States Tax Court
DecidedAugust 24, 2009
DocketNo. 5526-07
StatusPublished
Cited by19 cases

This text of 133 T.C. No. 3 (Frank Sawyer Trust of May 1992 v. Comm'r) is published on Counsel Stack Legal Research, covering United States Tax Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Frank Sawyer Trust of May 1992 v. Comm'r, 133 T.C. No. 3, 133 T.C. 60, 2009 U.S. Tax Ct. LEXIS 20 (tax 2009).

Opinion

OPINION

GOEKE, Judge:

This case is before the Court on the trust’s motion for summary judgment filed pursuant to Rule 121.1 Respondent has asserted transferee liability against the trust. The trust argues in its motion papers that the doctrines of res judicata and collateral estoppel bar this transferee liability action. The trust argues that the issue of whether the trust is liable for the unpaid tax liabilities at issue was decided in a prior deficiency action after respondent issued notices of deficiency to the trust. The parties agree that there are no material facts in dispute. For the reasons stated herein, we will deny the trust’s motion.

Background

The trust has a mailing address in Boston, Massachusetts. Respondent issued notices of transferee liability asserting that the trust is liable as transferee for the unpaid income tax liabilities of four corporations: (1) TDGH, Inc. (Town Taxi); (2) CDGH, Inc. (Checker Taxi); (3) St. Botolph Holding Co. (St. Botolph); and (4) Sixty-Five Bedford Street, Inc. (Sixty-Five Bedford) (collectively, the corporations).

Two types of transactions occurred during the 2000 and 2001 tax years. First, the corporations sold substantially all of their assets to unrelated third parties. The asset sales were followed by the trust’s sale of its stock in the corporations to a different unrelated third party.2 The trust owned all of the stock of the corporations before 2000.

A. Asset Sales

Town Taxi and Checker Taxi provided taxicab services in Massachusetts. The two companies’ primary assets were taxicab medallions that were required by the State licensing agencies in order to provide taxicab services. St. Botolph and Sixty-Five Bedford owned real estate used in the operation of Town Taxi’s and Checker Taxi’s taxicab businesses. St. Botolph owned a parking garage, while Sixty-Five Bedford owned two additional parcels of land.

In 2000 Town Taxi and Checker Taxi sold substantially all of their assets to unrelated third-party purchasers. Town Taxi and Checker Taxi recognized gain on the sales and were left with large cash holdings. Unless able to offset those gains with losses, Town Taxi and Checker Taxi would face large contingent tax liabilities. Town Taxi filed a Schedule D, Capital Gains and Losses, with its Form 1120, U.S. Corporation Income Tax Return, showing proceeds of $18,468,900 from the sale of the medallions. Town Taxi claimed a basis of $2,740,000 in the medallions, resulting in gain of $15,728,900. Checker Taxi’s Schedule D indicated proceeds of $17,578,000 from its sale of the taxicab medallions. Checker Taxi claimed a basis of zero in its medallions, resulting in gain of $17,578,000 on the sale.

In 2001 St. Botolph and Sixty-Five Bedford sold their respective parcels of real estate to two different section 501(c)(3) educational institutions. Like Town Taxi and Checker Taxi, St. Botolph and Sixty-Five Bedford recognized gain on the sales and were left holding large amounts of cash. St. Botolph’s Schedule D showed proceeds from the land sale of $22 million. St. Botolph’s claimed a basis of $1,102,509 in the land, resulting in gain of $20,897,491. Sixty-Five Bedford’s Schedule D showed proceeds of $1,180,000 from the sale of two properties. Sixty-Five Bed-ford claimed a basis of $942,000 in these properties. Sixty-Five Bedford also reported on its Schedule D gain of $4,253,474 on its Form 4797, Sales of Business Property. This resulted in total gain of $5,195,474.

B. Stock Sales

A representative of the trust received a promotional letter from Midcoast Credit Corp. (Midcoast) before Town Taxi and Checker Taxi’s sales of the taxicab medallions. The promotional letter indicated that Midcoast was interested in acquiring C corporations with significant capital gains. Town Taxi and Checker Taxi were corporations with a potential to realize significant capital gains, and the trust’s representatives contacted Midcoast. Because the corporations’ potential capital gains were so large, Midcoast brought in Fortrend International, L.L.C. (Fortrend). Fortrend was involved in the stock sales because its business relationships provided it with greater access to capital than Midcoast had. Representatives of the trust met with representatives of Fortrend, and Fortrend indicated that it was looking to purchase the stock of companies that had liquidated or were in the process of liquidating all their assets and had incurred or would incur large capital gains tax liabilities as a result. Fortrend indicated that it would pay a purchase price for the stock of such a company equal to the value of the cash and other assets less 50 percent of the amount of the income tax liability. The trust decided to sell the corporations’ stock to Fortrend, and the sales were consummated in 2000 and 2001.

1. Taxi Companies

The trust and Fortrend agreed that the total purchase price for the Stock of Town Taxi and Checker Taxi would be the amount the trust would have received if Town Taxi and Checker Taxi had sold their assets, paid their tax liabilities, and distributed the remaining cash to the trust, plus 50 percent of the taxes which Town Taxi and Checker Taxi would ordinarily have to pay.3

The trust entered into stock purchase agreements dated August 7, 2000, with Fortrend under which the trust agreed to sell to Fortrend the stock of Town Taxi and Checker Taxi.4 The stock purchase agreements provide a formula for the calculation of the purchase price: the purchase price would be equal to the value of Town Taxi’s and Checker Taxi’s assets less 50 percent of the “specified remaining tax liability” of each. The specified remaining tax liabilities were the Federal and State tax liabilities arising from the sale of each corporation’s assets. The purchase price for the stock of Town Taxi was $14,850,701. The purchase price for the stock of Checker Taxi was $17,880,694.

2. Land Companies

As discussed above, St. Botolph and Sixty-Five Bedford owned parcels of land. The trustee of the trust decided after the taxicab medallions were sold in 2000 to sell these parcels of land. After the land sales were completed, St. Botolph and Sixty-Five Bedford were in the same position that Town Taxi and Checker Taxi had just been in — holding large amounts of cash and facing large capital gains tax liabilities. Representatives of the trust contacted Midcoast to determine whether Midcoast was interested in purchasing the stock of St. Botolph and Sixty-Five Bedford. Midcoast was interested and again involved Fortrend.

The formula used to determine the total purchase price was similar to the one used to calculate the purchase price of the Town Taxi and Checker Taxi stock — the value of St. Botolph’s and Sixty-Five Bedford’s assets minus a percentage of their specified remaining tax liabilities. The only difference was the applicable percentage, which was applied at 50 percent for both Town Taxi and Checker Taxi and 50 percent for Sixty-Five Bedford. However, St. Botolph qualified for a lower rate of 37.2 percent. Fortrend paid $18,456,187 for the stock of St. Botolph and $4,916,834 for the stock of Sixty-Five Bedford.

C. The Trust’s Tax Returns

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Bluebook (online)
133 T.C. No. 3, 133 T.C. 60, 2009 U.S. Tax Ct. LEXIS 20, Counsel Stack Legal Research, https://law.counselstack.com/opinion/frank-sawyer-trust-of-may-1992-v-commr-tax-2009.