Julia R. Swords Trust, Transferee, Margaret R. Mackell, Dorothy R. Brotherton, and Julia R. Swords, Co-Trustees v. Commissioner , 142 T.C. 317 ( 2014 )


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  •                                               JULIA R. SWORDS TRUST, TRANSFEREE, MARGARET R.
    MACKELL, DOROTHY R. BROTHERTON, AND JULIA R.
    SWORDS, CO-TRUSTEES, ET AL., 1 PETITIONERS v.
    COMMISSIONER OF INTERNAL REVENUE,
    RESPONDENT
    Docket Nos. 10882–10, 10883–10,                          Filed May 29, 2014.
    10884–10, 10885–10.
    R issued notices of transferee liability to Ps to collect D’s
    unpaid Federal income tax pursuant to I.R.C. sec. 6901. R
    argues that the following two-step analysis applies in deter-
    mining whether Ps are liable for D’s unpaid tax: (1) analyze
    whether the subject transactions are recast under Federal
    law, here primarily the Federal substance over form doctrine,
    and then (2) apply State law to the transactions as recast
    under Federal law. Held: I.R.C. sec. 6901 requires that the
    Court apply State (rather than Federal) law to determine
    whether a transaction is recast under a substance over form
    (or similar) doctrine. Held, further, R has failed to establish
    1 Cases of the following petitioners are consolidated herewith: David P.
    Reynolds Trust, Transferee, Margaret R. Mackell, Dorothy R. Brotherton,
    and Julia R. Swords, Co-Trustees, docket No. 10883–10; Margaret R.
    Mackell Trust, Transferee, Margaret R. Mackell, Dorothy R. Brotherton,
    and Julia R. Swords, Co-Trustees, docket No. 10884–10; and Dorothy R.
    Brotherton Trust, Transferee, Margaret R. Mackell, Dorothy R.
    Brotherton, and Julia R. Swords, Co-Trustees, docket No. 10885–10.
    317
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    318                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    that an independent basis exists under applicable State law
    or State equity principles for holding Ps liable for D’s unpaid
    tax.
    Timothy L. Jacobs and William Lee S. Rowe, for peti-
    tioners.
    Randall L. Eager, Jr., Timothy B. Heavner, Matthew S.
    Reddington, James R. Rich, Kristina L. Rico, and Johnny C.
    Young, for respondent.
    MARVEL, Judge: These consolidated cases concern separate
    notices of liability that respondent issued to the cotrustees of
    the Julia R. Swords Trust (Swords Trust), the David P.
    Reynolds Trust (Reynolds Trust), the Margaret R. Mackell
    Trust (Mackell Trust), and the Dorothy R. Brotherton Trust
    (Brotherton      Trust)    (collectively, petitioner   trusts). 2
    Respondent determined in the notices that petitioner trusts
    are liable as transferees for Davreyn Corp.’s (Davreyn) Fed-
    eral income tax deficiency of $4,602,986, 3 additions to tax
    under section 6651(a)(1) and (2) 4 of $1,160,137 and $1,982,
    respectively, an accuracy-related penalty under section 6662
    of $920,597, fees of $50, and related interest for Davreyn’s
    taxable year ended (TYE) February 15, 2001. The amount of
    each petitioner trust’s transferee liability as calculated by
    respondent is as follows: Swords Trust—$3,833,988,
    Reynolds Trust—$2,710,241, Mackell Trust—$3,833,988, and
    Brotherton Trust—$3,833,988. These calculated liabilities
    stem primarily from respondent’s determination recharacter-
    izing petitioner trusts’ February 15, 2001, sales 5 of their
    Davreyn stock as a sale of assets by Davreyn followed by
    Davreyn’s distribution of its assets to petitioner trusts in liq-
    uidation.
    The sole issue for decision is whether petitioner trusts are
    liable as transferees under section 6901 for Davreyn’s unpaid
    2 The cotrustees of each of these trusts are Margaret R. Mackell, Dorothy
    R. Brotherton, and Julia R. Swords.
    3 Some monetary amounts have been rounded to the nearest dollar.
    4 Unless otherwise indicated, section references are to the applicable
    versions of the Internal Revenue Code, as amended, and Rule references
    are to the Tax Court Rules of Practice and Procedure.
    5 Our use in the findings of fact of ‘‘sale’’, ‘‘purchase’’, and similar words
    generally is for convenience and is not intended to, and does not, constitute
    a finding that the referenced transactions were valid transactions recog-
    nized for Federal income tax purposes.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        319
    Federal income tax liability for Davreyn’s TYE February 15,
    2001. We hold that petitioner trusts are not liable as trans-
    ferees under section 6901.
    FINDINGS OF FACT
    Some facts have been stipulated and are so found. The
    stipulations of fact and the facts drawn from stipulated
    exhibits are incorporated herein by this reference. When the
    petitions were filed, each petitioner trust had a mailing
    address in Virginia. Also at that time, Ms. Mackell and Ms.
    Brotherton resided in Virginia, and Ms. Swords resided in
    Kentucky.
    I. The Reynolds Family and Petitioner Trusts
    In 1919 Richard S. Reynolds, Sr., founded the Reynolds
    Metal Co. (Reynolds Metal). Reynolds Metal produced the
    popular     aluminum      foil   brand,     Reynolds    Wrap.
    Headquartered in Richmond, Virginia, Reynolds Metal was,
    at one time, the third largest aluminum company in the
    world.
    David Parham Reynolds (Mr. Reynolds), who died on
    August 29, 2011, was the son of Richard S. Reynolds, Sr.,
    and the sole beneficiary of the Reynolds Trust. The Reynolds
    Trust was established by an instrument of indenture dated
    May 14, 1932.
    Mr. Reynolds’ only children are his daughters: Ms. Swords,
    Ms. Mackell, and Ms. Brotherton. Ms. Swords and her
    descendants are the sole beneficiaries of the Swords Trust.
    Ms. Mackell and her descendants are the sole beneficiaries
    of the Mackell Trust. Ms. Brotherton and her descendants
    are the sole beneficiaries of the Brotherton Trust. The
    Swords Trust, the Mackell Trust, and the Brotherton Trust
    were established by separate instruments of indenture dated
    February 22, 1957.
    When Mr. Reynolds became ill in the late 1990s, Ms.
    Swords, Ms. Mackell, and Ms. Brotherton became primarily
    responsible for managing petitioner trusts. They served as
    cotrustees for petitioner trusts at all relevant times. Robert
    H. Griffin, a certified public accountant (C.P.A.) and a
    partner at the Virginia accounting firm of Mitchell Wiggins
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    320                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    & Co., LLP (Mitchell Wiggins), has provided accounting and
    tax services to petitioner trusts for decades.
    II. Davreyn
    In 1961 Davreyn was established and began business as a
    Virginia corporation. At all relevant times Davreyn was a
    personal holding company (PHC). Each petitioner trust
    received a substantial number of Davreyn shares at the time
    of Davreyn’s formation.
    Before June 2000 Davreyn held a substantial number of
    shares in Reynolds Metal. In June 2000 Reynolds Metal
    merged with Alcoa, Inc. (Alcoa), another American aluminum
    company, and Davreyn’s existing Reynolds Metal shares were
    converted into Alcoa shares.
    As of February 1, 2001, Davreyn had assets as follows: (1)
    409,830 shares of Alcoa stock and (2) an investment in the
    Goldman Sachs 1999 Exchange Place Fund (Goldman Sachs
    fund). The value of the Alcoa stock held by Davreyn exceeded
    $14 million as of February 2001.
    As of February 14, 2001, the Swords Trust, the Mackell
    Trust, and the Brotherton Trust owned all of Davreyn’s
    common stock. Each trust owned 1,656 of the 4,968 issued
    and outstanding shares of Davreyn’s common stock. The
    Reynolds Trust owned all of the 35,428 issued and out-
    standing shares of Davreyn’s preferred stock.
    Also as of February 14, 2001, Davreyn had officers and
    directors as follows: (1) Ms. Mackell, who served as presi-
    dent, treasurer, and director, (2) Ms. Swords, who served as
    vice president and director, (3) Ms. Brotherton, who served
    as vice president and director, and (4) Mr. Griffin, who
    served as secretary and director. Mr. Griffin also served as
    an accountant and adviser to Davreyn, and he prepared its
    Federal income tax returns for its taxable years before the
    year in issue. Before the transactions at issue, neither Ms.
    Swords, Ms. Mackell, nor Ms. Brotherton made any change
    to Davreyn’s operation, except for diversifying Davreyn’s
    holdings by investing in the Goldman Sachs fund.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        321
    III. Petitioner Trusts’ Sales of Davreyn Stock
    A. Initial Meetings and Negotiations
    In the late 1990s BDO Seidman, an accounting firm,
    advised its local offices about an opportunity for PHC share-
    holders to sell their appreciated PHC stock to a financial
    buyer in a tax efficient manner. Jon Glazman, a C.P.A. with
    BDO Seidman, contacted several attorneys, including Tom
    Word, an attorney at McGuireWoods LLP (McGuireWoods),
    to inform them of this opportunity. Mr. Word relayed this
    opportunity to other McGuireWoods attorneys, including
    Thomas Rohman, a tax partner. Mr. Rohman later contacted
    Mr. Glazman about a potential sale of PHC stock by clients
    of Mr. Rohman. Mr. Glazman put Mr. Rohman in touch with
    Maurice Gottlieb, another C.P.A. at BDO Seidman who
    specialized in PHC stock sale transactions. Eventually, Mr.
    Rohman and Mr. Glazman began working together to sell
    PHC stock to financial buyers. As of the beginning of Feb-
    ruary 2000 Mr. Gottlieb had structured several transactions
    similar to the one at issue with the assistance of Mr.
    Rohman.
    Mr. Rohman at some point contacted Mr. Griffin and
    advised him of the opportunity for shareholders to sell their
    PHC stock to a financial buyer. Although neither Mr. Griffin
    nor petitioner trusts were marketing or seeking to market
    Davreyn, Mr. Griffin recognized that Davreyn was a can-
    didate for this opportunity because Davreyn was a PHC that
    held highly appreciated stock. On or before February 10,
    2000, Mr. Griffin mentioned to Mr. Rohman that Davreyn
    was such a possible candidate, and Mr. Rohman relayed that
    information to Mr. Gottlieb.
    On February 10, 2000, at Mr. Gottlieb’s request, Mr.
    Rohman sent to Mr. Gottlieb and Mr. Glazman an email pro-
    viding more detailed information about a potential sale of
    Davreyn’s stock, including information about Davreyn’s tax
    basis in its assets. In the email Mr. Rohman indicated that
    Davreyn held two assets, the total market value of which
    was $15,526,639. These assets were: (1) 193,317 shares of
    Reynolds Metal common stock, with a market value of
    $14,498,775, and (2) the Goldman Sachs fund shares, with a
    market value of $1,027,864.
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    322                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    On March 7, 2000, Mr. Rohman and Mr. Griffin again dis-
    cussed a potential sale of Davreyn’s stock. 6 Nine days later,
    a meeting was held between Ms. Mackell, Ms. Brotherton,
    Mr. Rohman, Mr. Griffin, and Lizzie Amos, a manager at
    Mitchell Wiggins. At the meeting Mr. Griffin and Ms. Amos
    advised Ms. Mackell and Ms. Brotherton that petitioner
    trusts had five options with respect to Davreyn: (1) continue
    Davreyn, (2) liquidate Davreyn, (3) sell Davreyn’s stock for
    90% of the fair market value (FMV) of its assets, (4) sell
    Davreyn’s stock for the sum of 90% of the FMV of the
    Reynolds Metal stock plus 25% of the FMV of the Goldman
    Sachs fund shares, or (5) sell Davreyn’s stock for 90% of the
    FMV of the Reynolds Metal stock and distribute the Gold-
    man Sachs fund shares to a limited liability company (LLC).
    Mr. Griffin advised Ms. Mackell and Ms. Brotherton
    regarding the potential sale price, as well as the mechanics
    and tax consequences of a potential sale of Davreyn’s stock.
    Because of the merger between Reynolds Metal and Alcoa,
    any plans regarding the sale of Davreyn’s stock were put on
    hold. After the merger, in September 2000, Mr. Rohman
    again met with Mr. Griffin, Ms. Mackell, and Ms. Brotherton
    to discuss the potential sale of Davreyn’s stock to a financial
    buyer. At the meeting Mr. Rohman did not discuss the
    buyer’s plans with respect to either Davreyn or Davreyn’s
    assets.
    Following the meeting, on September 8, 2000, Mr. Rohman
    sent to Ms. Swords, Ms. Mackell, and Ms. Brotherton a
    memorandum reiterating his presentation and outlining the
    proposed sale transaction. In the memorandum Mr. Rohman
    advised that, because of the financial buyer’s ‘‘peculiar’’ tax
    situation, a sale of Davreyn’s stock to the financial buyer
    would be an attractive option for petitioner trusts. Mr.
    Rohman also stated that the financial buyer would not be
    interested in purchasing Davreyn if it held any assets other
    than the Alcoa stock. 7 To account for the existence of the
    6 Mr. Griffin testified that this discussion was the first time he knew
    that there was a buyer interested in purchasing Davreyn stock. However,
    Mr. Rohman sent the February 10, 2000, email to Mr. Gottlieb and Mr.
    Glazman containing detailed information about Davreyn. We therefore re-
    ject the referenced testimony and find that Mr. Rohman and Mr. Griffin
    discussed the sale of Davreyn stock on or before February 10, 2000.
    7 Mr. Rohman calculated Davreyn’s assets as follows: (1) Alcoa stock,
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        323
    other asset, namely, the Goldman Sachs fund shares, Mr.
    Rohman proposed that the transaction proceed as follows: (1)
    Davreyn organizes an LLC, (2) Davreyn transfers the Gold-
    man Sachs fund shares to the LLC, (3) Davreyn distributes
    to petitioner trusts the ownership interests in the LLC in
    exchange for some of their Davreyn shares, and (4) petitioner
    trusts sell their Davreyn stock to the financial buyer for
    cash. Mr. Rohman advised that the purchase price for the
    Davreyn stock would equal: (1) 90% of the FMV of the Alcoa
    stock, (2) 100% of all the accrued dividends on the Alcoa
    stock, and (3) 100% of Davreyn’s cash on hand at closing,
    ‘‘less the amount of the estimated corporate income tax
    incurred by it on the distribution’’ of the Goldman Sachs
    fund shares to the LLC.
    With respect to the tax consequences, Mr. Rohman advised
    that petitioner trusts would recognize long-term capital gain
    in amounts equal to the difference between the total stock
    sale price and petitioner trusts’ tax bases in their Davreyn
    stock. He further advised that after the transaction, peti-
    tioner trusts would own 100% of the LLC and that the LLC
    would have a tax basis in the Goldman Sachs fund shares
    equal to their FMV. Mr. Rohman noted that Davreyn would
    recognize taxable gain equal to the difference between its tax
    basis and the FMV of the Goldman Sachs fund shares and
    that ‘‘[t]he burden of this corporate income tax liability would
    effectively fall on the shareholders because the Buyer would
    reduce the Purchase Price by the amount of this corporate
    income tax liability.’’ Mr. Rohman concluded that petitioner
    trusts would recognize long-term capital gain of $13,031,000
    and pay tax of $3,356,000 with respect to the proposed stock
    sale. 8
    Although Ms. Swords, Ms. Mackell, and Ms. Brotherton
    had not previously considered selling petitioner trusts’ shares
    in Davreyn, arranging a sale of Davreyn’s assets, or liqui-
    dating Davreyn, they agreed on the advice of Mr. Griffin and
    Mr. Rohman to sell petitioner trusts’ Davreyn stock to the
    financial buyer. Neither Mr. Griffin, Ms. Swords, Ms.
    with an estimated tax basis of $1 million and an estimated value of
    $13,857,000 and (2) Goldman Sachs fund shares, with an estimated tax
    basis of $167,000 and an estimated value of $860,000.
    8 Mr. Rohman calculated petitioner trusts’ tax liabilities assuming a 20%
    Federal income tax rate and a 5.75% State income tax rate.
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    324                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    Mackell, nor Ms. Brotherton were aware of the buyer’s
    identity or the buyer’s plan with respect to Davreyn or the
    Alcoa stock Davreyn owned. The buyer was not acting as the
    agent of petitioner trusts, and Ms. Swords, Ms. Mackell, and
    Ms. Brotherton were not aware of any plan by the financial
    buyer to cause Davreyn or any other taxpayer to illegit-
    imately avoid the payment of tax. Mr. Griffin subsequently
    contacted Mr. Rohman to advise him that petitioner trusts
    wanted to sell their Davreyn stock to the financial buyer.
    On September 13, 2000, Mr. Rohman sent an email to the
    chief financial officer (CFO) of Integrated Capital Associates
    (ICA), 9 Howard B. Teig, 10 regarding the proposed stock sale
    transaction. In the email Mr. Rohman described Davreyn and
    indicated that Davreyn would transfer the Goldman Sachs
    fund shares to an LLC before the proposed stock sale. After
    exchanging a series of emails, on September 15, 2000, Mr.
