T.C. Memo. 2012-228

UNITED STATES TAX COURT

GREGORY RAIFMAN AND SUSAN RAIFMAN, Petitioners v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

Docket No. 12144-11L. Filed August 7, 2012.

Brian G. Isaacson and Emily J. Kingston, for petitioners.

Daniel J. Parent, for respondent.

MEMORANDUM OPINION

WELLS, Judge: This case is before the Court on respondent’s motion for

summary judgment pursuant to Rule 121.1 Petitioners ask us to review the

1Unless otherwise indicated, section references are to the Internal Revenue

Code of 1986, as amended, and Rule references are to the Tax Court Rules of

Practice and Procedure.
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[*2] determination of respondent’s Appeals Office to proceed with collection

actions with respect to petitioners’ 2003 tax liability. The parties agree that the only

disputed issue is whether petitioners are entitled to a deduction for a theft loss for

their 2006 tax year that can be carried back to eliminate their 2003 tax liability.

Background

The facts set forth below are based upon examination of the pleadings,

moving papers, responses, and attachments, and they are not in dispute. 

Petitioners resided in California at the time they filed their petition. 

During 2003, petitioners’ financial adviser, Joe Ramos of Private Consulting

Group, provided them with information about Derivium Capital, LLC (Derivium), a

South Carolina entity owned and controlled by Charles Cathcart and Yuri Debevc. 

Derivium2 offered a program called the “90% Stock Loan”, which Derivium

marketed to high-net-worth individuals with large equity investments.3 As

explained in Derivium’s marketing materials, the 90% Stock Loan permitted

2As noted below, petitioners signed agreements with two entities related to

Derivium. For convenience, unless we indicate that we are discussing the specific

terms of those agreements, we will refer to all of the entities involved in the 90%

Stock Loan program as Derivium.

3Although we refer to the Derivium program as the “90% Stock Loan” and

sometimes use terms such as “loan”, “collateral”, “loan term”, “maturity”, etc., we

use those terms for convenience only. We do not intend our use of those terms to

imply that the transaction constituted a loan for tax purposes.
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[*3] investors to receive cash in the amount of 90% of the value of any stock the

investors transferred to Derivium. Derivium would then “establish hedging

transactions to protect the value” of the stock. The principal and interest on the

90% Stock Loan would not be due until maturity, after a term of at least three years. 

Derivium characterized the 90% Stock Loan as a nonrecourse loan and claimed that

it offered investors the opportunity to generate liquidity without triggering a taxable

event and to hedge against a market downturn while retaining the benefits of any

market gains. 

On August 5, 2003, petitioners signed a Master Loan Agreement and blank

schedule A-1 with WITCO, Ltd. (WITCO), an entity that Derivium told petitioners

was a foreign lender. WITCO was owned and controlled by Mr. Cathcart and Mr.

Debevc. The Master Loan Agreement stated: 

The Client understands that by transferring custody of the Collateral to

WITCO as agent for the Lender under terms of this Agreement and

Schedule(s) A, the Client grants to the Lender and its agent, WITCO, the

right and power, without the requirement of notice to or consent of the Client,

to assign, transfer, pledge, repledge, hypothecate, rehypothecate, lend,

encumber, short sell, and/or sell outright some or all of the Collateral during

the Loan Term (as defined in Schedule(s) A). * * *

* * * * * * *

WITCO and the Lender unconditionally agree to return to the Client, at the

end of the Loan Term, the same Collateral received for such Loan, as such

Collateral is listed and described in the associated Schedule A, so long as
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[*4] the Client has then satisfied in full all outstanding Loan obligations to the

Lender, including the payment of interest accrued on the Loan. If the

Collateral is stock, the Collateral to be returned to the Client as per this

paragraph shall reflect any and all stock splits, conversions, exchanges,

mergers, or other dividends and distributions, except dividends paid on the

Collateral that are to be credited toward interest due under the Loan to the

Client, as provided in Schedule A.

