Decision will be entered for respondent.
LARO,
*44 In a notice of deficiency, respondent determined the following income tax deficiencies and additions to tax:
2004 | $16,944,855 | $485,572 | $3,812,592 | $4,236,214 |
2005 | 7,424,638 | 297,514 | 1,670,544 | 1,856,160 |
Petitioner resided in Missouri when he timely petitioned this Court. The issues before us are:
(1) whether for the years at issue petitioner is liable for self-employment tax on his income as a consultant for BetOnSports, PLC, and capital gains tax from the sale of shares of BetOnSports, PLC. We hold that he is; and
(2) whether for the years at issue petitioner 2014 Tax Ct. Memo LEXIS 44">*45 is liable for additions to tax under
Petitioner is a citizen of the United States by birth. After finishing the eleventh grade, petitioner dropped out of high school. At the time, he had two young children, had no job, and was making money illegally "on the side" by sportsbooking.
In approximately 1989 petitioner and several others began operating an illegal sportsbooking business in New York City called BetOnSports. After being arrested in New York City on sportsbooking charges in 1993, petitioner moved the operation of BetOnSports to Florida. In 1995 petitioner saw a street advertisement which stated: "Legal licensed sportsbooking in Aruba, Grand Occidental". Petitioner had friends in the sportsbooking industry, one of whom knew the owner of Grand Occidental. After speaking with the owner of Grand Occidental, petitioner moved BetOnSports' operations to Aruba, Netherlands, Antilles.
In or around 1997 petitioner moved BetOnSports' operations to Antigua, which had a bigger 2014 Tax Ct. Memo LEXIS 44">*46 sportsbooking industry. However, because of Antigua's poor infrastructure and high telecommunication costs, petitioner soon began looking for a place to which to relocate his business. After considering several sportsbooking hubs, petitioner settled upon Costa Rica because he believed it to be a good place *46 to live and raise his family. In 1998 petitioner moved BetOnSports' operations to Costa Rica. Petitioner and his family stayed in Costa Rica for over 10 years.
BetOnSports was a very successful operation. By 2004 BetOnSports had call centers in Costa Rica and the Dominican Republic and at various times employed 1,500 to 2,000 people. By 2006 it was one of the largest sports wagering businesses in the world. Although BetOnSports took sports wagers from all over the world, approximately 98% of those wagers came from the United States.22014 Tax Ct. Memo LEXIS 44">*47 In addition, BetOnSports' primary focus was American football, which accounted for approximately 42% of its bets by value.
Before July 2004 BetOnSports' assets were held by Boulder Overseas Corp. (Boulder), a corporation that petitioner wholly owned. In July 2004 BetOnSports, PLC (PLC) went public on the London Stock Exchange. In order to effect the initial public offering (IPO), PLC purchased the assets of BetOnSports from Boulder in exchange for shares of PLC and cash. In anticipation of the IPO, petitioner transferred his shares in Boulder to several trusts based in the Isle of *47 Jersey (Bird Trusts). 32014 Tax Ct. Memo LEXIS 44">*48 Petitioner was the protector of the Bird Trusts, and Basel Trust Corp. (Channel Islands) Ltd. (Basel), was the sole trustee from the date of their creation through at least July 17, 2006. Petitioner and his family were the intended beneficiaries of the Bird Trusts. From the date of their creation until petitioner's indictment in 2006, the Bird Trusts made discretionary distributions to petitioner and his family on which they lived.
In connection with its IPO, PLC issued a prospectus which disclosed in a section titled "Risk Factors": In general, persons and organizations engaged in the business of sports betting in the US via the telephone or internet are in violation of existing US federal laws, including (but not limited to) the 1961 Interstate Wireless Act (commonly known as the "Federal Wire Act"). In addition, most US states also prohibit telephone and internet sports betting * * * In an attempt to circumvent the laws of the US, a number of sportsbooks have established their operations in jurisdictions outside of the US where their sportsbook activities are licensed. The US courts have previously held that existing US laws do apply to sportsbooks and online casinos which are licensed abroad and operate outside the US but which take bets that originate in the US. In 2000 a US citizen who operated an online sportsbook based and licensed in Antigua and who had returned to the US was convicted under the Federal Wire Act and sentenced to 21 months imprisonment.