    Teig sent to Mr. Rohman an email with an attached draft
    letter of intent.
    B. Formation of Davreyn LLC
    On September 15, 2000, Mr. Rohman caused Davreyn LLC
    to be formed. At formation Davreyn was the sole member of
    Davreyn LLC. Ms. Mackell and Ms. Brotherton were the ini-
    tial managers of Davreyn LLC.
    C. Letter of Intent and Stock Purchase Agreement
    On December 14, 2000, Mr. Rohman emailed Mr. Teig to
    inform him that the officers and directors of Davreyn had
    agreed to the proposed stock sale. After exchanging emails
    Mr. Rohman sent to Mr. Teig an email with an attached
    draft letter of intent.
    9 ICA was an investment banking firm incorporated under Delaware law
    and based in New York City and San Francisco. ICA had a number of af-
    filiates, including Integrated Acquisition Group, LLC (IAG), and ICA Fund
    Manager, Inc. (ICA Fund Manager). In addition to his role as CFO of ICA
    Fund Manager, Mr. Teig served as CFO of IAG and ICA Fund Manager.
    10 Mr. Teig, a C.P.A., performed all of ICA’s accounting work, including
    the preparation of its tax returns. With respect to financial transactions
    between ICA and a third party, Mr. Teig performed due diligence and
    worked with the third parties and outside counsel to finalize the trans-
    actions.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        325
    On January 19, 2001, ICA sent a letter of intent to
    Davreyn. The letter of intent proposed a purchase price equal
    to: (1) 90% of the FMV of Davreyn’s marketable securities
    plus (2) 100% of Davreyn’s cash and accrued dividend and
    interest income. The letter provided that petitioner trusts
    would permit ICA to conduct a full due diligence review of
    Davreyn before closing. The letter also provided that the
    buyer would obtain sufficient acquisition financing. Mr. Teig
    signed the letter of intent as CFO of ICA. Ms. Swords, Ms.
    Mackell, and Ms. Brotherton executed the letter of intent on
    behalf of petitioner trusts and returned the executed letter of
    intent to ICA on January 26, 2001.
    On January 22, 2001, Mr. Rohman sent to Mr. Teig an ini-
    tial draft of the Stock Purchase and Redemption Agreement
    (stock purchase agreement). With respect to the tax con-
    sequences of the transaction, the stock purchase agreement
    provided that, among other things: (1) the purchase price
    payable on the closing date would be reduced by an amount
    equal to the net interim tax liability, 11 (2) the buyer would
    prepare and file any returns on behalf of Davreyn and pay
    the related tax for any taxable periods beginning before the
    closing date and ending after the closing date, (3) the buyer
    would not cause Davreyn to become a member of a consoli-
    dated group for tax purposes after the closing, 12 and (4) the
    redemption transaction would qualify as a redemption
    treated as an exchange pursuant to section 302(b)(3). While
    the stock purchase agreement indicated that the buyer was
    a statutory trust, the stock purchase agreement did not iden-
    tify the buyer by name.
    11 The stock purchase agreement provided that the net interim tax liabil-
    ity would be equal to the difference between the quarterly tax estimate
    and the interim tax liability. The quarterly tax estimate would be equal
    to Davreyn’s estimated tax payments for the period beginning January 1,
    2001, and ended April 15, 2001. The interim tax liability would be equal
    to Davreyn’s estimated Federal and State tax liability for the period begin-
    ning January 1, 2001, and ended on the closing date. In the closing state-
    ment Mitchell Wiggens calculated the interim tax liability as $49,800.
    12 The stock purchase agreement also provided that after the closing the
    buyer would file articles of amendment with the Virginia State Corpora-
    tion Commission to change Davreyn’s name.
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    326                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    On February 6, 2001, Dan L. Rosenbaum 13 emailed Mr.
    Rohman and Mr. Teig an edited copy of the stock purchase
    agreement. In the edited stock purchase agreement, Mr.
    Rosenbaum changed the purchaser’s name to Alrey Statutory
    Trust (Alrey Trust). Alrey Trust 14 was a Connecticut statu-
    tory trust established by First Union and Alrey LLC. 15
    D. Davreyn’s Closing Preparations
    Mr. Teig requested that Mr. Rohman instruct Davreyn to:
    (1) open an account at DB Alex. Brown, LLC, a subsidiary
    of Deutsche Bank AG (collectively, Deutsche Bank) and (2)
    transfer its Alcoa stock to Davreyn’s newly opened Deutsche
    Bank account. Accordingly, on February 9, 2001, Ms. Mackell
    and Ms. Brotherton executed an account agreement to open
    a brokerage account with Deutsche Bank on behalf of
    Davreyn. On February 13, 2001, Davreyn transferred its
    Alcoa stock to its Deutsche Bank account.
    E. IAG’s Transfer of Alrey Trust
    On February 13, 2001, in exchange for $525,000, IAG
    assigned to Alrey Acquisition Corp. (Alrey Acquisition) 16 its
    100% membership interest in Alrey LLC, the trustor of Alrey
    13 Mr. Rosenbaum was an attorney at the law firm of Sonnenschein,
    Nath & Rosenthal LLP (Sonnenschein).
    14 On February 7, 2001, Alrey LLC and First Union National Bank (First
    Union) entered into a trust agreement to establish Alrey Trust. Mr. Teig,
    acting as CFO of ICA Fund Manager (at the time, the manager of Alrey
    LLC), signed the trust agreement on behalf of Alrey LLC, the trustor.
    W. Jeffrey Kramer, acting as vice president of First Union, signed the
    trust agreement on behalf of First Union, the trustee. Alrey Trust was ter-
    minated on June 16, 2003.
    15 Alrey LLC, a Delaware limited liability company, was formed on Feb-
    ruary 6, 2001. Mr. Rosenbaum acted as incorporator for Alrey LLC. At the
    time of formation IAG was the sole member of Alrey LLC. ICA Fund Man-
    ager was the initial manager of Alrey LLC. At all relevant times Alrey
    LLC was treated as a disregarded entity for Federal income tax purposes
    pursuant to sec. 301.7701–2(c)(2)(i), Proced. & Admin. Regs.
    16 Alrey Acquisition, a Delaware corporation, was formed on February 6,
    2001. Mr. Rosenbaum acted as incorporator for Alrey Acquisition. On Feb-
    ruary 6, 2001, Mr. Rosenbaum, acting on behalf of Alrey Acquisition,
    adopted a resolution electing Larry J. Austin as the sole director of Alrey
    Acquisition. Sunny Capital Assets 1999 Trust (Sunny Capital) was the sole
    shareholder of Alrey Acquisition. Mr. Austin was the trustee of Sunny
    Capital.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        327
    Trust. Following the transfer Mr. Austin was appointed as
    the manager of Alrey LLC. Accordingly, as of February 13,
    2001, Alrey LLC was owned outright by Alrey Acquisition,
    which had only one shareholder, Sunny Capital. Further-
    more, as of February 13, 2001, Mr. Austin was the manager
    of Alrey LLC and the sole director, president, secretary, and
    treasurer of Alrey Acquisition.
    F. Alrey Trust’s Financing
    Integrated Holdings Ltd. (Integrated Holdings), a company
    in the Cayman Islands, 17 provided financing, via a loan and
    a promissory note, for Alrey Trust’s acquisition of Davreyn’s
    stock. On February 14, 2001, $16 million was deposited into
    Alrey Trust’s account at First Union, presumably by
    Integrated Holdings.
    G. The Redemption Transaction
    On February 15, 2001, Davreyn transferred the Goldman
    Sachs fund shares to Davreyn LLC in exchange for a 100%
    membership interest in Davreyn LLC. Davreyn then
    redeemed 1 share of its issued and outstanding common
    stock from each of the Swords Trust, the Mackell Trust, and
    the Brotherton Trust in exchange for the distribution of one-
    third of its membership interest in Davreyn LLC to each of
    those trusts. Following the redemption transaction the
    Swords Trust, the Mackell Trust, and the Brotherton Trust
    each owned 1,655 shares of Davreyn common stock and a
    one-third membership interest in Davreyn LLC.
    H. The Stock Sale Transaction
    Davreyn, petitioner trusts, and Alrey Trust entered into
    the stock purchase agreement on February 15, 2001. Ms.
    Mackell executed the stock purchase agreement on behalf of
    Davreyn, Ms. Swords, Ms. Mackell, and Ms. Brotherton
    executed the stock purchase agreement on behalf of peti-
    17 ICA and First Union planned to use Integrated Holdings as a financier
    for the Davreyn stock sale transaction as early as February 7, 2001. Mr.
    Teig testified that Integrated Holdings was a third party unrelated to ICA.
    However, he later testified that ICA often established entities that began
    with the word ‘‘integrated’’ and admitted that it was possible that ICA es-
    tablished Integrated Holdings.
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    328                  142 UNITED STATES TAX COURT REPORTS                                    (317)
    tioner trusts, and Mr. Kramer executed the stock purchase
    agreement on behalf of Alrey Trust.
    Pursuant to the stock purchase agreement, on February
    15, 2001, the Swords Trust, the Mackell Trust, and the
    Brotherton Trust each sold 1,655 shares of Davreyn common
    stock and the Reynolds Trust sold all of its shares of Davreyn
    preferred stock to Alrey Trust. In exchange Alrey Trust
    transferred $13,102,055 in cash to an escrow account held by
    McGuireWoods. 18 On that same date the cash proceeds were
    wired from the McGuireWoods escrow account to peti-
    tioner trusts’ accounts at Merrill Lynch as follows:
    Reynolds Trust—$2,673,431, Swords Trust—$3,416,891,
    Mackell Trust—$3,416,891, Brotherton Trust—$3,416,891. A
    portion of the cash proceeds was used to pay petitioner
    trusts’ representatives; McGuireWoods and Mitchell Wiggins
    received payments of $139,500 and $38,450, respectively.
    Mr. Griffin and Ms. Swords, Ms. Mackell, and Ms.
    Brotherton then resigned from their positions as the officers
    and directors of Davreyn, effective February 15, 2001. By
    letter dated February 15, 2001, Ms. Mackell released her
    authority over Davreyn’s Deutsche Bank account.
    IV. Alrey Trust’s Pre- and Post-Closing Transactions
    A. Background
    On February 14, 2001, in anticipation of the closing of the
    sale with respect to Alrey Trust’s purchase of Davreyn’s
    stock, Alrey Trust entered into a stock purchase agreement
    with Deutsche Bank for the sale of Davreyn’s Alcoa stock. On
    the same day, Mr. Kramer accepted the Deutsche Bank offer
    on behalf of Alrey Trust. The stock purchase agreement
    between Deutsche Bank and Alrey Trust provided that the
    sale price would be determined on the basis of Alcoa’s
    closing price on February 14, 2001. Alcoa stock closed at
    $35.49 per share on February 14, 2001.
    18 According
    to the closing statement the $13,102,055 equaled (1) 90% of
    the $14,544,867 FMV of Davreyn’s Alcoa stock as determined on the basis
    of Alcoa’s closing price on February 14, 2001, plus (2) $61,475 of accrued
    dividends, less (3) a $49,800 interim tax liability as computed by Mitchell
    Wiggins.
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        329
    B. Davreyn’s Liquidation and Other Post-Closing Transac-
    tions
    By documents dated February 15, 2001, Mr. Kramer,
    acting on behalf of Alrey Trust, and Mr. Austin, acting as
    director of Davreyn, resolved that Davreyn be completely liq-
    uidated in accordance with section 331. In an attached plan
    of liquidation Mr. Austin provided that Davreyn would dis-
    tribute all of its assets to Alrey Trust in redemption and can-
    cellation of all of the outstanding Davreyn stock. Further, on
    February 15, 2001, Mr. Austin authorized dissolution of
    Davreyn and caused to be filed with the Virginia State Cor-
    poration Commission articles terminating Davreyn’s cor-
    porate existence.
    Davreyn was liquidated on February 15, 2001, and its
    assets were distributed to Alrey Trust. Mr. Austin directed
    Deutsche Bank to transfer the Alcoa stock in Davreyn’s
    Deutsche Bank account to Alrey Trust’s account at Deutsche
    Bank, and Deutsche Bank did so. In addition, Sunny Capital
    assigned to Alrey Acquisition its shares of common stock of
    BMY Acquisition Corp. (BMY). 19 Davreyn was terminated
    and dissolved effective February 27, 2001.
    Pursuant to their earlier agreement, Alrey Trust ulti-
    mately transferred the Alcoa stock to Deutsche Bank in
    exchange for $14,446,020 in net proceeds. 20 On February 20,
    2001, Deutsche Bank deposited $14,446,010 of the net sales
    proceeds into Alrey Trust’s account. 21 Also on that day, Alrey
    Trust, at the direction of Mr. Austin, transferred $16,139,452
    from its account at First Union to an account at ABN Amro
    Bank N.V., held under the name MeesPierson (Bahamas)
    Ltd. Alrey Trust designated this amount as a ‘‘loan repay-
    ment’’. After the transfer Alrey Trust’s First Union bank
    account had a balance of $679,504.
    Between April 2001 and June 2003 a number of payments
    were made from Alrey Trust’s First Union bank account to
    19 Mr.
    Austin signed the assignment of shares document in his capacity
    as trustee of Sunny Capital and as chairman of Alrey Acquisition.
    20 The gross proceeds from the sale were $14,544,867. Deutsche Bank
    calculated the net proceeds by eliminating from the gross proceeds the fol-
    lowing amounts: (1) commissions of $98,359, (2) a Securities and Exchange
    Commission fee of $485, and (3) a handling fee of $3.
    21 The $14,446,010 figure is equal to the net proceeds from Alrey Trust’s
    sale of the Alcoa stock, minus a wire transfer fee of $10.
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    330                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    various entities and individuals, including BDO Seidman,
    WC Investments, Inc., 22 Emil Pesiri, 23 Bingham Dana LLP,
    Sonnenschein, Cooper, Brown & Behrle, First Union,
    Vandalia, LLC, ICA, and Starwalker Group, LLC
    (Starwalker). 24 On June 19, 2003, Alrey Trust’s First Union
    bank account was closed.
    V. Tax Reporting
    A. Petitioner Trusts
    Each petitioner trust timely filed a Form 1041, U.S.
    Income Tax Return for Estates and Trusts, for 2001. Mr.
    Griffin prepared petitioner trusts’ Forms 1041. On a
    Schedule D, Capital Gains and Losses, attached to its Form
    1041 the Reynolds Trust reported a $2,664,196 gain from the
    stock sale. On Schedules D attached to their Forms 1041, the
    Swords Trust, the Mackell Trust, and the Brotherton Trust
    each reported a $3,628,247 gain from the sale of the Davreyn
    common stock and from the redemption of Davreyn stock
    relating to the Goldman Sacks fund shares. For 2001 peti-
    tioner trusts paid Federal income tax as follows: Reynolds
    Trust—$532,722, Swords Trust—$726,356, Mackell Trust—
    $726,555, and Brotherton Trust—$726,544.
    B. Davreyn
    On September 30, 2002, Davreyn mailed to respondent a
    Form 1120, U.S. Corporation Income Tax Return, for the
    period January 1 to February 15, 2001. 25 Mr. Teig prepared
    the Form 1120 and Mr. Austin executed it.
    On the Form 1120 Davreyn reported total income of
    $558,440, including dividends of $61,475, interest of $24, and
    capital gains of $496,941. On an attached Schedule D
    Davreyn reported a short-term capital gain of $496,941
    attributable to the sale of the ‘‘investment in Davreyn LLC’’.
    Davreyn reported a basis in the Davreyn LLC investment of
    22 WC Investments, Inc., was owned by George Theofel. Mr. Theofel was
    a former employee and/or representative of ICA.
    23 Mr. Pesiri was a former employee and/or representative of ICA.
    24 Starwalker was an entity established and owned by Mr. Austin. Mr.
    Austin served as president of Starwalker during the relevant period.
    25 Before the transactions at issue Davreyn used a TYE December 31 for
    financial and tax accounting purposes.
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        331
    $1,076,530 and a sale price of $1,573,471, and a Federal
    income tax liability of $37,560, on its Form 1120.
    C. Alrey Trust
    Alrey Trust filed a Form 1041 for the taxable year begin-
    ning February 7, 2001, and ended January 31, 2002. Alrey
    Trust attached to its Form 1041 a grantor letter identifying
    Alrey Acquisition as its grantor. The grantor letter reported
    a long-term capital gain of $13,424,010, arising from the sale
    of 409,830 shares of Alcoa stock. The grantor letter stated
    that: (1) Alrey Trust acquired the Alcoa stock on December
    14, 1961, (2) Alrey Trust had a basis in the Alcoa stock of
    $1,022,000, (3) Alrey Trust sold the Alcoa stock on February
    15, 2001, for a gross sale price of $14,446,010, and (4) Alrey
    Trust’s income, deductions, and credits would be reported on
    Alrey Acquisition’s Federal income tax return.
    D. Alrey Acquisition
    Alrey Acquisition filed a Form 1120 for the taxable year
    beginning February 6, 2001, and ended January 31, 2002. On
    its Form 1120 Alrey Acquisition reported interest income of
    $10,506 and a net loss of $615,543, for a total taxable loss
    of $605,037 and total tax of zero. On an attached Schedule