During early September 2003, petitioners signed another schedule A-1 that listed

information about the collateral, loan amount, and loan term. The schedule A-1

defined the “Loan Term” as three years from the date the loan proceeds are

distributed. Additionally, it stated that the estimated value of the collateral was

$2,537,600, that the loan amount would be 90% of that value, and that the interest

rate would be 11.25%, compounded annually and due at maturity. Petitioners

renewed the loan on the maturity date, but if the value of the collateral on that date

did not equal or exceed 90% of the payoff amount, petitioners would have to pay

additional interest at the time of renewal. 

On August 19, 2003, petitioners authorized the transfer of 320,000 shares of

ValueClick stock from their account to WITCO’s account. WITCO received the

shares of ValueClick stock in two installments: 159,000 and 161,000 shares on

August 28 and September 22, 2003, respectively. On August 28 and 29, 2003,

WITCO sold 159,000 shares of ValueClick stock. The transfer and sale of

petitioners’ shares of ValueClick stock was conducted through WITCO’s account
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[*5] at Wachovia Securities, LLC (Wachovia). On a date not disclosed in the

record but before September 22, 2003, WITCO distributed $1,260,410.52 to

petitioners. On September 22, 2003, WITCO sold 161,000 shares of ValueClick

stock. On September 29, 2003, WITCO distributed $1,362,804.48 to petitioners. 

During 2004, petitioners entered into two more 90% Stock Loan transactions

with entities related to Derivium. On July 6, 2004, through their wholly owned

entity Helicon Investments, Ltd. (Helicon), petitioners signed a Master Loan

Agreement with Optech, Ltd. (Optech). The terms of that Master Loan Agreement

were identical to the terms of the WITCO Master Loan Agreement in all material

respects. The estimated value of the collateral was $3,540,000, the anticipated loan

amount was 86% of the value of the collateral,4 the loan term was three years, and

the interest rate for the loan was 11.75%, compounded annually and due at maturity. 

On or about July 9, 2004, Helicon transferred 300,000 shares of ValueClick stock to

Optech’s Wachovia account. In a series of sales on July 9, 12, 13, 14, 15, and 16,

2004, Optech sold 300,000 shares of ValueClick stock. On July 23, 2004, Optech

transferred $2,810,475.60 into Helicon’s bank account.

 

4

It is unclear from the record why the anticipated loan amount was only 86%

of the value of the collateral instead of 90%.
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[*6] During November 2004, petitioners, through their wholly owned entity Gekko

Holdings, LLC (Gekko), entered into another Master Loan Agreement with Optech. 

The terms of that Master Loan Agreement are not disclosed in the record,5 but the

parties agree that they were identical in all material respects to the terms of the other

two 90% Stock Loan transactions. On November 19, 2004, petitioners authorized

the transfer of 200,000 shares of ValueClick stock from Gekko to Optech. Those

shares were transferred to Optech’s Wachovia account on November 23, 2004. On

November 24, 26, 29, and 30, 2004, Optech sold 200,000 shares of ValueClick

stock. On November 30, 2004, Optech provided Gekko with an “Activity

Confirmation” statement reporting that the total value of Gekko’s collateral was

$2,400,299.83 and the amount of the 90% Stock Loan was $2,160,269.85. The

statement noted that the loan term was three years and that the interest rate on the

loan was 11.75%. On December 2, 2004, Optech transferred $2,160,266.92 in cash

to Gekko. 

During the terms of the loans, Optech sent petitioners quarterly and yearly

account statements reporting the balance of the loans, the accrued interest, and the

current value of the underlying collateral. Petitioners were not obligated to make

5The record contains two copies of the July 6, 2004, Master Loan Agreement. 

It appears that respondent mistakenly produced two copies of that agreement instead

of a copy of the November 2004 agreement. 
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[*7] payments during the term of the loans, and they did not make any payments

with respect to either the principal of or the interest on the loans. During the term 

of each of the loans, the share price of ValueClick stock increased so that the 

value of petitioners’ underlying collateral greatly exceeded the amount of the

principal and interest on each loan. 