*48 As part of PLC's IPO petitioner sold 19 million PLC shares through Boulder for approximately 2014 Tax Ct. Memo LEXIS 44">*49 $48 million and transferred the proceeds into various bank and investment accounts in Switzerland and the Isle of Jersey. In July 2005 petitioner sold another 23 million PLC shares through Boulder for approximately $49 million and again transferred the proceeds into various bank and investment accounts in Switzerland and the Isle of Jersey. Boulder had no basis in any of these PLC shares.
Following PLC's IPO petitioner was retained as a consultant for PLC and was paid $150,000 in both 2004 and 2005.4 PLC ceased operations in mid-2006.
On June 1, 2006, petitioner and several other individuals were indicted on a number of counts related to BetOnSports' sportsbooking activities. As part of the third superseding (and final) indictment, 5 the Government alleged: 1 count of Racketeer Influenced and Corrupt Organizations (RICO) conspiracy, 4 counts of mail fraud, 10 counts of use of wire communication to transmit bets, 1 count of *49 interstate transportation of gambling paraphernalia, 1 count of conspiracy to violate the Wire Wager Act, 1 count of RICO forfeiture, and 1 count of non-RICO forfeiture. For 2014 Tax Ct. Memo LEXIS 44">*50 these offenses, the Government sought a sentence of 75 to 100 years of imprisonment and criminal forfeiture of $180 million, including but not limited to petitioner's interests in Boulder, PLC, and other sportsbooking entities; several trusts; a number of Swiss bank accounts; a helicopter; a beach house, and a farm. The Government also sought and obtained freezes on petitioner's overseas trusts in the Isle of Jersey and bank accounts in Switzerland. 62014 Tax Ct. Memo LEXIS 44">*51
Steven Muchnick, an Assistant U.S. Attorney (AUSA) for the Eastern District of Missouri, worked extensively on petitioner's criminal case, along with AUSA Michael Fagan and U.S. Department of Justice (DOJ) attorney Marty Woelfle. In or around 2008 AUSA Fagan and DOJ attorney Woelfle withdrew from the case and were replaced by AUSA Steven Holtshouser and Special AUSA Charles Birmingham. Joseph Ludewig and Travis Ardury, special agents from the *50 Internal Revenue Service (IRS) Criminal Investigations Division, also assisted in the investigation.
On March 27, 2007, petitioner was arrested and taken into custody in the Dominican Republic and rendered to the United States. Throughout his criminal case, petitioner was represented by a team of lawyers led by defense counsel Chris Flood.
In spring 2009 the Government and petitioner began to engage in substantial plea negotiations. At around this time several of petitioner's codefendants had pleaded guilty, the Isle of Jersey courts had lifted the freeze on petitioner's Isle of Jersey accounts, and 2014 Tax Ct. Memo LEXIS 44">*52 petitioner was petitioning Switzerland to lift the freeze on his accounts in Switzerland as well. Each party designated one attorney to participate in the plea negotiations—AUSA Holtshouser for the Government and Mr. Flood for the defendants. AUSA Holtshouer, however, kept AUSA Muchnick informed about the plea negotiations, which focused primarily on two discussion points—prison time and forfeiture amount. AUSA Muchnick was heavily involved in the drafting of petitioner's plea agreement.
*51 On August 14, 2009, petitioner entered into a plea agreement with the Government.7 Petitioner's plea agreement provided that in exchange for petitioner's guilty plea to one count of RICO conspiracy, one count of use of wire communication to transmit bets, one count of conspiracy to violate the Wire Wager Act, one count of RICO forfeiture, and one count of non-RICO forfeiture, the Government would dismiss all remaining charges. As part of the agreement, petitioner would forfeit $43,650,000 to the United States and his term of imprisonment would be limited to 41 to 51 months, with credit for time served, regardless of his criminal history category. The Government also agreed that it would request the 2014 Tax Ct. Memo LEXIS 44">*53 Swiss Central Authority to lift the freeze on any remaining bank accounts that were frozen at its request, that it would move to withdraw a related motion for contempt sanctions, and that it would remove the lis pendens on the Florida residence of petitioner's parents. Finally, the parties agreed that because of the large forfeiture amount, no fines would be imposed upon petitioner and he would not be required to pay restitution.8
*52 The relevant provisions of petitioner's plea agreement are set forth below.