    D Alrey Acquisition reported long-term capital gain from its
    passthrough entities of $13,424,010 and a short-term capital
    loss of $13,727,689, resulting from its sale of the BMY
    stock. 26
    26 With respect to the BMY stock, Alrey Acquisition reported a basis of
    $13,744,939 and a sale price of $17,250. Alrey Acquisition reported that it
    acquired the BMY stock on February 15, 2001, and that it sold the BMY
    stock on December 17, 2001.
    Respondent has alleged that Alrey Acquisition’s sale of the Alcoa stock
    and the BMY stock were parts of a Son-of-BOSS transaction. A Son-of-
    BOSS transaction can be summarized as follows:
    [A] variation of a slightly older alleged tax shelter known as BOSS, an
    acronym for ‘‘bond and options sales strategy.’’ There are a number of
    different types of Son-of-BOSS transactions, but what they all have in
    common is the transfer of assets encumbered by significant liabilities to
    a partnership, with the goal of increasing basis in that partnership. The
    liabilities are usually obligations to buy securities, and typically are not
    completely fixed at the time of transfer. This may let the partnership
    treat the liabilities as uncertain, which may let the partnership ignore
    Continued
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    332                  142 UNITED STATES TAX COURT REPORTS                                    (317)
    VI. Audit of Alrey Acquisition and Davreyn
    In June 2005 the Internal Revenue Service (IRS) began an
    examination of Alrey Acquisition. As a result of the examina-
    tion respondent issued to Alrey Acquisition a notice of defi-
    ciency disallowing its claimed losses from the BMY stock
    sale. By letters dated August 8, 2006, respondent informed
    petitioner trusts that respondent had examined their poten-
    tial transferee liability with respect to Alrey Acquisition and
    determined that a transferee examination would not proceed.
    In June 2006 the IRS began an examination of Davreyn.
    After examining Davreyn’s Form 1120 respondent deter-
    mined that the purported sale of Davreyn’s stock to Alrey
    Trust should be recharacterized as a sale of assets by
    Davreyn followed by a distribution of Davreyn’s assets to its
    shareholders in liquidation. On the basis of this determina-
    tion respondent increased Davreyn’s long-term capital gain
    by $13,444,080 and determined a deficiency in its Federal
    income tax of $4,602,986.
    VII. Notice of Deficiency, Assessment, and Collection
    Respondent mailed to Davreyn a notice of deficiency dated
    September 23, 2008, for its TYE February 15, 2001. In the
    notice of deficiency respondent determined a deficiency in
    Davreyn’s Federal income tax of $4,602,986, an addition to
    tax under section 6651(a)(1) of $1,160,137, an accuracy-
    related penalty under section 6662 of $920,597, and accrued
    interest of $3,807,128.
    Davreyn did not file a petition in this Court contesting
    respondent’s determinations. Accordingly, respondent treated
    the notice of deficiency as defaulted and, on January 14,
    2009, assessed Davreyn’s tax deficiency of $4,602,986, as well
    as additions to tax under section 6651(a)(1) and (2) of
    $1,160,137 and $1,982, respectively, an accuracy-related pen-
    alty under section 6662 of $920,597, and related interest.
    them in computing basis. If so, the result is that the partners will have
    a basis in the partnership so great as to provide for large—but not out-
    of-pocket—losses on their individual tax returns. [Kligfeld Holdings v.
    Commissioner, 
    128 T.C. 192
    , 194 (2007).]
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        333
    VIII. Notices of Liability
    On February 25, 2010, respondent sent notices of liability
    to petitioner trusts. In the notices of liability respondent
    identified Davreyn as the transferor with an unpaid Federal
    income tax liability of $4,602,986, plus additions to tax, an
    accuracy-related penalty, fees, and interest, for a total
    liability of $10,753,478. Respondent determined each peti-
    tioner trust’s individual transferee liability on the basis of
    the total amount each petitioner trust received in the stock
    redemption and stock sale. 27
    In attached statements respondent advised petitioner
    trusts that the IRS did not recognize their purported stock
    sale transactions with Alrey Trust. The statements further
    advised that the amounts petitioner trusts received for the
    purported stock sales would be attributable to them ‘‘in liq-
    uidation or distribution of assets of Davreyn Corporation on
    or around’’ February 15, 2001. The statements further
    explained that the purported stock sale transactions were
    ‘‘substantially similar to an Intermediary transaction tax
    shelter described in Notice 2001–16 and Notice 2008–111.’’
    OPINION
    I. Overview
    These cases involve several transactions which respondent
    now seeks to reconfigure in a way that makes the assets of
    petitioner trusts a source of collection for tax liabilities origi-
    nally imposed on Alrey Trust and Alrey Acquisition. In
    simple terms, Alrey Trust purchased all of the Davreyn stock
    from petitioner trusts so that it could acquire Davreyn’s then
    principal asset, Alcoa stock. With the benefit of hindsight, it
    now appears that Alrey Trust and Alrey Acquisition were
    established to participate in a preplanned series of inter-
    related transactions designed to illegitimately avoid tax on
    27 Respondentcalculated each petitioner trust’s individual transferee li-
    ability as follows: (1) for the Reynolds Trust, respondent determined trans-
    feree liability of $2,710,241, consisting of $2,673,431 in cash received and
    $36,810 in fees paid to professional advisers and (2) for each of the Swords
    Trust, the Mackell Trust, and the Brotherton Trust, respondent deter-
    mined transferee liability of $3,833,988, consisting of $3,416,891 in cash
    received, $370,050 attributable to the transfer of the membership interests
    in Davreyn LLC, and $47,047 in fees paid to professional advisers.
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    334                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    Alrey Trust’s sale of Davreyn’s Alcoa stock, which it had
    acquired as a liquidating distribution. Alrey Trust sold the
    Alcoa stock incident to receiving it and reported that the
    substantial gain on the sale was offset by an artificial loss
    resulting from what appears to have been a Son-of-BOSS
    transaction by Alrey Acquisition, the grantor of Alrey Trust.
    After assessing substantial tax liabilities against Alrey
    Trust, Alrey Acquisition, and Davreyn, respondent now con-
    tends that petitioner trusts’ sales of their Davreyn stock were
    part of a plan by petitioner trusts to illegitimately avoid cor-
    porate tax on the distribution of the Alcoa stock in liquida-
    tion of Davreyn. Respondent contends that his collection of
    the tax from petitioner trusts is under the authority of sec-
    tion 6901. The Commissioner has likewise relied upon that
    section to attempt to collect tax from claimed transferees in
    other similar cases which have recently come before this
    Court. See, e.g., Hawk v. Commissioner, T.C. Memo. 2012–
    154; Salus Mundi Found. v. Commissioner, T.C. Memo.
    2012–61, vacated and remanded sub nom. Diebold Found.,
    Inc. v. Commissioner, 
    736 F.3d 172
     (2d Cir. 2013); Slone v.
    Commissioner, T.C. Memo. 2012–57; Sawyer Trust of May
    1992 v. Commissioner, T.C. Memo. 2011–298, rev’d and
    remanded, 
    712 F.3d 597
     (1st Cir. 2013); Feldman v. Commis-
    sioner, T.C. Memo. 2011–297, appeal docketed, No. 12–3144
    (7th Cir. Sept. 18, 2012); Starnes v. Commissioner, T.C.
    Memo. 2011–63, aff ’d, 
    680 F.3d 417
     (4th Cir. 2012). This
    Court concluded in all but one of those cases that the
    Commissioner’s reliance on section 6901 to impose transferee
    liability upon the claimed transferees was wrong. See Salus
    Mundi Found. v. Commissioner, T.C. Memo. 2012–61
    (decisions entered against the Commissioner); Slone v.
    Commissioner, T.C. Memo. 2012–57 (decisions entered
    against the Commissioner); Sawyer Trust of May 1992 v.
    Commissioner, T.C. Memo. 2011–298 (decision entered
    against the Commissioner); Feldman v. Commissioner, T.C.
    Memo. 2011–297 (decisions entered for the Commissioner);
    Starnes v. Commissioner, T.C. Memo. 2011–63 (decisions
    entered against the Commissioner). 28 The Court of Appeals
    28 In Hawk v. Commissioner, T.C. Memo. 2012–154, the Court denied the
    taxpayers’ motion for summary judgment, concluding that genuine issues
    of material fact remained in dispute as to whether they were liable as
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        335
    for the Fourth Circuit affirmed our judgment in Starnes v.
    Commissioner, 
    680 F.3d 417
    , but the Courts of Appeals for
    the First and Second Circuits did not do likewise in the
    Salus Mundi Found. and the Sawyer Trust of May 1992
    cases. See Diebold Found., Inc. v. Commissioner, 
    736 F.3d 172
    ; Sawyer Trust of May 1992 v. Commissioner, 
    712 F.3d 597
    . This Court subsequently determined upon remand
    from the Court of Appeals for the First Circuit that the dis-
    puted transferee in the Sawyer Trust of May 1992 case was
    liable under section 6901 as a transferee of a transferee but
    concluded that the liability was less than the Commissioner
    had determined. See Sawyer Trust of May 1992 v. Commis-
    sioner, T.C. Memo. 2014–59. 29 We decide the issue at hand
    with this overview in mind.
    II. Section 6901(a)
    Section 6901(a) provides that the Commissioner may pro-
    ceed against a transferee of property to assess and collect
    Federal income tax, penalties, and interest owed by the
    transferor (sometimes collectively, transferor’s unpaid taxes).
    See also sec. 301.6901–1(a), Proced. & Admin. Regs. A trans-
    feree under section 6901 includes, among other persons, a
    shareholder of a dissolved corporation. See sec. 301.6901–
    1(b), Proced. & Admin. Regs. Section 6901 does not impose
    liability on the transferee but merely gives the Commissioner
    a procedure to collect the transferor’s existing liability.
    Commissioner v. Stern, 
    357 U.S. 39
    , 42 (1958).
    The Commissioner may collect the transferor’s unpaid tax
    from the transferee if an independent basis exists under
    applicable State law or State equity principles for holding the
    transferee liable for the transferor’s debts. Sec. 6901(a);
    Commissioner v. Stern, 
    357 U.S. at 45
    ; Hagaman v. Commis-
    sioner, 
    100 T.C. 180
    , 183 (1993); Starnes v. Commissioner,
    T.C. Memo. 2011–63, slip op. at 15. State law determines the
    elements of liability, and section 6901 provides the remedy or
    procedure to be employed by the Commissioner as the means
    transferees under sec. 6901.
    29 This Court has yet to decide Salus Mundi Found. v. Commissioner,
    T.C. Memo. 2012–61, vacated and remanded sub nom. Diebold Found., Inc.
    v. Commissioner, 
    736 F.3d 172
     (2d Cir. 2013), following its remand from
    the Court of Appeals for the Second Circuit.
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    336                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    of enforcing that liability. Ginsberg v. Commissioner, 
    305 F.2d 664
    , 667 (2d Cir. 1962), aff ’g 
    35 T.C. 1148
     (1961);
    Starnes v. Commissioner, T.C. Memo. 2011–63, slip op. at 15.
    The applicable State law is the law of the State where the
    transfer occurred. See Commissioner v. Stern, 
    357 U.S. at 45
    ;
    Starnes v. Commissioner, 
    680 F.3d at 426
    .
    In sum, section 6901 allows the Commissioner to collect a
    taxpayers’s unpaid tax from another person if three condi-
    tions are met. First, the taxpayer must be liable for the
    unpaid tax. Second, the other person must be a ‘‘transferee’’
    within the meaning of section 6901. Third, an independent
    basis must exist under applicable State law or State equity
    principles for holding the other person liable for the tax-
    payer’s unpaid tax. Accord Diebold Found., Inc. v. Commis-
    sioner, 736 F.3d at 183–184; Sawyer Trust of May 1992 v.
    Commissioner, 712 F.3d at 604–605. Section 6901 does not
    apply if one or more of these three conditions is not met.
    Accord Commissioner v. Stern, 
    357 U.S. 39
    ; Diebold Found.,
    Inc. v. Commissioner, 736 F.3d at 183–184; Sawyer Trust of
    May 1992 v. Commissioner, 712 F.3d at 604–605; Starnes v.
    Commissioner, 
    680 F.3d at 430
    .
    III. Burden of Proof
    Section 6902(a) provides that in this Court the Commis-
    sioner bears the burden of proving that a person is liable as
    a transferee. See also Rule 142(a), (d). Section 6902(a) fur-
    ther provides that the Commissioner does not bear the bur-
    den of proving that the transferor was liable for the tax
    which the Commissioner seeks to collect by way of section
    6901. See also Rule 142(d); cf. Rule 142(a)(1) (generally
    stating the well-settled rule of Welch v. Helvering, 
    290 U.S. 111
    , 115 (1933), that the Commissioner’s determinations are
    presumed to be correct and taxpayers challenging those
    determinations bear the burden of proving them wrong).
    Petitioners argue that notwithstanding section 6902(a),
    respondent bears the burden of proving that Davreyn is
    liable for the tax determined in the notice of deficiency. This
    is because, petitioners argue, section 7491(a) applies to shift
    the burden of proof on that issue to respondent. Pursuant to
    section 7491(a), the burden of proof shifts to the Commis-
    sioner as to any factual issue relevant to a taxpayer’s
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        337
    liability for tax where the taxpayer introduces credible evi-
    dence with respect to the issue, sec. 7491(a)(1), and the tax-
    payer satisfies certain other conditions, including substan-
    tiation of any item and cooperation with the Government’s
    requests for witnesses and information, sec. 7491(a)(2); see
    also Higbee v. Commissioner, 
    116 T.C. 438
    , 440–441 (2001).
    We need not and do not decide whether section 7491(a)
    applies to shift the burden of proof as petitioners desire. This
    is because, as discussed below, we hold that section 6901
    does not apply to these cases because the record fails to
    establish that an independent basis exists under applicable
    State law or State equity principles for holding petitioner
    trusts liable for Davreyn’s unpaid tax and that holding would
    remain the same even if we decided that Davreyn is liable
    for the tax as determined in the notice of deficiency.
    IV. Parties’ Arguments
    Each party sets forth various arguments in the posttrial
    briefs. These arguments include competing views on whether
    Davreyn is liable for the tax determined in the notice of defi-
    ciency and whether petitioner trusts are ‘‘transferees’’ within
    the meaning of section 6901.
    As we previously stated, our holding that section 6901 is
    inapplicable to these cases would remain the same even if we
    decided that Davreyn is liable for the tax determined in the
    notice of deficiency. The same would be true if we also
    decided that petitioner trusts are ‘‘transferees’’ within the
    meaning of section 6901. Given that those two issues have no
    effect on our disposition of these cases, we need not and do
    not decide those issues in this Opinion. We hereinafter
    assume (but do not decide) that Davreyn is liable for the tax
    as determined in the notice of deficiency and that petitioner
    trusts are ‘‘transferees’’ within the meaning of section 6901,
    and we confine our discussion to the parties’ dispute on
    whether applicable State law and/or State equity principles
    hold petitioner trusts liable for Davreyn’s unpaid Federal
    income tax. See also Commissioner v. Stern, 
    357 U.S. at
    41–
    42; Sawyer Trust of May 1992 v. Commissioner, 712 F.3d at
    604–605; Starnes v. Commissioner, 
    680 F.3d at 427, 430
    .
    Respondent urges the Court to adopt the following two-step
    analysis to determine whether petitioner trusts, as trans-
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    338                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    ferees from Davreyn, are liable for Davreyn’s unpaid tax: (1)
    analyze whether the subject transactions are recast under
    Federal law, here primarily the Federal substance over form
    doctrine, and then (2) apply State law to the transactions as
    recast under Federal law. One or more transactions are
    recast or otherwise disregarded under the Federal substance
    over form doctrine where the transactions, taken as a whole,
    show that the transactions are shams or have no ‘‘purpose,
    substance, or utility apart from their anticipated tax con-
    sequences.’’ Goldstein v. Commissioner, 
    364 F.2d 734
    , 740 (2d
    Cir. 1966), aff ’g 
    44 T.C. 284
     (1965); see also Commissioner v.
    Court Holding Co., 
    324 U.S. 331
     (1945); Gregory v. Helvering,
    