On August 10, 2006, petitioners completed an Optech form electing to renew

or refinance their September 29, 2003, loan for another term of three years.6 

Petitioners received no response from Optech. On October 17, 2006, Carin Levine,

the general counsel for petitioners’ investment adviser Private Consulting Group,

sent Optech a letter demanding the return of 320,000 shares of ValueClick stock

that had been pledged as collateral for petitioners’ September 29, 2003, loan. 

Petitioners again received no response from Optech. On November 21, 2006, Ms.

Levine initiated arbitration proceedings against Optech on behalf of petitioners. 

After September 29, 2006 and before the end of the calendar year, 

petitioners initiated an investigation of Optech, WITCO, Derivium, and Messrs.

Cathcart and Debevc. Petitioners discovered that Derivium had been sued by a

number of other borrowers and that it had filed for bankruptcy during 2005. 

6The September 29, 2003, loan was made by WITCO; it is unclear from the

record how Optech came to hold the loan.
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[*8] Additionally, during the course of their 2006 investigation, petitioners learned

that the California Corporations Commission had filed suit against Derivium to

enjoin it from engaging in the 90% Stock Loan program. After learning these facts

during late 2006, petitioners reported to the Federal Bureau of Investigation that

Derivium had stolen their ValueClick stock. 

Petitioners did not report the Derivium transactions or the funds received

from Derivium on their 2003 or 2004 return. Petitioners filed an amended tax return

for their 2006 tax year, claiming a theft loss of $7,593,956 from “the illegal sale of

820,000 shares of ValueClick stock sold without their knowledge or permission”. 

That amount was equal to their basis in the shares of ValueClick stock, the fair

market value of which, at the time the alleged theft was allegedly discovered during

late 2006, petitioners reported to be $17,716,000. Because their claimed theft loss

was so large, petitioners also filed an amended tax return for their 2003 tax year,

claiming a theft loss carryback of $5,386,786. 

During September 2007, petitioners filed an arbitration demand against their

financial advisers, Joe Ramos and Private Consulting Group, for breach of contract,

breach of fiduciary duty, professional negligence, and constructive fraud in

connection with the 90% Stock Loan. However, petitioners recovered from their

financial advisers only what they characterized as a “paltry sum”, the amount
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[*9] of which is not disclosed in the record. Petitioners also attempted to recover

from Wachovia and one of Wachovia’s financial advisers. On July 19, 2010,

petitioners filed a Financial Industry Regulatory Authority arbitration claim against

Wachovia, asserting: (1) fraud, concealment, and conspiracy to commit fraud; (2)

breach of fiduciary duty; (3) breach of contract; (4) aiding and abetting fraud and

breach of fiduciary duty; (5) violation of the California Securities Act; (6) violation

of National Association of Securities Dealers and New York Stock Exchange rules;

and (7) conversion. See Wachovia Sec., LLC v. Raifman, No. C 10-04573 SBA,

2010 WL 4502360 (N.D. Cal. Nov. 1, 2010). Petitioners were unsuccessful in that

claim. See id.

Respondent examined petitioners’ 2003 tax return and disallowed certain

business expense deductions related to a horse breeding business. Petitioners

entered a closing agreement with respondent during February 2009 with respect to

their 2003 tax liability. Additionally, petitioners consented to the assessment and

collection of their 2003 tax liability.7 

7As part of his examination, respondent also determined that the 2003 90%

Equity Loan should have been treated as a sale of 320,000 shares of ValueClick

stock and that petitioners owed tax on the capital gain from the sale. Although

petitioners therefore have had a prior opportunity to dispute the characterization of

their 2003 transaction with Derivium, because most of the purported theft loss 

stems from the 2004 transactions respondent does not contend that petitioners are

(continued...)
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[*10] On August 3, 2009, respondent issued petitioners a notice of intent to levy

with respect to their 2003 tax liability. On August 12, 2009, petitioners submitted a

Form 12153, Request for a Collection Due Process (Levy) Hearing. On October 1,

2009, respondent mailed to petitioners a Notice of Federal Tax Lien Filing and Your

Right to a Hearing Under IRC 6320. On October 30, 2009, petitioners submitted a

Form 12153, Request for a Collection Due Process (Lien) Hearing. The explanation

on the Form 12153 with respect to the levy action stated that the “2003 liability will

be eliminated by a carryback”, and the explanation on the Form 12153 with respect

to the lien stated: “The 2003 tax liability will be extinguished by an NOL”. 