Section 1 of the plea agreement, entitled "The Parties", provides: The parties to the agreements, recommendations and stipulations contained herein are the defendant Gary Kaplan * * * and the Office of the United States Attorney for the Eastern District of Missouri (hereinafter "the government"). Except where expressly stated otherwise herein, this document and the agreements, recommendations and stipulations contained herein 2014 Tax Ct. Memo LEXIS 44">*54 do not, and are not intended to, bind any governmental office or agency other than the United States Attorney for the Eastern District of Missouri. the United States Attorney for the Eastern District of Missouri has received authority from the United States Attorney for the Southern District of Florida to make certain commitments referenced herein and said commitments shall be binding on the Southern District of Florida. However, said office is not a signatory to this agreement. With regard to the plea agreement's estoppel effect, section 2.A, entitled the Office of the United States Attorney for the Eastern District of Missouri agrees that
Section 2.E, entitled "Civil or Administrative Actions not Barred, Effect on Other Governmental Agencies", further provides that [t]he defendant has discussed with defense counsel and understands that [I]f the Court at the time of sentencing enters a Final Order of Forfeiture in favor of the United States in the full amount of $43,650,000 * * * then the United States will not seek further civil and criminal forfeiture, restraints or freezes in connection with the allegations contained in the Third Superseding Indictment of any additional assets controlled by the defendant * * * ******* *54 The parties agree that the remaining balance of funds and investments held in accounts presently frozen by the Swiss Central Authority * * * are not subject to forfeiture.
Finally, section 10 of the plea agreement includes a standard of interpretation clause, which provides that "[i]n interpreting this document, any drafting errors or ambiguities shall not automatically be construed against any party, whether or not the party was involved in drafting this document", and section 11 includes an integration clause, which provides that "[t]his document 2014 Tax Ct. Memo LEXIS 44">*57 constitutes the entire agreement between the defendant and the government."
Also on August 14, 2009, Judge Carol Jackson of the U.S. District Court for the Eastern District of Missouri presided over petitioner's change of plea hearing. AUSAs Muchnick, Holtshouser, and Birmingham were each present at the hearing. AUSA Muchnick testified that the change of plea hearing was more complex and much longer than usual. He explained that unlike most plea agreements, which are nonbinding recommendations to a court, petitioner's plea agreement was of the type specified in
*55 During the change of plea hearing Judge Jackson asked the parties a number of questions to ensure that she understood the terms of the plea agreement, that the parties understood the terms of the agreement, that the plea agreement represents the entirety of the parties' agreement, and that there was a sufficient factual basis for her to accept petitioner's plea.
Specifically, Judge Jackson asked: [Court:] Before you signed this document [the plea agreement], did 2014 Tax Ct. Memo LEXIS 44">*58 you review it with your attorneys? [Petitioner:] Yes, I thoroughly reviewed this document with the — with my attorneys. Yes, I have. [Court:] And you read the document before you signed it? [Petitioner:] Absolutely. I have read it.
At one point AUSA Holtshouser specifically invited the District Court's attention to the provision pertaining to petitioner's civil tax liabilities:9 [AUSA Holtshouser:] Another subject of significance in the agreement is that there is no limitation here on the rights of the United States to take any civil, civil tax, or administrative action. *56 There has been an agreement in the plea agreement that you cover[ed] regarding criminal taxes; but that there is nothing in the agreement that limits that this office lacks the power in any way or the power of the government to pursue any civil, civil tax, or administrative action. [Court:] Do you understand, Mr. Kaplan, that there is a difference between a criminal tax proceeding and a civil tax proceeding? [Petitioner:] Yes I do, Your Honor. [Court:] And in this document, the U.S. Attorney's Office 2014 Tax Ct. Memo LEXIS 44">*59 has agreed it will not bring any criminal tax proceeding against you; however, that doesn't preclude the initiation of any civil tax proceeding or administrative action against you. [Petitioner:] I understand that. And we've agreed to that.