    293 U.S. 465
    , 469–470 (1935); Rice’s Toyota World, Inc. v.
    Commissioner, 
    752 F.2d 89
    , 95 (4th Cir. 1985), aff ’g on this
    issue 
    81 T.C. 184
     (1983). The effect of this doctrine is that
    the substance and not the form of the transactions deter-
    mines their tax consequences. Commissioner v. Court
    Holding Co., 
    324 U.S. at
    333–334; Gregory v. Helvering, 
    293 U.S. at
    469–470; Rice’s Toyota World, Inc. v. Commissioner,
    
    752 F.2d at 95
    ; Lazarus v. Commissioner, 
    58 T.C. 854
    , 864
    (1972), aff ’d, 
    513 F.2d 824
     (9th Cir. 1975). Alternatively,
    respondent contends, petitioner trusts, as transferees from
    Davreyn and without regard to the Federal law characteriza-
    tion of the transactions, are liable for Davreyn’s debts under
    applicable State law or State equity principles. Petitioner
    trusts argue that they are not liable for Davreyn’s tax
    liability because, they contend, (1) the transactions may be
    recast only under applicable State law, which does not pro-
    vide for any such recast, and (2) respondent failed to show
    that they are liable for Davreyn’s debts under applicable
    State law or State equity principles.
    V. Respondent’s Proposed Two-Step Analysis
    Respondent asks the Court to adopt his referenced two-
    step analysis of transferee liability. We decline to do so. The
    U.S. Courts of Appeals for the First, Second, and Fourth Cir-
    cuits have rejected the Commissioner’s requests to apply that
    analysis, see Diebold Found., Inc. v. Commissioner, 736 F.3d
    at 184–185; Sawyer Trust of May 1992 v. Commissioner, 712
    F.3d at 604–605; Starnes v. Commissioner, 
    680 F.3d at
    428–
    429, and we do likewise. In the earliest appellate opinion in
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        339
    that trilogy of cases, the U.S. Court of Appeals for the Fourth
    Circuit, applying Commissioner v. Stern, 
    357 U.S. 39
    , held
    that the question of whether a transfer occurred for purposes
    of section 6901 was separate from the question of whether
    the transfer was fraudulent for State law purposes and con-
    cluded that ‘‘Stern forecloses the Commissioner’s efforts to
    recast transactions under federal law before applying state
    law to a particular set of transactions.’’ Starnes v. Commis-
    sioner, 
    680 F.3d at
    428–429. The Courts of Appeals for the
    First and Second Circuits subsequently followed suit
    espousing similar rationales. See Diebold Found., Inc. v.
    Commissioner, 736 F.3d at 185–186 (rejecting the Commis-
    sioner’s argument that State law liability is determined on
    the basis of a transaction as recast under Federal law);
    Sawyer Trust of May 1992 v. Commissioner, 712 F.3d at 604–
    605; 30 accord Ewart v. Commissioner, 
    814 F.2d 321
    , 324 (6th
    30 In Sawyer Trust of May 1992 v. Commissioner, 
    712 F.3d 597
    , 604 (1st
    Cir. 2013), rev’g and remanding T.C. Memo. 2011–298, the Commissioner
    argued that this Court erred by: (1) failing to apply the Federal substance
    over form doctrine to determine whether the taxpayer was a transferee be-
    fore analyzing the taxpayer’s liability under State law and (2) failing to
    find that the taxpayer had constructive knowledge of the buyer’s tax avoid-
    ance scheme. The U.S. Court of Appeals for the First Circuit rejected both
    arguments. 
    Id.
     at 604–606. The court found, however, that this Court
    failed to analyze whether the taxpayer was liable under a provision of the
    Uniform Fraudulent Transfer Act that provides that a transfer is fraudu-
    lent ‘‘ ‘if the corporation didn’t receive ‘‘reasonably equivalent value’’ in re-
    turn for the transfer and as a result was left with insufficient assets to
    have a reasonable chance of surviving’ ’’, even if the taxpayer lacked fraud-
    ulent intent. 
    Id.
     at 606–607 (quoting Boyer v. Crown Stock Distrib., Inc.,
    