On October 22, 2010, petitioners received a letter from Theresa Amper with

respondent’s Appeals Office. Before the hearing, petitioners’ counsel Emily J.

Kingston provided Ms. Amper with copies of petitioners’ amended 2003 and 2006

tax returns showing the claimed theft loss. On November 16, 2010, Ms. Amper

conducted the hearing with Ms. Kingston and determined that the matter should be

assigned to another settlement officer to determine whether to allow the theft loss

7

(...continued)

precluded, on the basis of their waiver with respect to their 2003 tax liability, from

disputing the characterization of the underlying transaction.
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[*11] deduction claimed on petitioners’ amended 2006 return and the corresponding

carryback on their amended 2003 return. 

After that settlement officer returned the matter to Ms. Amper, she conducted

another hearing with Ms. Kingston on February 11, 2011. During the hearing, Ms.

Kingston contended that Ms. Amper should suspend the collection actions while

respondent considered the theft loss deduction claimed on petitioners’ amended

2006 return. However, Ms. Amper declined to consider the theft loss carryback and

determined that it was appropriate to sustain the lien and levy; and on April 19,

2011, respondent’s Appeals Office mailed petitioners a Notice of Determination

Concerning Collection Action(s) Under Section 6320 and a Notice of Determination

Concerning Collection Action(s) Under Section 6330. 

Respondent concedes that petitioners’ carryback with respect to their claimed

theft loss during 2006 was within the scope of the Appeals hearing and should have

been considered by Ms. Amper. However, respondent’s motion indicates that

respondent does not intend to seek remand of petitioners’ case to the Appeals Office

for consideration of the issue. 

Discussion

Rule 121(a) provides that either party may move for summary judgment 

upon all or any part of the legal issues in controversy. Full or partial summary 
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[*12] judgment may be granted only if no genuine issue exists as to any material

fact and the issues presented by the motion may be decided as a matter of law. See

Rule 121(b); Sundstrand Corp. v. Commissioner, 98 T.C. 518, 520 (1992), aff’d, 17

F.3d 965 (7th Cir. 1994). The moving party bears the burden of proving that there

is no genuine issue of material fact, and factual inferences are viewed in the light

most favorable to the nonmoving party. Sundstrand Corp. v. Commissioner, 98

T.C. at 520. However, the party opposing summary judgment must set forth

specific facts that show a genuine issue of material fact exists and may not rely

merely on allegations or denials in the pleadings. Rule 121(d).

Section 6321(a) provides that if any person liable to pay any tax neglects or

refuses to pay after demand, the Commissioner may collect such tax by placing a

lien on the person’s property or rights to property. Section 6331(a) provides that, if

any person liable to pay any tax neglects or refuses to do so within 10 days after

notice and demand, the Commissioner may collect such tax by levy upon property

belonging to such person. However, the Commissioner is required to give written

notice of his intent to file a lien or to levy and must inform the taxpayer of the right

to request a hearing before the Commissioner’s Appeals Office. Secs. 6320(a),

6330(a). A hearing under section 6320 is conducted in accordance with the

procedural requirements of section 6330. Sec. 6320(c). At the hearing, the 
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[*13] taxpayer may raise any relevant issues including appropriate spousal defenses,

challenges to the appropriateness of collection actions, and collection alternatives. 

Sec. 6330(c)(2)(A). Further, a taxpayer may dispute the underlying tax liability for

any tax period if the taxpayer did not receive a notice of deficiency or otherwise

have an opportunity to dispute the tax liability. Sec. 6330(c)(2)(B). Following a

hearing, the Appeals Office must make a determination whether the proposed lien or

levy action may proceed. In addition to considering issues raised by the taxpayer

under section 6330(c)(2), the Appeals Office must also verify that the requirements

of any applicable law or administrative procedure have been met, and whether the

proposed collection action appropriately balances the need for efficient collection of

taxes with the taxpayer’s concerns regarding the intrusiveness of the proposed

collection action. Sec. 6330(c)(1), (3).