At the end of the hearing the District Court accepted petitioner's guilty plea but did not decide whether it would accept the plea agreement. On October 26, 2009, the District Court issued an order accepting the plea agreement.
After a criminal defendant pleads guilty to an offense and before the court's sentencing, the U.S. probation office is required to prepare a presentencing report. The presentencing report contains information about the defendant's general background, descriptions of the relevant offenses and the defendant's role in those offenses, details regarding the victims, discussion of the terms of the plea *57 agreement, and analysis regarding the Federal sentencing guidelines, relevant sentencing enhancements, and relevant sentencing reductions. 2014 Tax Ct. Memo LEXIS 44">*60 The presentencing report also contains a section which describes the defendant's financial situation, on which the judge may rely in determining whether to impose a fine or restitution and whether the defendant has the ability to pay those monetary sanctions. These financial disclosures are self-reported and are not subject to audit.
Under the plea agreement petitioner was required to completely, truthfully, and accurately disclose his financial situation on various forms that the U.S. probation office provided. Rather than completing the requisite forms, petitioner and Mr. Flood sent the probation officer a financial disclosure in letter format. In this letter petitioner represented that aside from several family loans and substantial legal fees owed to his defense attorneys, he was not aware of any other outstanding liabilities against him. This language was ultimately incorporated into the presentencing report under a section entitled "Financial Condition: Ability to Pay". Neither petitioner nor the Government objected to the presentencing report.102014 Tax Ct. Memo LEXIS 44">*61
On November 2, 2009, the District Court held petitioner's sentencing hearing. Since neither party had objections to the presentencing report, the District Court adopted the report as its findings of fact. The presentencing report was then filed under seal. The Government attorneys prosecuting petitioner's case did not share the presentencing report with the IRS.
On the same day the District Court entered a final judgment in petitioner's case. The judgment provided that petitioner had pleaded guilty to one count of RICO conspiracy, one count of use of wire communication to transmit bets, and one count of conspiracy to violate the Wire Wager Act. Pursuant to the judgment, the District Court sentenced petitioner to 51 months of imprisonment and ordered petitioner to forfeit $43,650,000 to the United States.
The Commissioner's determinations in a notice of deficiency are presumed correct, and the taxpayer generally bears the burden of proving by a preponderance of the evidence that the Commissioner's determinations are erroneous.
Gross income includes all income from whatever source derived, unless otherwise specifically excluded.
A grantor trust is created when a person contributes cash or property to a trust but retains certain interests such that he is treated as the owner of the trust.
*60 Under
On brief petitioner concedes that the Bird Trusts were grantor trusts. Petitioner further concedes that the income of the Bird Trusts was taxable to him as the trusts' grantor under
Petitioner argues that respondent is precluded from bringing a civil tax action against him for 2004 and 2005 by the statute of limitations.
As a general rule, the Commissioner has three years in which to make an assessment after a return is filed.
The parties have stipulated that petitioner did not file 2014 Tax Ct. Memo LEXIS 44">*65 Federal income tax returns for 2004 and 2005, and thus the assessment period is still open by statute. Petitioner argues, however, that the IRS' internal policy, set forth in
Petitioner argues that the plea agreement precludes respondent from bringing a civil tax action against him for 2004 and 2005. At trial petitioner testified that according to his understanding, the plea agreement provided that he would turn 2014 Tax Ct. Memo LEXIS 44">*66 over 50% of the BetOnSports proceeds held in trust, he would be subject to 51 months of imprisonment with time served, and the Government would close the case. Petitioner claims that he would never have agreed to surrender half of the trust's assets had he understood that the plea agreement would allow the Government to pursue a civil tax action relating to BetOnSports.122014 Tax Ct. Memo LEXIS 44">*67 Petitioner argues that therefore the plea agreement should be interpreted to allow *63 the Government to pursue a civil tax action only if it does not involve tax liabilities relating to BetOnSports. By way of example, petitioner explains that the Government could bring a civil tax action against him for his other ongoing businesses, including a pharmaceutical company called Hope Mills.
Respondent argues that the plea agreement, by its terms, unambiguously allows the Government to pursue a civil tax action against petitioner. We agree with respondent.