    587 F.3d 787
    , 792 (7th Cir. 2009)). That court remanded the case to this
    Court to address that issue. 
    Id.
     at 606–612. Here, respondent did not
    argue in his opening brief that all or any part of the subject transactions
    was fraudulent for lack of the receipt of ‘‘reasonably equivalent value’’. Nor
    did respondent notify us (or otherwise argue) that the court’s opinion in
    Sawyer Trust of May 1992 v. Commissioner, 
    712 F.3d 597
    , which was re-
    leased after these cases were fully briefed, was pertinent or significant
    supplemental authority for our consideration of these cases. The Commis-
    sioner, by contrast, did argue in the Starnes case that a transfer was
    fraudulent for lack of the receipt of reasonably equivalent value. See, e.g.,
    Starnes v. Commissioner, 
    680 F.3d 417
    , 430 (4th Cir. 2012), aff ’g T.C.
    Memo. 2011–63. In addition, respondent did notify us in these cases that
    the Court of Appeals for the Second Circuit decided Diebold Found., Inc.
    v. Commissioner, 
    736 F.3d 172
     (2d Cir. 2013), vacating and remanding
    Continued
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    340                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    Cir. 1987) (the court, relying in part on Commissioner v.
    Stern, 
    357 U.S. 39
    , noted that: (1) section 6901 is a purely
    procedural statute, and (2) the question of a taxpayer’s sub-
    stantive liability is decided on the basis of State law), aff ’g
    
    85 T.C. 544
     (1985).
    This Court has previously never explicitly adopted or
    rejected respondent’s proposed two-step analysis to decide
    whether a transaction should be recast under the Federal
    substance over form (or similar) doctrine when analyzing
    whether a transferee is liable under section 6901. Our
    approach, however, has been to require that State law allow
    such a transaction to be recast under a substance over form
    (or similar) doctrine before doing so. See Salus Mundi Found.
    v. Commissioner, slip. op at 25 (‘‘The law of the State where
    the transfer occurred (in these cases, New York) controls the
    characterization of the transaction.’’); Sawyer Trust of May
    1992 v. Commissioner, T.C. Memo. 2011–298, slip op. at 29–
    30, 34 (stating that ‘‘[t]he law of the State where the transfer
    occurred (in this case, Massachusetts) controls the character-
    ization of the transaction’’ and ‘‘[w]hether the transactions
    should be ‘collapsed’ is a difficult issue of State law on which
    there is fairly limited precedent’’); Starnes v. Commissioner,
    T.C. Memo. 2011–63, slip op. at 21–23 (discussing cases
    addressing whether certain transactions should be collapsed
    under the Uniform Fraudulent Conveyance Acts of the cor-
    responding States); see also Diebold Found., Inc. v. Commis-
    sioner, 736 F.3d at 184 (stating that this Court accepted
    Diebold’s position that under the Commissioner’s proposed
    two-step analysis, Federal law may be used to recharacterize
    a transaction to determine whether someone is a transferee,
    but State law determines whether to recharacterize the
    transaction when analyzing the transferee’s liability).
    Salus Mundi Found. v. Commissioner, T.C. Memo. 2012–61, after these
    cases were briefed. See discussion infra note 33. Given our additional dis-
    cussion infra pp. 343–344 that the Sawyer Trust of May 1992 case involved
    the Uniform Fraudulent Transfer Act and that Virginia has not adopted
    that act (or its predecessor), and that the thrust of respondent’s argument
    in these cases is that the Federal substance over form doctrine applies
    with full force in determining transferee liability, we conclude that re-
    spondent has consciously decided to forgo (or has otherwise waived) any
    argument that all or any part of the subject transactions was fraudulent
    for lack of the receipt of ‘‘reasonably equivalent value’’.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        341
    Our Memorandum Opinion in Feldman v. Commissioner,
    T.C. Memo. 2011–297, does not compel a contrary conclusion.
    Accord Slone v. Commissioner, slip op. at 25 n.9 (describing
    the facts in Feldman as ‘‘unique’’). The Court in Feldman v.
    Commissioner, slip op. at 25–37, applied the Federal sub-
    stance over form doctrine to recast a series of transactions
    and then, without further explanation, applied State law to
    find the taxpayer liable as a transferee with respect to the
    recast transaction. Moreover, unlike here (as discussed
    below), there the Court found that ‘‘it is absolutely clear that
    all individuals involved * * * were aware that * * * [the
    buyer] and its representatives had no intention of ever
    paying the tax liabilities’’ and that the taxpayer and the
    buyer’s financing was a sham transaction. Id. at 14, 19.
    VI. Applicability of State Law
    A. Overview
    Respondent argues alternatively that petitioner trusts are
    liable under applicable State law and/or State equity prin-
    ciples. In this vein, the parties agree that Virginia law is the
    applicable State law for this purpose. Respondent argues
    more specifically that the applicable Virginia law is: (1) Va.
    Code Ann. sec. 55–80 (2012), which imposes liability on the
    grounds of actual fraud, (2) Va. Code Ann. sec. 55–81 (2012),
    which imposes liability on the grounds of constructive fraud,
    and (3) Virginia’s trust fund doctrine.
    We address the referenced statutory provisions and doc-
    trine in turn. Before doing so, however, we pause briefly to
    address the scope of the transaction to which Virginia law
    will be applied.
    B. Scope of Transaction
    Respondent argues primarily that Federal law sets the
    scope of the transaction to which State law is applied. We
    disagree for the reasons stated above. Respondent argues
    alternatively that Virginia has a substance over form doc-
    trine that applies to recast the series of transactions as one
    transfer between each of petitioner trusts and Davreyn.
    Respondent relies on Burruss Timber Co. v. Frith, 
    324 S.E.2d 679
     (Va. 1985), to support his alternative argument that Vir-
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    342                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    ginia has a substance over form doctrine that applies to
    these cases.
    Where a decision involves the applicability of State law, as
    it does here, we, as a Federal court, must apply State law in
    the manner that the highest court of the State has indicated
    that it would apply the law. See Commissioner v. Estate of
    Bosch, 
    387 U.S. 456
    , 465 (1967); Estate of Young v. Commis-
    sioner, 
    110 T.C. 297
    , 300, 302 (1998). If the State’s highest
    court has not spoken on the subject, then we must apply
    State law as we see it, giving ‘‘proper regard’’ to relevant
    rulings of other courts of the State. Commissioner v. Estate
    of Bosch, 
    387 U.S. at 465
    ; see also Estate of Young v.
    Commissioner, 
    110 T.C. at 300, 302
    . We should follow an
    opinion on the subject by an intermediate appellate court of
    the State, unless we conclude that the State’s highest court
    would decide otherwise. See Commissioner v. Estate of Bosch,
    