Where the validity of the underlying tax liability is properly in issue, the

Court will review the determination of the Appeals Office de novo. Sego v.

Commissioner, 114 T.C. 604, 610 (2000); Goza v. Commissioner, 114 T.C. 176,

181-182 (2000). However, where the validity of the underlying tax is not properly

in issue, the Court will review the determination for abuse of discretion. Sego v.

Commissioner, 114 T.C. at 610; Goza v. Commissioner, 114 T.C. at 181-182. The

underlying tax liability is the amount unpaid after the application of all credits to
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[*14] which the taxpayer is entitled, including credits stemming from overpayments

in other years. Landry v. Commissioner, 116 T.C. 60, 62 (2001). Our jurisdiction

under section 6330(d)(1)(A) encompasses the consideration of facts and issues

related to tax years other than the years covered in the notice of determination

where the facts and issues from those other years are relevant in evaluating a claim

that an alleged unpaid tax has been paid. Freije v. Commissioner, 125 T.C. 14, 27

(2005). 

In the instant case, we have jurisdiction to consider petitioners’ claimed theft

loss deduction on their amended 2006 return because the carryback of that loss

would reduce or eliminate the amount of unpaid tax with respect to petitioners’

2003 tax year. See id. Although petitioners have had the opportunity to dispute

their underlying liability with respect to the theft loss stemming from the 2003 90%

Stock Loan, they have not had the opportunity to dispute their underlying liability

with respect to the theft loss stemming from the 2004 90% Stock Loans. Because

most of the theft loss deduction claimed on their amended 2006 return stems from

the 2004 transactions, respondent concedes that petitioners are entitled to dispute

their underlying liability in the instant case. Accordingly, we review the

determination of the Appeals Office de novo.
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[*15] We have decided a number of other cases involving the 90% Stock Loan

marketed by Derivium and its affiliates. In Calloway v. Commissioner, 135 T.C. 26

(2010), we rejected the taxpayer’s argument that the 90% Stock Loan was a loan

and instead held that it was a sale. To reach that conclusion, we analyzed the

substance of the transaction under the factors set forth in Grodt & McKay Realty,

Inc. v. Commissioner, 77 T.C. 1221, 1237-1238 (1981). Calloway v.

Commissioner, 135 T.C. at 34-37. Those factors include: (1) whether legal title

passes; (2) how the parties treat the transaction; (3) whether an equity interest was

acquired in the property; (4) whether the contract creates a present obligation on the

seller to execute and deliver a deed and a present obligation on the purchaser to

make payments; (5) whether the right of possession is vested in the purchaser; (6)

which party pays the property taxes; (7) which party bears the risk of loss or

damage to the property; and (8) which party receives the profits from the operation

and sale of the property. Id. at 34; see also Grodt & McKay Realty, Inc. v.

Commissioner, 77 T.C. at 1237-1238. In Calloway, as in the instant case, Derivium

did not hold the stock as collateral, but instead immediately sold it and gave the

taxpayer 90% of the proceeds. Calloway v. Commissioner, 135 T.C. at 38-39. On

the basis of the Grodt & McKay factors, we concluded that the taxpayer transferred

all of the rights and privileges of ownership to Derivium and held that 
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[*16] the transfer of stock was a sale, not a loan. Id. Since deciding Calloway, we

have reached the same conclusion in a number of similar cases. See Landow v.

Commissioner, T.C. Memo. 2011-177; Sollberger v. Commissioner, T.C. Memo.

2011-78; Kurata v. Commissioner, T.C. Memo. 2011-64; Shao v. Commissioner,

T.C. Memo. 2010-189. In Calloway we noted: “The only right petitioner retained

regarding shares of IBM stock was an option, exercisable three years later, in 2004,

to require Derivium to acquire 990 shares of IBM stock and deliver them to him in

2004.” Calloway v. Commissioner, 135 T.C. at 38. 

