Sugarloaf Fund, LLC, Jetstream Business Limited, Tax Matters Partner v. Commissioner

2018 T.C. Memo. 181
CourtUnited States Tax Court
DecidedOctober 29, 2018
Docket30410-12, 15857-13, 15858-13, 165-14, 28657-14
StatusUnpublished

This text of 2018 T.C. Memo. 181 (Sugarloaf Fund, LLC, Jetstream Business Limited, Tax Matters Partner v. Commissioner) 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.

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Sugarloaf Fund, LLC, Jetstream Business Limited, Tax Matters Partner v. Commissioner, 2018 T.C. Memo. 181 (tax 2018).

Opinion

T.C. Memo. 2018-181

UNITED STATES TAX COURT

SUGARLOAF FUND, LLC, JETSTREAM BUSINESS LIMITED, TAX MATTERS PARTNER, ET AL.,1 Petitioners v. COMMISSIONER OF INTERNAL REVENUE, Respondent

Docket Nos. 30410-12, 15857-13, Filed October 29, 2018. 15858-13, 165-14, 28657-14.

John E. Rogers, for petitioners.

Craig Connell, Thomas A. Deamus, and Clare W. Darcy, for respondent.

1 Cases of the following petitioners are consolidated herewith: Sugarloaf Fund, LLC, Warwick Trading, LLC, Butler Fund, LLC, Severus Fund, LLC, John E. Rogers, Partners Other Than the Tax Matters Partner, Jetstream Business Limited, Tax Matters Partner, docket No. 165-14; and Sugarloaf Fund, LLC, Jetstream Business Limited, Tax Matters Partner, docket Nos. 15857-13, 15858- 13, and 28657-14. -2-

[*2] MEMORANDUM FINDINGS OF FACT AND OPINION

GOEKE, Judge:2 Before us are five consolidated dockets, each of which

arises from a notice of final partnership administrative adjustment (FPAA) issued

to Sugarloaf Fund, LLC (Sugarloaf), for each year from 2006 through 2010.

However, the years 2009 and 2010 have been resolved by respondent’s

concession. The years 2006, 2007, and 2008 involve issues of whether Sugarloaf

should be recognized for tax purposes, who Sugarloaf’s partners are and who is

taxed on its income, whether Sugarloaf revenue should be subject to self-

employment tax, whether various FPAA adjustments reducing expenses should be

sustained, and whether the penalty under section 6662(a)3 should apply.

FINDINGS OF FACT

John E. Rogers is both Sugarloaf’s representative and the promoter of the

transactions at issue. Mr. Rogers has long been a party to litigation in this Court,

both as a promoter of tax shelters involving distressed debt and as a taxpayer

2 These cases were assigned to Judge Robert A. Wherry, Jr., who retired from judicial service on January 1, 2018. With the parties’ agreement, the cases were reassigned to Judge Joseph R. Goeke for the purpose of rendering an opinion. 3 Unless otherwise indicated all section references are to the Internal Revenue Code of 1986 as amended and in effect for the tax years at issue, and all Rule references are to the Tax Court Rule of Practice and Procedure. -3-

[*3] himself. The present dockets arise from his role as a promoter. Mr. Rogers

had complete control of Sugarloaf and the transactions at issue in these cases. He

made all the operating decisions. At his direction, Sugarloaf engaged in distressed

asset transactions such as those described in Kenna Trading, LLC v.

Commissioner (Kenna Trading), 143 T.C. 322 (2014), and Derringer Trading,

LLC v. Commissioner, T.C. Memo. 2018-59. In 2003 Mr. Rogers used Warwick

Trading, LLC (Warwick), for the transactions, and he used Sugarloaf beginning in

2004. Mr. Rogers had Warwick and Sugarloaf use trading and holding companies

treated as partnerships for Federal tax purposes for transactions during 2003 and

2004. He had Sugarloaf switch to transactions using trusts for 2005 through 2008.

The parties have extensively stipulated facts, including the entire record of

trial in Kenna Trading. The stipulated facts are incorporated herein by this

reference. For all relevant periods, including when the petitions were filed, the

parties stipulated that Sugarloaf’s place of business was in Illinois.

Mr. Rogers implemented and promoted the distressed debt transactions that

give rise to respondent’s adjustments through three business entities: (1) Portfolio

Properties, Inc. (PPI), (2) Sugarloaf, and (3) Jetstream Business, Ltd. (Jetstream).

Mr. Rogers organized PPI as its sole shareholder and caused it to elect S

corporation status in 1992. He formed Sugarloaf and treated it as a partnership for -4-

[*4] Federal income tax purposes. He formed Jetstream, a British Virgin Islands

limited company, with PPI as its sole shareholder to act as Sugarloaf’s sole

manager and its tax matters partner. Jetstream is a disregarded entity for Federal

tax purposes. Mr. Rogers was Jetstream’s sole director and manager. Mr. Rogers

controlled PPI, Jetstream, and Sugarloaf during the years at issue.

The present cases involve Mr. Rogers’ treatment of investors in the

distressed debt transactions he had previously structured. Nevertheless, neither

Sugarloaf nor the various investors in the partnerships and trusts received any

proceeds from the distressed debt through 2010. Mr. Rogers restructured the

investments to “roll up” the investors in the distressed debt transactions into

Sugarloaf so he could treat the rollup as transforming the investors into new

partners in Sugarloaf. Sugarloaf is a party to these dockets primarily because of

the rollup of the investors. The rollup transactions started in 2006 and ended in

2008. The first rollup occurred in January 2006 and involved all of the trading

and holding companies used in the 2003 and 2004 transactions promoted through

partnerships. Mr. Rogers structured the rollups so that the trading companies were

treated as contributed to Sugarloaf and in return the holding companies became

partners in Sugarloaf. In 2007 the subtrusts used in the 2005 transactions were

contributed to Sugarloaf, and in return the trusts became partners in Sugarloaf. -5-

[*5] Likewise, in 2008 the subtrusts used in the 2006 and 2007 transactions were

contributed to Sugarloaf, and in return the 2006 and 2007 trusts became partners

in Sugarloaf. Sugarloaf conducted business in the same manner both before and

after the rollups. Mr. Rogers continued to sell the distressed debt transactions to

new investors. Income, profit, or loss from the sale of the distressed debt

transactions to new investors was not disbursed or allocated to the rolled-up

investors.

The parties stipulated that neither the investors nor their representatives

received prior notice of the rollups or consented to them in writing. There are no

contracts showing what assets were rolled up or what interests the investors

acquired in Sugarloaf; Mr. Rogers decided on his own what interest each investor

acquired. Mr. Rogers did not reevaluate each investor’s interest in making this

determination. The investors were not asked to consent orally and were not

notified of the rollups until after they had occurred. Mr. Rogers did not have

authority under the terms of the trading companies’ operating agreements or the

trust agreements to make the transfers involving the rollups as the manager of

Sugarloaf, the manager of the trading companies, or the trustee of the trusts.

With respect to the rollup of the investors from the 2003 and 2004

transactions, the operating agreements are identical except for the investors’ -6-

[*6] names and the amounts of the investments. Article VI of the trading

companies’ operating agreements for the 2003 Warwick transactions and the 2004

Sugarloaf transactions sets forth when and how a member may transfer his interest

in the trading company. There is no provision in the operating agreements for

anyone, other than a member, to transfer a member’s interest. Article VI was not

followed in transferring the ownership of the trading companies to Sugarloaf. As

they were not aware of the transfers, the investors did not provide to the trading

companies the amounts of capital to transfer to Sugarloaf. Moreover, Jetstream

did not consent in writing to the transfers as required by the operating agreement.

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