    387 U.S. at 465
    ; Estate of Young v. Commissioner, 
    110 T.C. at 302
    .
    In the setting at hand, respondent bears the burden of
    establishing that the Supreme Court of Virginia, that State’s
    highest Court, would apply a substance over form doctrine to
    recast the series of transactions as a transfer between each
    of petitioner trusts and Davreyn. See Kasishke v. United
    States, 
    426 F.2d 429
    , 435 (10th Cir. 1970); Bonney v.
    Commissioner, 
    247 F.2d 237
    , 239 (2d Cir. 1957) (citing
    Helvering v. Fitch, 
    309 U.S. 149
    , 156 (1940), and Helvering
    v. Leonard, 
    310 U.S. 80
    , 86 (1940)), aff ’g Towers v. Commis-
    sioner, 
    24 T.C. 199
     (1955); Dalton v. Commissioner, 
    34 T.C. 879
    , 885 (1960); Farnsworth v. Commissioner, 
    29 T.C. 1131
    ,
    1139 (1958), aff ’d, 
    270 F.2d 660
     (3d Cir. 1959). Respondent
    relies erroneously on Burruss Timber Co., 
    324 S.E.2d 679
    , to
    meet that burden. In Burruss Timber Co., the court consid-
    ered whether a real estate broker earned a commission when
    he helped sell all of the stock of a corporate landowner,
    rather than the specific landowner assets which the broker
    was hired to sell. The court analyzed four similar cases from
    other jurisdictions and found that in each case, the broker
    accomplished a transaction that was ‘‘substantially the
    equivalent’’ of selling the assets and, consequently, that dis-
    allowing the broker commissions in those cases would have
    allowed ‘‘form to triumph over substance.’’ 
    Id.
     at 681–682.
    The court declined to apply a substance over form doctrine
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        343
    to the transaction in Burruss Timber Co. and concluded that
    the broker was not entitled to a commission because the
    stock sale was not ‘‘substantially the equivalent’’ of the
    assets sale for which he was hired. 
    Id.
    In Burruss Timber Co. and in the cases discussed therein,
    the courts considered the substance of the transaction only
    with respect to the effect of the substance on a third party.
    The courts did not consider whether, with respect to the legal
    rights and responsibilities of the parties to the transactions
    (i.e., the buyer and the seller), the transactions should be col-
    lapsed, recast, or disregarded. The Supreme Court of Vir-
    ginia’s opinion in Burruss Timber Co. offers no guidance on
    whether that court would apply the substance over form doc-
    trine described therein to determine the effects of a series of
    transactions on the actual parties to the transactions.
    Respondent has identified no other Virginia case that
    applied a substance over form or similar doctrine. Nor has
    respondent argued that the transaction should be collapsed
    under Virginia bankruptcy law. 31 While respondent ref-
    erences a number of Federal tax cases where a court applied
    Federal law to disregard a transaction, those cases are inap-
    posite in that they apply Federal law rather than Virginia
    State law. Respondent has left us unpersuaded that the
    Supreme Court of Virginia would apply a substance over
    form analysis to the present setting. 32 This is especially so
    given our finding, as discussed herein, that petitioner trusts
    (through their trustees) did not as of the time that their
    31 In
    Sawyer Trust of May 1992 v. Commissioner, T.C. Memo. 2011–298,
    slip op. at 34, for example, this Court consulted decisions of bankruptcy
    courts to decide which transaction or combinations of transactions should
    be considered as the relevant transfer for purposes of the Massachusetts
    Uniform Fraudulent Transfer Act. The approach there is supported by the
    fact that the Uniform Fraudulent Transfer Act is based on, and consciously
    designed to operate in accordance with the fraudulent transfer provisions
    in, the Bankruptcy Code. See Prefatory Note, Unif. Fraudulent Transfer
    Act (1984), 7A (Part II), U.L.A. 4–7 (2006). As discussed infra p. 344, Vir-
    ginia has not adopted the Uniform Fraudulent Transfer Act.
    32 Notwithstanding respondent’s citation of a single case from the Su-
    preme Court of Virginia, we have independently searched for additional
    Virginia cases that could support a conclusion that the Supreme Court of
    Virginia would apply a substance over form (or similar) doctrine in the set-
    ting at hand. We have not found any case that would lead us to predict
    that it would.
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    344                  142 UNITED STATES TAX COURT REPORTS                                    (317)
    stock was sold have (or have reason to have) any inkling that
    the buyer, or someone related thereto, was acting to illegit-
    imately avoid the payment of Federal tax. Petitioner trusts
    believed that they were simply entering into a sale of their
    Davreyn stock with a willing buyer.
    We also are unpersuaded that the Supreme Court of Vir-
    ginia would apply a substance over form analysis to the
    present setting because, as respondent asserts, petitioner
    trusts and/or their representatives had actual or constructive
    knowledge of Alrey Trust’s plan to sell the Alcoa stock and
    to illegitimately avoid any resulting tax liability. Simply put,
    the record at hand does not lead us to find that assertion as
    a fact. Cf. Diebold Found., Inc. v. Commissioner, 736 F.3d at
    187–190 (court concluded that shareholders had knowledge of
    illegitimate plan). After these cases were briefed, the Court
    of Appeals for the Second Circuit decided Diebold Found.,
    Inc. v. Commissioner, 
    736 F.3d 172
    . There, the court col-
    lapsed the series of transactions and found that there was a
    conveyance under the applicable State statute, the New York
    Uniform Fraudulent Conveyance Act, because, the court con-
    cluded, the taxpayers constructively knew of the entire
    scheme to illegitimately avoid tax. 
    Id.
     at 187–190. Neither
    party has requested additional briefing in these cases in the
    light of Diebold Found., Inc., 33 and we conclude that Diebold
    Found., Inc. is factually distinguishable from these cases for
    three reasons. First, while New York law reflects an adoption
    of the Uniform Fraudulent Conveyance Act, Virginia has not
    adopted that act (or its successor the Uniform Fraudulent
    Transfer Act) for the relevant period. See Grupo Mexicano de
    Desarrollo, S.A. v. Alliance Bond Fund, Inc., 
    527 U.S. 308
    ,
    324 n.7 (1999); Zazzali v. Swenson (In re DBSI, Inc.), 
    463 B.R. 709
    , 718–719 (Bankr. D. Del. 2012); In re Best Prods.
    Co., 
    168 B.R. 35
    , 52 (Bankr. S.D.N.Y. 1994). See generally
    Isaac A. McBeth & Landon C. Davis III, ‘‘Bulls, Bears, and
    33 Respondent
    filed a notice of supplemental authority referencing
    Diebold Found., Inc. v. Commissioner, 
    736 F.3d 172
    , and petitioners re-
    sponded to that notice. Respondent acknowledged in his notice that the rel-
    evant State laws in Diebold Found., Inc. and in these cases are different
    (New York and Virginia, respectively) and made no attempt to harmonize
    the relevant New York law with Virginia law. Petitioners agree that the
    relevant laws are different and conclude further that the laws are irrecon-
    cilable.
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        345
    Pigs: Revisiting the Legal Minefield of Virginia Fraudulent
    Transfer Law’’, 
    46 U. Rich. L. Rev. 273
    , 274 n.8 (2011–2012);
    