Petitioners contend that the 90% Stock Loan was neither a loan nor a sale but

rather a theft. Section 165(a) allows a taxpayer to deduct any loss sustained during

the taxable year that is not compensated for by insurance or otherwise. Section

165(c) limits the deduction for individuals to losses incurred in a trade or business,

losses incurred in a transaction engaged in for profit, and casualty and theft losses. 

Under section 165(e), “any loss arising from theft shall be treated as sustained

during the taxable year in which the taxpayer discovers such loss.” A taxpayer is

not entitled to deduct a loss if he has a claim for reimbursement and there is a

reasonable prospect of recovery. Sec. 1.165-1(d)(2)(i), (3), Income Tax Regs. A

reasonable prospect of recovery exists when the taxpayer has a bona fide claim for

recoupment from third parties or otherwise and there is a substantial 
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[*17] possibility that such claims will be decided in the taxpayer’s favor. Ramsay

Scarlett & Co. v. Commissioner, 61 T.C. 795, 811, (1974), aff’d, 521 F.2d 786 (4th

Cir. 1975). The amount of a casualty or theft loss is generally limited to the lesser

of the property’s reduction in fair market value or the property’s adjusted tax basis. 

Secs. 1.165-7(b)(1), 1.165-8(c), Income Tax Regs. Taxpayers bear the burden of

proving both the occurrence of a theft within the meaning of section 165 and the

amount of the loss. See Rule 142(a); Welch v. Helvering, 290 U.S. 111, 115

(1933).

For tax purposes, whether a theft loss has been sustained depends upon the

law of the jurisdiction in which the loss occurred. Bellis v. Commissioner, 540 F.2d

448, 449 (9th Cir. 1976), aff’g 61 T.C. 354 (1973); Edwards v. Bromberg, 232 F.2d

107, 111 (5th Cir. 1956); Monteleone v. Commissioner, 34 T.C. 688, 692 (1960). 

The exact nature of a theft, whether it be larceny, embezzlement, obtaining money

by false pretenses, or other wrongful misappropriation of property of another, is of

little importance provided that it constitutes a theft. Bromberg, 232 F.2d at 111; see

also sec. 1.165-8(d), Income Tax Regs. 

Because the alleged theft took place in California, we will apply California

law. In California, all larcenous crimes have been consolidated into the single crime

of theft, People v. Davis, 965 P.2d 1165, 1167 (Cal. 1998), defined in Cal.
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[*18] Penal Code sec. 484(a) (West 2010) as follows: “Every person who shall

feloniously steal, take, carry, lead, or drive away the personal property of another,

* * * or who shall knowingly and designedly, by any false or fraudulent

representation or pretense, defraud any other person of money, labor or real or

personal property * * * is guilty of theft.” That statute encompasses at least two

varieties of theft involving fraud. See People v. Ashley, 267 P.2d 271, 279 (Cal.

1954) (distinguishing theft by false pretenses and theft by trick or device). We need

not concern ourselves with the technical distinctions between those larcenous

offenses. Because petitioners contend that the theft involved fraud, for present

purposes it is sufficient to observe that the following elements are essential under

California law: (1) the perpetrator made a false pretense or representation which

materially influenced the owner to part with his property; (2) the perpetrator did so

knowingly with the intent to defraud the property owner; and (3) the owner was

actually defrauded. Id. at 279, 282; People v. Traster, 4 Cal. Rptr. 3d 680, 686-687

(Ct. App. 2003); People v. Sanders, 79 Cal. Rptr. 2d 806, 810-811 (Ct. App. 1998).

Petitioners attempt to distinguish the facts of their case from those of

Calloway and the other prior Derivium cases by arguing that, under the terms of the

Master Loan Agreements they signed, Derivium had the right to sell their stock 
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[*19] only during the “Loan Term”. Because the schedules A-1defined the “Loan

Term” as beginning on the date the loan proceeds were distributed and because

Derivium sold their shares of ValueClick stock before the loan proceeds were

distributed, petitioners contend that the sale of their ValueClick stock was a theft. 