The Court of Appeals for the Eighth Circuit, to which this case is appealable by stipulation of the parties,
*64 Under Missouri law,14 where the terms of an integrated written agreement are unambiguous, extrinsic evidence may not be introduced to vary or contradict the terms of the agreement.152014 Tax Ct. Memo LEXIS 44">*69
*65 The parties do not dispute that the plea agreement, which provides "[t]his document constitutes the entire agreement between the defendant and the government", is an integrated agreement. In addition, as explained below, the terms of the plea agreement unambiguously allow the United States to bring a civil tax action against petitioner. Accordingly, we may not consider any extrinsic evidence that contradicts the plain terms of the plea agreement.
Before discussing the relevant provisions of the plea agreement, 2014 Tax Ct. Memo LEXIS 44">*71 the Court believes it helpful to explain several legal terms of art, all of which are a form of monetary sanction—i.e., criminal forfeiture, civil forfeiture, fine, and restitution. A criminal forfeiture is "[a] governmental proceeding brought against a person to seize property as punishment for the person's criminal behavior." Black's Law
*66 Dictionary 722 (9th ed. 2009). In contrast, a civil forfeiture is "[a]n in rem proceeding brought by the government against property that either facilitated a crime or was acquired as a result of criminal activity."
Section 2.E of the plea agreement provides: "The defendant has discussed with defense counsel and understands that nothing contained in this document is meant to limit the rights and authority of the United States 2014 Tax Ct. Memo LEXIS 44">*72 of America to take any civil,
*67 Throughout his criminal case, petitioner was represented by a team of defense lawyers. On the basis of the plea agreement, it is evident that these attorneys understood the distinctions among criminal forfeiture, fines, and restitution. For example, AUSA Muchnick credibly testified that because of the large forfeiture amount, the parties agreed that no fine or restitution would be imposed. We thus conclude that petitioner's attorneys knew, or at least should have known, the legal distinction between a civil tax action and a civil forfeiture action.
Our conclusion is confirmed by the District Court's questioning during petitioner's change of plea hearing, before its acceptance 2014 Tax Ct. Memo LEXIS 44">*73 of the plea agreement. [Court:] And in this document, the U.S. Attorney's Office has agreed it will not bring any criminal tax proceeding against you; [Petitioner:] [Emphasis added.]
Petitioner argues that his financial disclosure letter, which did not list Federal taxes as a liability and which was incorporated into the presentencing report adopted by the District Court as its findings of fact, demonstrates that the parties and the District Court understood that he had no civil tax liability in *68 relation to BetOnSports. Petitioner's argument overreaches. At trial petitioner admitted that the plea agreement does not preclude the United States from instituting a civil tax action against him for taxes unrelated to BetOnSports. However, petitioner's financial disclosure letter did not list
Finally, petitioner argues that the doctrine of judicial estoppel precludes respondent from seeking civil tax liabilities for the years at issue.
Under the doctrine of judicial estoppel, once "'a party assumes a certain position in a legal proceeding, and succeeds in maintaining that position, he may not thereafter, simply because his interests have changed, assume a contrary position, especially if it be to the prejudice of the party who has acquiesced in the position formerly taken by him.'"
*69 Several factors typically inform a court's decision whether to apply the doctrine of judicial 2014 Tax Ct. Memo LEXIS 44">*75 estoppel: (1) whether "a party's later position * * * [is] 'clearly inconsistent' with its earlier position"; (2) "whether the party has succeeded in persuading a court to accept that party's earlier position, so that judicial acceptance of an inconsistent position in a later proceeding would create 'the perception that either the first or the second court was misled'"; and (3) "whether the party seeking to assert an inconsistent position would derive an unfair advantage or impose an unfair detriment on the opposing party if not estopped".