    id. at 276, 293
     (stating that ‘‘as a general matter, the provi-
    sions of the UFTA provide greater protection to creditors
    than Virginia’s fraudulent transfer statutes’’ and analyzing
    ‘‘the UFTA provisions in comparison to their Virginia
    counterparts and the UFTA provisions that have no Virginia
    counterparts, so as to identify differences between the two
    bodies of fraudulent transfer law’’). Second, we are unaware
    of (and respondent has not cited) a Virginia case that applies
    a collapsing doctrine similar to the New York doctrine
    applied in Diebold Found., Inc. Third, even if respondent
    relied upon such a doctrine, we find, contrary to the setting
    in Diebold Found., Inc., that neither petitioner trusts nor
    their representatives knew (either actually or constructively)
    of a scheme to avoid the tax liability in issue. 34
    As to the third point, respondent invites the Court to con-
    clude that petitioner trusts were knowing participants in
    planning the series of transactions that respondent main-
    tains included the sale by petitioner trusts of Davreyn stock
    and that they therefore are liable for the unpaid tax
    resulting from the plan. We decline that invitation. In fact,
    the testimony of Ms. Swords, Ms. Mackell, and Ms.
    Brotherton convinces us to make contrary findings; i.e., that
    there was no plan by petitioner trusts to illegitimately avoid
    34 The third point also persuades us that the Supreme Court of Virginia
    would not collapse the transactions at issue in accordance with a certain
    rationale espoused in LaRosa v. LaRosa, 
    482 Fed. Appx. 750
    , 
    2012 WL 1499522
     (4th Cir. 2012), and Starnes v. Commissioner, 
    680 F.3d 417
    . In
    LaRosa, 482 Fed. Appx. at 755 n.3, the court noted in its application of
    West Virginia law that a court may collapse a series of transactions into
    a single integrated transaction. The court cited Official Comm. of Unse-
    cured Creditors of Sunbeam Corp. v. Morgan Stanley & Co. (In re Sunbeam
    Corp.), 
    284 B.R. 355
    , 370 (Bankr. S.D.N.Y. 2002), which stands for the
    proposition that a series of transactions may be collapsed if the trans-
    actions were linked and the transferee had actual or constructive knowl-
    edge of the entire scheme. LaRosa, 
    482 Fed. Appx. 750
    . In Starnes v. Com-
    missioner, 
    680 F.3d at 433
    , the court, in applying North Carolina law, stat-
    ed that in deciding whether to collapse transactions in transferee liability
    cases, the question is whether the taxpayer had actual or constructive
    knowledge that the sold corporation would become delinquent on its taxes.
    We also note that the relevant law in LaRosa and Starnes was that of
    West Virginia and North Carolina, respectively, while the relevant law
    here is that of Virginia.
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    346                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    tax, that petitioner trusts had neither actual nor constructive
    knowledge of Alrey Trust’s plan to sell the Alcoa stock and
    to illegitimately avoid any resulting tax liability, that peti-
    tioner trusts were not aware of circumstances that should
    have led them to make further inquiry regarding Alrey
    Trust’s postclosing plans, and that petitioner trusts had nei-
    ther actual nor constructive knowledge that Alrey Trust
    would cause Davreyn to become delinquent on its taxes. The
    testimony of Ms. Swords, Ms. Mackell, and Ms. Brotherton
    emphasized that they were unaware of the financial buyer’s
    identity and the reasons a financial buyer would want to
    purchase Davreyn’s stock and that they relied on the advice
    of their accountants and lawyers. Ms. Swords, Ms. Mackell,
    and Ms. Brotherton each testified that they did not pre-
    viously try to sell or liquidate Davreyn. Ms. Mackell testified
    that petitioner trusts did not consider selling Davreyn until
    Mr. Griffin and Mr. Rohman approached petitioner trusts in
    2000 regarding the potential sale of their Davreyn stock. Ms.
    Swords and Ms. Mackell both testified that petitioner trusts
    sold their Davreyn stock to Alrey Trust on the basis of their
    advisers’ recommendation. Ms. Swords, Ms. Mackell, and Ms.
    Brotherton repeatedly emphasized their complete trust in
    their advisers, particularly Mr. Griffin. Ms. Swords, Ms.
    Mackell, and Ms. Brotherton each testified that they did not
    know the identity of Davreyn’s buyer and that they were not
    aware that the buyer planned to sell Davreyn’s Alcoa stock
    and/or dissolve Davreyn. We find all of this testimony to be
    credible.
    In addition, as to the potential tax consequences of liqui-
    dating Davreyn rather than selling its stock, Ms. Brotherton
    testified that it was not advantageous for petitioner trusts to
    liquidate Davreyn because doing so would subject her, Mr.
    Reynolds, and Ms. Swords and Ms. Mackell to two levels of
    taxation. Ms. Mackell testified further that she and her sis-
    ters did not consider liquidating Davreyn because they knew
    petitioner trusts would incur significant tax liabilities. Again,
    we find this testimony to be credible.
    In Slone v. Commissioner, slip op. at 23–24, the Court con-
    cluded that the taxpayer was aware of the target corpora-
    tion’s tax liabilities with respect to the asset sale and that
    the acquiring corporation planned to offset gains resulting
    from the asset sale. The taxpayer was unaware, however,
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        347
    that the acquiring corporation planned to offset gains
    through an illegitimate scheme. 
    Id.
     Here, Ms. Swords, Ms.
    Mackell, and Ms. Brotherton did not know that Alrey Trust
    planned to sell the Alcoa stock and generate a significant tax
    liability, and they were unaware that Alrey Trust, through
    Alrey Acquisition, planned to offset any tax liability with
    respect to Davreyn and/or to its assets.
    Respondent emphasizes the fact that Mr. Rohman referred
    to the buyer’s ‘‘peculiar tax situation’’ in a memorandum to
    Ms. Swords, Ms. Mackell, and Ms. Brotherton. Respondent
    asks us to infer from this single phrase that petitioner trusts
    were aware of Alrey Acquisition’s plan to illegitimately avoid
    the payment of tax on the Alcoa stock sale gain. We are not
    prepared to draw such an inference. Mr. Rohman testified
    that he included this phrase as a reference to the fact that
    the buyer had losses or anticipated generating losses. As this
    Court noted in Sawyer Trust of May 1992 v. Commissioner,
    T.C. Memo. 2011–298, slip op. at 37, 45, and in Slone v.
    Commissioner, slip op. at 24, legitimate transactions may be
    available to offset built-in gain, if recognized, and a taxpayer
    may contemplate the execution of such a transaction. Accord-
    ingly, we will not infer from Mr. Rohman’s use of the phrase
    ‘‘peculiar tax situation’’ that petitioner trusts were aware of
    the details of Alrey Trust’s tax situation or that petitioner
    trusts knew about, and agreed to facilitate, an illegal tax
    avoidance scheme. Because petitioner trusts did not know of,
    approve, or have reason to suspect the multistep plan by
    Alrey Acquisition and related entities to liquidate Davreyn,
    to sell the Alcoa stock, and to attempt to illegitimately avoid
    the tax on that sale by engaging in what likely was a Son-
    of-BOSS transaction involving BMY stock, we decline to re-
    configure the sale by petitioner trusts of their Davreyn stock
    as respondent contends we should. We find to the contrary
    that petitioner trusts had no plan to enable Davreyn, Alrey
    Trust, or Alrey Acquisition to illegitimately avoid tax and
    that they engaged in an arm’s-length sale of Davreyn’s stock.
    Accord Sawyer Trust of May 1992 v. Commissioner, T.C.
    Memo. 2011–298, slip op. at 44–45.
    Respondent contends that even if we conclude (which we
    do) that petitioner trusts and their trustees had no plan to
    enable Davreyn, Alrey Trust, and/or Alrey Acquisition to
    illegitimately avoid tax, petitioner trusts, through their rep-
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    348                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    resentatives Mr. Griffin and Mr. Rohman, knew that Alrey
    Trust planned to offset the gain from the Alcoa stock sale
    and that the offset was the reason Alrey Trust was
    interested in purchasing Davreyn. The record does not sup-
    port this contention, and we decline to find it as a fact. Nei-
    ther Ms. Swords, Ms. Mackell, nor Ms. Brotherton has a
    background in business or in tax, and we find that given
    their lack of business experience, it was not unreasonable for
    them to rely on the advice of their representatives that the
    stock sale transaction constituted a legitimate transaction.
    See, e.g., Starnes v. Commissioner, 
    680 F.3d at
    436–437.
    Moreover, we are not persuaded that any of the representa-
    tives knew (either actually or constructively) of the plan to
    illegitimately avoid tax on the Alcoa stock sale. Mr. Griffin
    credibly testified that he did not know the identity of the
    buyer or why the buyer wanted to purchase Davreyn stock.
    He testified that he did not discuss the buyer’s identity or
    tax situation with Mr. Rohman. Mr. Griffin also testified that
    at the time of the sale, he did not know that the buyer was
    planning to liquidate Davreyn or that the buyer planned to
    sell Davreyn’s Alcoa stock to Deutsche Bank.
    Mr. Rohman’s testimony about the state of his knowledge
    is not quite so satisfying; he openly acknowledged that he did
    not know or inquire as to why ICA wanted to acquire PHCs
    like Davreyn. To his credit, however, he also testified that he
    understood that the buyer had losses or anticipated losses.
    He apparently came to this understanding on the basis of a
    conversation that took place before the closing with Mr.
    Glazman, Mr. Gottlieb, or Mr. Teig. While Mr. Rohman
    assumed that the buyer would want to offset these losses
    with gain, he testified that he was not given any information
    regarding the buyer’s losses and that he had no reason to
    question the legitimacy of the buyer’s losses. In addition,
    while Mr. Rohman had structured previous sales similar to
    the transactions at issue, the record does not persuade us
    that he knew that any of the buyers in those transactions
    would cause the PHC to liquidate its stock and attempt to
    illegitimately avoid Federal income tax that would be
    imposed as to the stock. While the lack of due diligence by
    Mr. Rohman with respect to the buyer’s identity and reputa-
    tion is problematic, he adequately explained to us that he
    trusted ICA because ICA was represented by a good national
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        349
    law firm and a respected international accounting firm and
    First Union, Alrey Trust’s trustor, was a reputable financial
    institution. He also persuaded us that petitioner trusts had
    no plan to undertake any steps except to sell Davreyn’s stock
    to the buyer.
    This Court in other transferee liability cases has consid-
    ered similar arguments regarding the knowledge of the tax-
    payer seller’s representatives and has rejected them where
    the evidence was insufficient to prove that the taxpayer
    seller knew of the buyer’s plan to illegitimately avoid tax. In
    Slone v. Commissioner, slip op. at 23–24, for example, the
    taxpayers’ attorney sent a memorandum to another of the
    taxpayers’ attorneys, explaining that the buyer planned to
    offset the gain from the sale of the purchased corporation’s
    assets by contributing to the nominal buyer assets with a
    high basis and low value, then selling those assets at a loss
    before the end of the taxable year. The Court concluded that
    this memorandum was insufficient to show that the tax-
    payers knew of the corporate buyer’s illegitimate scheme. Id.
    at 24.
    It is clear from Mr. Rohman’s testimony that he at least
    suspected that the buyer would sell the Alcoa stock and
    offset the gain from that sale with other losses. It is likely
    that Mr. Griffin, an educated tax professional, also consid-
    ered such a possibility. There is no credible evidence, how-
    ever, that either petitioner trusts or their representatives
    knew about any plan on the part of the buyer to illegit-
    imately avoid the payment of tax on the sale of Davreyn’s
    Alcoa stock, and the representatives’ knowledge that an
    unrelated buyer planned to offset any gain from a sale of the
    Alcoa stock with incurred or anticipated losses is insufficient
    to show the existence of a preconceived plan by petitioner
    trusts to illegitimately avoid tax. This Court has acknowl-
    edged that there are legitimate tax planning strategies
    involving built-in gains and losses and that it was not
    unreasonable, in the absence of contradictory information, for
    the representatives to believe that the buyer had a legitimate
    tax planning method. See id.; Sawyer Trust of May 1992 v.
    Commissioner, T.C. Memo. 2011–298, slip op. at 37, 45. We
    find that while Mr. Rohman and Mr. Griffin knew or had
    reason to believe that the buyer of petitioner trusts’ stock
    had tax attributes that made the purchase of the stock
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    350                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    attractive, Mr. Rohman and Mr. Griffin did not know or have
    reason to know that any such tax attributes were improper
    or that the buyer intended to liquidate Davreyn and to
    illegitimately avoid any resulting tax liability. 35 We also find
    that neither Mr. Rohman nor Mr. Griffin was aware of any
    circumstance that would have caused him to inquire further
    into the circumstances of the transaction, which Mr. Rohman
    considered to be a simple stock sale. 36
    In sum, we reject respondent’s contention that the trans-
    actions at issue should be recast by applying a Virginia sub-
    stance over form doctrine and decline to collapse the trans-
    actions into a single integrated transaction. Instead, we find
    on the basis of the record at hand that the sale by petitioner
    trusts of the Davreyn stock to Alrey Trust was in form and
    in substance a sale of stock and that the transaction should
    not be recast as a sale of assets followed by a distribution in
    liquidation. We proceed to evaluate each relevant transaction
    35 We are not unmindful of Notice 2001–16, 2001–
    1 C.B. 730
    , which was
    released on January 19, 2001, and was formerly published in the Internal
    Revenue Manual on February 26, 2001. The stock sale transaction at issue
    occurred on February 15, 2001, after the release date but before the publi-
    cation date. While Mr. Griffin and Mr. Rohman were aware of this notice,
    they credibly explained to us that they did not believe that it pertained
    to the Davreyn transaction. We also note that this Court has declined to
    find taxpayers liable as transferees with respect to similar transactions
    where the transaction occurred both before issuance of Notice 2001–16,
    supra, see Salus Mundi Found. v. Commissioner, T.C. Memo. 2012–61, and
    after its issuance, see Starnes v. Commissioner, T.C. Memo. 2011–63.
    36 In Diebold Found., Inc. v. Commissioner, 736 F.3d at 188, the Court
    of Appeals for the Second Circuit concluded that this Court erred in find-
    ing that the taxpayers’ representatives were not required to make further
    inquiry into the circumstances of the transaction. To that end, the Court
    noted that the taxpayers were sophisticated and well-represented persons
    who recognized the significant tax liability arising from the built-in gains
    and specifically sought out multiple persons to help them minimize that
    liability. Id. The court also noted that the taxpayers’ representatives ‘‘had
    a sophisticated understanding of the structure of the entire transaction’’
    and had actively participated in implementing the transaction. Id. at 188–
    189. The case of Diebold Found., Inc. is factually distinguishable from
    these cases as to this point. Or put differently, respondent has simply not
    persuaded us that a reasonably diligent person in the setting at hand
    would have inquired further into whether Davreyn was going to pay its
    Federal tax for FYE February 15, 2001. Cf. Starnes v. Commissioner, 
    680 F.3d at
    433–437.
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        351
    separately to decide whether petitioner trusts are liable as
    transferees under Virginia law.
    C. Actual Fraud: Va. Code Ann. Sec. 55–80 (2012)
    We begin our evaluation with Va. Code Ann. sec. 55–80,
    which provides:
    Every gift, conveyance, assignment or transfer of, or charge upon, any
    estate, real or personal, every suit commenced or decree, judgment or
    execution suffered or obtained and every bond or other writing given
    with intent to delay, hinder or defraud creditors, purchasers or other
    persons of or from what they are or may be lawfully entitled to shall,
    as to such creditors, purchasers or other persons, their representatives
    or assigns, be void. This section shall not affect the title of a purchaser
    for valuable consideration, unless it appear that he had notice of the
    fraudulent intent of his immediate grantor or of the fraud rendering void
    the title of such grantor.
    The person seeking to set aside a conveyance as a fraudulent
    conveyance under this section must prove that (1) ‘‘the
    transfer was made with the intent to delay, hinder or
    defraud creditors’’ and (2) ‘‘the transferee had notice of the
    transferor’s intent to defraud.’’ Coleman v. Cmty. Trust Bank,
    N.A. (In re Coleman), 
    299 B.R. 780
    , 795 (W.D. Va. 2003),
    aff ’d in part, rev’d in part and remanded on other issues, 
    426 F.3d 719
     (4th Cir. 2005). A transferee’s fraudulent intent
    must be proved with clear and convincing evidence. See Arm-
    strong v. United States, 
    7 F. Supp. 2d 758
    , 764 (W.D. Va.
    1998).
    Because it is difficult to prove fraudulent intent by direct
    evidence, fraud may be established by circumstantial evi-
    dence, which includes various ‘‘badges of fraud’’. See 
    id.
    These badges include: ‘‘(1) the close relationship of the par-
    ties, (2) the grantor’s insolvency, (3) pursuit of the grantor by
    creditors at the time of the transfer, (4) inadequate consider-
    ation, * * * (5) retention of possession of the property by the
    grantor’’, 
    id.,
     and (6) ‘‘fraudulent incurrence of indebtedness
    after the conveyance’’, In re Porter, 
    37 B.R. 56
    , 63 (Bankr.
    E.D. Va. 1984).
    Respondent contends that Davreyn transferred to peti-
    tioner trusts its assets and cash in liquidation and petitioner
    trusts are substantively liable for Davreyn’s unpaid tax
    because the transfer was fraudulent under Virginia law.
    Petitioners contend that respondent erroneously collapsed a
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    352                  142 UNITED STATES TAX COURT REPORTS                                    (317)
    series of transactions into a single transfer. Petitioners fur-
    ther contend that because there was no fraudulent transfer
    from Davreyn to petitioner trusts, petitioner trusts cannot be
    liable as transferees of Davreyn under Virginia law. We
    agree with petitioners.
    With the exception of Davreyn’s ownership interest in
    Davreyn LLC, which was transferred to petitioner trusts
    through a redemption transaction which was not fraudulent,
    Davreyn did not transfer anything to petitioner trusts. The
    sales of Davreyn stock occurred between petitioner trusts
    and Alrey Trust. Accordingly, the relevant inquiry must focus
    on the value of the consideration petitioner trusts exchanged
    with Alrey Trust.
    Alrey Trust paid petitioner trusts a total of $13,102,055 in
    exchange for their Davreyn stock. Alrey Trust did not use
    Davreyn’s cash or its assets to purchase the stock from peti-
    tioner trusts; instead, it borrowed the funds from a third-
    party lender, Integrated Holdings. Davreyn was solvent at
    the time of the stock sale transactions between petitioner
    trusts and Alrey Trust. At that time Davreyn’s only out-
    standing tax liability related to the redemption transaction
    and Davreyn had sufficient assets to pay its tax liability. We
    decline to find that any transfer meeting the requirements of
    Va. Code Ann. sec. 55–80 occurred between petitioner trusts
    and Davreyn or Alrey Trust.
    D. Constructive Fraud
    We turn to Va. Code Ann. sec. 55–81, which provides:
    Every gift, conveyance, assignment, transfer or charge which is not
    upon consideration deemed valuable in law, or which is upon consider-
    ation of marriage, by an insolvent transferor, or by a transferor who is
    thereby rendered insolvent, shall be void as to creditors whose debts
    shall have been contracted at the time it was made, but shall not, on
    that account merely, be void as to creditors whose debts shall have been
    contracted or as to purchasers who shall have purchased after it was
    made. Even though it is decreed to be void as to a prior creditor, because
    voluntary or upon consideration of marriage, it shall not, for that cause,
    be decreed to be void as to subsequent creditors or purchasers.
    The person seeking to set aside a transfer under this section
    must show that: (1) a transfer occurred, (2) the transfer was
    not supported by valuable consideration, and (3) ‘‘ ‘the
    transfer was done when the transferor was insolvent or the
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    (317)                     SWORDS TRUST v. COMMISSIONER                                        353
    transfer rendered the transferor insolvent.’ ’’ Smith v. Porter
    (In re Carr & Porter, LLC), 
    416 B.R. 239
    , 260 (Bankr. E.D.
    Va. 2009) (quoting Wu v. Tseng, Nos. 2:06cv346, 2:06cv580,
    at *6 (E.D. Va. Jan. 24, 2007)). ‘‘[T]here must be a showing
    of indebtedness existing at the time of the transaction.’’ 
    Id.
    (citing C.F. Trust v. Peterson, No. 1:97–CV–2003, 
    1999 WL 33456231
    , at *10 (E.D. Va. Jan. 8, 1999)); see also In re
    Porter, 
    37 B.R. at 65
    .
    The only asset Davreyn conveyed directly to petitioner
    trusts was its ownership interest in Davreyn LLC, which
    held the Goldman Sachs fund shares. However, this convey-
    ance occurred before the stock sale transaction and did not
    render Davreyn insolvent.
    At the time petitioner trusts sold their Davreyn stock to
    Alrey Trust, Davreyn was solvent, possessing assets in excess
    of $14 million, and owed a tax liability of $37,500 (the tax
    liability that arose in connection with the redemption trans-
    action). Alrey Trust paid a total of $13,102,055 to petitioner
    trusts in exchange for Davreyn’s stock. In calculating the
    amount owed to petitioner trusts, the parties to the stock
    sale left sufficient cash in Davreyn to pay the $37,500 tax
    liability from the redemption transaction. We find no
    constructive fraud on this record. 37
    E. Virginia’s Trust Fund Doctrine
    We now turn to respondent’s contention that petitioner
    trusts are liable under Virginia’s trust fund doctrine. In Mar-
    shall v. Fredericksburg Lumber Co., 
    173 S.E. 553
    , 557 (Va.
    1934), the Supreme Court of Appeals of Virginia stated:
    But where there are existing creditors of a corporation the stockholders
    will not be permitted, as against those creditors, to withdraw the assets
    of the corporation without consideration, whether it be done through a
    purchase of stock by the corporation or otherwise. We repeat that a
    stockholder is not entitled to a share of the capital assets of a corpora-
    tion until the debts have been paid. * * *
    37 The series of transactions designed to illegitimately avoid tax occurred
    immediately after petitioner trusts sold their Davreyn stock to Alrey Trust.
    Those transactions were planned and orchestrated by Alrey Trust and
    Alrey Acquisition (and not petitioner trusts), and petitioner trusts had nei-
    ther actual nor constructive knowledge of those transactions or their pur-
    pose.
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    354                 142 UNITED STATES TAX COURT REPORTS                                    (317)
    In Marshall, 173 S.E. at 557–558, the corporation received no
    consideration for its assets. The court emphasized that the
    transaction at issue was negotiated by the corporation’s
    president, who was obligated ‘‘to conserve the assets of the
    corporation and have them forthcoming for the purpose, pri-
    marily, of paying corporation debts.’’ Id. at 558. In Ashworth
    v. Hagan Estates, Inc., 
    181 S.E. 381
    , 385 (Va. 1935), the
    Supreme Court of Appeals of Virginia quoted with approval
    a Supreme Court of Oregon case stating that the concepts of
    the trust fund doctrine apply ‘‘where a corporation transfers
    all its assets to another corporation with a view of going out
    of business, and nothing is left with which to pay its debts’’.
    Mr. Griffin and Ms. Swords, Ms. Brotherton, and Ms.
    Mackell did not take any actions constituting a winding up
    or dissolution of Davreyn while serving as the officers and
    directors of Davreyn. See Starnes v. Commissioner, T.C.
    Memo. 2011–63, slip op. at 31–32 (applying North Carolina’s
    trust fund doctrine in a transferee liability case). When peti-
    tioner trusts sold their Davreyn stock, neither petitioner
    trusts nor their representatives knew that Alrey Trust
    planned to dissolve Davreyn. When Alrey Trust dissolved
    Davreyn, Mr. Austin was serving as Davreyn’s sole director,
    and no one associated with petitioner trusts had any role in
    structuring the sale of the Alcoa stock or in deciding to dis-
    solve Davreyn. Petitioner trusts had no interest in Davreyn
    when Alrey Trust dissolved it because they had already sold
    all of their Davreyn stock.
    Davreyn was not insolvent when petitioner trusts sold
    their Davreyn stock. Neither petitioner trusts nor Davreyn’s
    directors attempted to avoid any existing debt of Davreyn.
    We decline to find on this record that petitioner trusts or
    Davreyn’s directors took any actions before or at the time of
    the Davreyn stock sale that would support the application of
    Virginia’s trust fund doctrine.
    VII. Conclusion
    Respondent has failed to establish that an independent
    basis exists under applicable State law or State equity prin-
    ciples for holding petitioner trusts liable for Davreyn’s
    unpaid tax. Accordingly, we hold that section 6901 does not
    apply to these cases. We have considered the parties’
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    (317)                    SWORDS TRUST v. COMMISSIONER                                        355
    remaining arguments, and to the extent not discussed above,
    conclude those arguments are irrelevant, moot, or without
    merit.
    To reflect the foregoing,
    Decisions will be entered for petitioners.
    f
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Document Info