Petitioners contend that the amount of their theft loss is the adjusted basis in their

shares of ValueClick stock, which is the amount they claimed on their amended

2006 return. 

We are not convinced by petitioners’ “Loan Term” argument. The loan

agreements in the prior Derivium cases we have considered are nearly identical to

the loan agreements in the instant case. For instance, in Calloway the loan

agreement gave Derivium the right to sell the stock “during the period covered by

the loan”, and the Schedule A-1 stated that the loan term was measured “starting

from the date on which final loan proceeds are delivered on the loan transaction.” 

Calloway v. Commissioner, 135 T.C. at 29. Similarly, the loan agreements in

Kurata and Landow also permitted Derivium to sell the stock only “during the

period covered by the loan.” See Landow v. Commissioner, T.C. Memo. 2011-177;

Kurata v. Commissioner, T.C. Memo. 2011-64. We conclude that there is no

meaningful distinction between the phrases “during the period covered by the loan”

and “during the Loan Term”. In Calloway, Kurata, and Landow, despite the
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[*20] ostensible limitations on the period during which Derivium was authorized to

sell the taxpayers’ stock, Derivium nonetheless sold the stock before it 

distributed the loan proceeds. In Landow, we rejected the taxpayers’ argument 

that the Derivium transaction constituted a theft that resulted in an involuntary

conversion under section 1033(a). We similarly reject petitioners’ “Loan Term”

argument.

However, the instant case is distinguishable from the prior Derivium cases

we have considered for a different reason. In none of the prior Derivium cases we

have considered did the taxpayers attempt to exercise their rights to a return of 

their collateral after the maturity dates. Rather, in the prior Derivium cases we have

considered: (1) the value of the supposed collateral had declined so that the

taxpayers either (a) walked away from the loan, see Calloway v. Commissioner,

135 T.C. at 32; Kurata v. Commissioner, T.C. Memo. 2011-64, or (b) renewed the

loan and payed a fee to do so, see Shao v. Commissioner, T.C. Memo. 2010-189;

or (2) the loan had not yet reached maturity, see Landow v. Commissioner, T.C.

Memo. 2011-177; Sollberger v. Commissioner, T.C. Memo. 2011-78. In contrast,

after initially trying to renew the loan, petitioners requested the return of their

shares of ValueClick stock, the value of which would have exceeded the amount

of interest and principal due on their loan. Pursuant to the terms of the Master 
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[*21] Loan Agreement, Derivium was obligated to return petitioners’ collateral to

them at the end of the Loan Term, after deducting the amount of interest and

principal petitioners owed. However, petitioners’ stock was not returned, which, as

noted above, led to their investigation of Optech, WITCO, Derivium, and Messrs.

Cathcart and Debevc.

As we stated in Calloway, Derivium’s 90% Stock Loan transactions, such as

those in issue in the instant case, can be characterized as sales of stock and the

simultaneous purchase of options,8 exercisable on the maturity dates, to purchase

equivalent shares of stock. See Calloway v. Commissioner, 135 T.C. at 38. Each

option’s strike price is equal to the principal on the loan plus the interest due. The

affidavit signed by Mr. Raifman in support of petitioners’ opposition to

respondent’s motion for summary judgment states that petitioners believed that

Derivium would engage in a hedging strategy to ensure that it would be solvent

8

In New Phoenix Sunrise Corp. v. Commissioner, 132 T.C. 161, 166 (2009),

aff’d, 408 Fed. Appx. 908 (6th Cir. 2010), we defined an “option” as follows:

An option is a contract that gives the buyer the right, but not the

obligation, to buy or sell an asset at a predetermined price (the strike price). 