Petitioner argues that the doctrine of judicial estoppel applies in this case because the Government did not object to the presentencing report, which incorporated a section from petitioner's financial disclosure letter that omitted income tax for 2004 and 2005 as a liability. We disagree. The representations in petitioner's financial disclosure letter were petitioner's, not respondent's. AUSA Muchnick credibly testified at trial that such financial disclosures are self-reported and are not subject to audit. AUSA Muchnick further credibly testified that his 2014 Tax Ct. Memo LEXIS 44">*76 office did not object to the presentencing report because such representations are used to determine a defendant's ability to pay a fine or restitution, neither of which *70 was at issue in petitioner's case. Under these circumstances, the Government did not assert any position through its silence. Furthermore, even if an omission in petitioner's financial disclosure could somehow be construed as a "position" by the Government, the Government did not persuade the District Court nor derive any benefit from such a "position". Finally, because the plea agreement unambiguously reserved the Government's right to bring a civil tax action against petitioner, petitioner suffered no detriment nor prejudice from any perceived "position" of the Government. For these reasons, petitioner's judicial estoppel argument is without merit. II.
Under
In the notice of deficiency, respondent determined additions to tax for 2004 and 2005 for failure 2014 Tax Ct. Memo LEXIS 44">*77 to file tax returns timely under
In reaching our holdings, we have considered all arguments made, and, to the extent not mentioned above, we conclude they are moot, irrelevant, 2014 Tax Ct. Memo LEXIS 44">*78 or without merit.
To reflect the foregoing,
1. Unless otherwise indicated, section references are to the Internal Revenue Code in effect for the years at issue, and Rule references are to the Tax Court Rules of Practice and Procedure.↩
2. At trial petitioner maintained that at the time, he did not believe that his operation of BetOnSports outside of the United States was illegal. During his time overseas petitioner obtained sportsbooking licenses from Aruba, Antigua, Costa Rica, England, and the Dominican Republic. According to petitioner, he believed that these licenses allowed him to accept wagers from the United States.
3. Petitioner claims that he placed BetOnSports in trust on the advice of his attorney and the investment bankers handling the IPO in order to shield the company's assets from general creditors.
4. The parties stipulate that this income constitutes self-employment income.↩
5. The original indictment was replaced by a superseding indictment on June 28, 2007; a second superseding indictment on September 3, 2008; and finally a third superseding indictment on September 4, 2008. The original indictment included several counts of tax evasion for wagering excise taxes, which were later dropped in the second superseding indictment.↩
6. On May 24, 2007, at the request of the U.S. Department of Justice (DOJ), the Royal Court of Jersey (Channel Islands) issued an order freezing all assets of the Bird Trusts, including proceeds from the sales of PLC shares in 2004 and 2005, which were held in Swiss bank accounts. On February 22, 2008, at the request of the DOJ, the Swiss Government froze the funds in Swiss bank accounts owned directly or indirectly by the Bird Trusts. On April 29, 2009, the Royal Court of Jersey lifted the freeze on the Bird Trusts' assets.
7. No trial was held in this case because all the defendants ultimately entered into plea agreements with the Government.↩
8. Petitioner was still required to pay a mandatory special assessment of $100 per count for every criminal felony count of which he was convicted.↩
9. At trial AUSA Muchnick testified that as a general policy, the Department of Justice will not settle a civil tax liability until criminal charges had already been resolved.↩
10. At trial AUSA Muchnick credibly testified that the Government was not concerned with the accuracy of petitioner's financial disclosure letter because the plea agreement did not impose a fine or restitution upon petitioner.
11. This income and the stipulated self-employment income constitute the entire deficiency amount that respondent determined.↩
12. At trial we heard only testimony from petitioner on behalf of himself. Petitioner did not call as a witness Mr. Flood (nor any other attorney involved with his defense) to testify regarding the negotiation and drafting of the plea agreement. Thus, we may infer that had Mr. Flood been called, his testimony would not have supported petitioner's contentions.
13. Because we determine
14. Missouri has adopted the
15. Exceptions to this general rule exist for fraud, mutual mistake, accident, or erroneous omission,
16. Even if we were to credit petitioner's claim that he would not have agreed to the plea agreement had he known that the Government could still pursue civil tax liabilities relating to BetOnSports, at most petitioner's claim could render the plea agreement invalid on the basis that there had been no "meeting of the minds". Petitioner, however, does not make this argument. We further note that the Court of Appeals for the Eighth Circuit, in interpreting Missouri law, has stated that "meeting of the minds" is an objective inquiry and "'does not depend upon the state of the parties' minds * * * [but rather] on their overt acts.'"