Docket Number: Docket 10882-10, 10883-10, 10884-10, 10885-10

Citation Numbers: 142 T.C. 317, 2014 U.S. Tax Ct. LEXIS 20

Judges: Marvel

Filed Date: 5/29/2014

Precedential Status: Precedential

Modified Date: 10/19/2024

Authorities (26)

Armstrong v. United States , 7 F. Supp. 2d 758 ( 1998 )

Commissioner v. Court Holding Co. , 65 S. Ct. 707 ( 1945 )

Hyman v. Porter (In Re Porter) , 1984 Bankr. LEXIS 6472 ( 1984 )

Boyer v. Crown Stock Distribution, Inc. , 587 F.3d 787 ( 2009 )

In Re Best Products Co., Inc. , 1994 Bankr. LEXIS 787 ( 1994 )

Smith v. Porter (In Re Carr & Porter, LLC) , 2009 Bankr. LEXIS 979 ( 2009 )

Goldstein v. Commissioner , 44 T.C. 284 ( 1965 )

Dalton v. Commissioner , 34 T.C. 879 ( 1960 )

Zazzali Ex Rel. DBSI Estate Litigation Trust v. Swenson (In ... , 463 B.R. 709 ( 2012 )

simon-m-lazarus-v-commissioner-of-internal-revenue-mina-lazarus-v , 513 F.2d 824 ( 1975 )

gertrude-a-farnsworth-and-gertrude-adams-farnsworth-james-d-carpenter , 270 F.2d 660 ( 1959 )

Theodore C. Bonney v. Commissioner of Internal Revenue , 247 F.2d 237 ( 1957 )

Kapel Goldstein and Tillie Goldstein v. Commissioner of ... , 364 F.2d 734 ( 1966 )

Robert Ginsberg v. Commissioner of Internal Revenue , 305 F.2d 664 ( 1962 )

Estate of Young v. Commissioner , 110 T.C. 297 ( 1998 )

Grupo Mexicano De Desarrollo, S. A. v. Alliance Bond Fund, ... , 119 S. Ct. 1961 ( 1999 )

Rice's Toyota World, Inc. (Formerly Rice Auto Sales, Inc.) ... , 752 F.2d 89 ( 1985 )

in-re-molly-jane-coleman-debtor-roger-coleman-and-molly-jane-coleman , 426 F.3d 719 ( 2005 )

Albert Henry Kasishke, Jr., of the Estate of Olive M. ... , 426 F.2d 429 ( 1970 )

Official Committee of Unsecured Creditors of Sunbeam Corp. ... , 2002 Bankr. LEXIS 1183 ( 2002 )

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