In exchange for selling an option, the seller receives from the purchaser a

premium which reflects the value of the option. The risk to a purchaser of an

option is limited to the premium. The risk to the seller of an option can be

unlimited; it is the difference between the strike price and the market price of

the asset at expiration less the premium. * * * 
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[*22] and able to fulfill its obligations under the Master Loan Agreements to deliver

to petitioners, on the dates of maturity, all of their shares of ValueClick stock if

petitioners sought to exercise their options. Instead, it appears that Derivium

engaged in no hedging strategy at all and that it had initially used funds from other

borrowers to return collateral to some borrowers in a contrivance resembling a

Ponzi scheme. See Shao v. Commissioner, T.C. Memo. 2010-189 (recounting

Derivium’s history). When it sold its clients’ stock, Derivium apparently funneled

to various offshore businesses the 10% of funds not returned to the clients. See

Grayson Consulting, Inc. v. Wachovia Sec., LLC (In re Derivium Capital, LLC),

437 B.R. 798, 802 (Bankr. D.S.C. 2010). As a result of the true nature of

Derivium’s hedging strategy (or lack thereof) and because of additional legal

troubles with the State of California and the Internal Revenue Service, Derivium

was soon insolvent and filed for bankruptcy protection. See Shao v. Commissioner,

T.C. Memo. 2010-189. When petitioners attempted to exercise their first option

during 2006, Derivium failed to respond to any of petitioners’ letters. 

From the beginning, according to Mr. Raifman’s affidavit, Derivium

misrepresented the nature of the transaction into which petitioners entered. As far

as we can tell, Derivium never engaged in a plausible hedging strategy. Instead,
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[*23] its alleged actions appear to be tantamount to a massive bet that the price of

all of its clients’ stocks would fall, “hedged” only by a Ponzi scheme. Mr. 

Raifman also states in his affidavit that petitioners relied on Derivium’s

misrepresentations when they chose to enter into the 90% Stock Loan program and

that they were defrauded. Indeed, it appears that the failure of Derivium to honor

petitioners’ options to repurchase their ValueClick stock cost petitioners millions

of dollars. On the basis of the statements in Mr. Raifman’s affidavit,9 we conclude

that the instant case is distinguishable from Landow and the other prior Derivium

cases. Accordingly, we conclude that there remains a dispute over genuine issues

of material fact concerning the existence of a theft loss under California law.

Additional genuine issues of material fact appear to us to remain in dispute

with respect to petitioners’ claim of a theft loss. At trial, we expect that petitioners

will need to introduce, inter alia, evidence proving the amount of their loss, which

will likely require valuation of the options to repurchase the ValueClick stock. 

Additionally, we expect that petitioners will need to introduce evidence showing

that, at the time they claimed the theft loss deduction for 2006, they had no

9We are required, for purposes of deciding respondent’s motion for summary

judgment, to view these factual statements in the light most favorable to petitioners,

as the nonmoving party. See Sundstrand Corp. v. Commissioner, 98 T.C. 518, 520

(1992), aff’d, 17 F.3d 965 (7th Cir. 1994)
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[*24] reasonable prospect of recovery, including no possibility of recovery on their

claims against their investment advisers or Wachovia. 

On the basis of the foregoing, we will grant respondent’s motion for summary

judgment insofar as we conclude that petitioners’ transfers of stock to Derivium

under the 90% Stock Loan were sales and not loans, but we will deny respondent’s

motion for summary judgment insofar as we conclude that genuine issues of material

fact remain as to whether petitioners may be entitled to a deduction for a theft loss

in the amount of the value of the options they purchased from Derivium that may be

carried back from petitioners’ 2006 tax year to petitioners’ 2003 tax year.10

10We are puzzled by respondent’s choice not to seek remand of petitioners’

case to the Appeals Office, despite respondent’s concession that the Appeals Office

erred by failing to consider whether petitioners’ carryback with respect to their

claimed theft loss during 2006 was within the scope of the Appeals hearing. 

Accordingly, we will order respondent to wait until he has concluded the

examination of petitioners’ amended 2006 return before proceeding with the instant

case in this Court. In that regard, we will also order the parties to submit a status

report advising the Court when the examination of petitioners’ 2006 return has been

concluded.
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[*25] In reaching these holdings, we have considered all the parties’ arguments,

and, to the extent not addressed herein, we conclude that they are moot, irrelevant,

or without merit.

To reflect the foregoing,

 An appropriate order will be issued.