Slone Revocable Trust v. Cir , 810 F.3d 599 ( 2015 )


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  •                 FOR PUBLICATION
    UNITED STATES COURT OF APPEALS
    FOR THE NINTH CIRCUIT
    JAMES C. SLONE; NORMA L. SLONE;       No. 12-72464
    SLONE REVOCABLE TRUST; UA
    DATED SEPTEMBER 20, 1994;             Tax Ct. No.
    TRANSFEREE,                            6632-10
    Petitioners-Appellees,
    v.
    COMMISSIONER OF INTERNAL
    REVENUE,
    Respondent-Appellant.
    NORMA L. SLONE,                       No. 12-72495
    Petitioner-Appellee,
    Tax Ct. No.
    v.                     6629-10
    COMMISSIONER OF INTERNAL
    REVENUE,
    Respondent-Appellant.
    2                        SLONE V. CIR
    SLONE FAMILY GST TRUST,                     No. 12-72496
    Petitioner-Appellee,
    Tax Ct. No.
    v.                         6630-10
    COMMISSIONER OF INTERNAL
    REVENUE,
    Respondent-Appellant.
    JAMES C. SLONE,                             No. 12-72497
    Petitioner-Appellee,
    Tax Ct. No.
    v.                         6631-10
    COMMISSIONER OF INTERNAL
    REVENUE,                                     OPINION
    Respondent-Appellant.
    Appeal from a Decision of the
    United States Tax Court
    Argued and Submitted
    November 21, 2014—San Francisco, California
    Filed June 8, 2015
    SLONE V. CIR                               3
    Before: John T. Noonan and Sandra S. Ikuta, Circuit
    Judges and William H. Albritton, III,* Senior District
    Judge.
    Opinion by Judge Ikuta;
    Partial Concurrence and Partial Dissent by Judge Noonan
    SUMMARY**
    Tax
    The panel vacated and remanded a decision by the Tax
    Court on a petition for redetermination of federal income tax
    deficiency involving an asset and stock sale.
    Slone Broadcasting Co. sold its assets to Citadel
    Broadcasting Co. Slone’s shareholders then sold their shares
    to Berlinetta, Inc., which changed its name to Arizona Media
    and was later administratively dissolved for failure to file an
    annual report. The Internal Revenue Service sent notices of
    tax liability to the former shareholders of Slone Broadcasting,
    claiming that they were liable as “transferees” for taxes owed
    on Slone Broadcasting’s asset sale, under 
    26 U.S.C. § 6901
    ,
    and that the IRS could disregard the form of the stock sale
    because the substance of the transaction was that Slone
    *
    The Honorable William H. Albritton III, Senior District Judge for the
    U.S. District Court for the Middle District of Alabama, sitting by
    designation.
    **
    This summary constitutes no part of the opinion of the court. It has
    been prepared by court staff for the convenience of the reader.
    4                       SLONE V. CIR
    Broadcasting dissolved upon selling its assets, then
    distributed those assets to its shareholders through the stock
    sale. The Tax Court determined that the stock sale was a
    legitimate transaction whose form must be respected.
    The panel held that the Tax Court applied an incorrect test
    in making this determination. The panel explained that, when
    the Commissioner of Internal Revenue claims a taxpayer was
    “the shareholder of a dissolved corporation” for purposes of
    § 6901, but the taxpayer did not receive a liquidating
    distribution if the form of the transaction is respected, a court
    must consider the relevant subjective and objective factors to
    determine whether the formal transaction “had any practical
    economic effects other than the creation of income tax
    losses.” The panel remanded for the Tax Court to apply the
    proper legal standard under Comm’r v. Stern, 
    357 U.S. 39
    (1958).
    Judge Noonan concurred in part and dissented in part. He
    concluded that the record is sufficient to reach the merits of
    the first prong of the Stern test, and would hold that the stock
    sale transaction had no economic substance and that the
    shareholders are transferees under § 6901. He would remand
    only on the question of state law substantive liability (the
    second prong of Stern).
    SLONE V. CIR                           5
    COUNSEL
    Arthur T. Catterall (argued) and Francesca Ugolini (argued),
    Assistant United States Attorneys; Kathryn Keneally,
    Assistant Attorney General; Tamara W. Ashford, Deputy
    Assistant Attorney General; Gilbert S. Rothenberg and
    Kenneth L. Greene, Attorneys, Tax Division, United States
    Department of Justice, Washington, D.C., for Respondent-
    Appellant.
    Stephen E. Silver (argued), Jason M. Silver, and David R.
    Jojola, Silver Law PLC, Scottsdale, Arizona, for Petitioners-
    Appellees.
    OPINION
    IKUTA, Circuit Judge:
    This appeal involves two sales. First, Slone Broadcasting
    Co. sold essentially all of its assets to Citadel Broadcasting
    Co. for $45 million. The shareholders of Slone Broadcasting
    then sold all their shares to Berlinetta, Inc. for $33 million.
    The substance of the stock sale, according to the
    Commissioner of the Internal Revenue Service (IRS), is that
    the shareholders received a liquidating distribution from the
    corporation. The Commissioner contends that the form of
    this transaction should be disregarded for federal tax law
    purposes. The shareholders, in turn, claim that the transaction
    was a legitimate stock sale transaction and its form must be
    respected. The tax court agreed with the shareholders. On
    appeal, we conclude that the tax court applied an incorrect
    test in holding that it would respect the form of the stock sale.
    6                       SLONE V. CIR
    I
    Slone Broadcasting Co., a radio broadcasting business,
    had two shareholders: the Slone Revocable Trust, for which
    James C. Slone and his wife Norma L. Slone were trustees,
    and the Slone Family GST Trust, for which John Barkley was
    the sole trustee. On December 21, 2000, Slone Broadcasting
    entered into an asset purchase agreement with Citadel
    Broadcasting Co., in which Citadel agreed to pay $45 million
    for all assets of the radio stations owned and operated by
    Slone Broadcasting. The transaction closed in July 2001.
    Because Slone Broadcasting’s basis in these assets was $6.4
    million, Slone Broadcasting realized a capital gain of
    approximately $38.6 million and incurred an estimated
    federal and state income tax liability of $15.3 million. The
    corporation did not make any distributions to the
    shareholders. In October 2001, Slone Broadcasting made its
    first federal income tax payment of $3.1 million to the IRS
    for the tax year ended June 30, 2002.
    Before the transaction with Citadel closed, Fortrend
    International, LLC expressed an interest in a merger deal with
    Slone Broadcasting. Fortrend proposed purchasing all of
    Slone Broadcasting’s shares for $29.8 million, and then
    restructuring the company to engage in the asset recovery
    business. Slone Broadcasting’s shareholders investigated
    whether Fortrend and its offer were legitimate. A tax
    attorney hired by the shareholders confirmed that Fortrend’s
    business plan projections were reasonable, and he consulted
    with an industry expert to confirm that Fortrend and its third-
    party service provider were reputable and were represented
    by well-regarded accounting and law firms. When the
    shareholders asked for information regarding the methods it
    would use to reduce the shareholders’ tax liability, Fortrend
    SLONE V. CIR                               7
    would not respond, claiming its methods were proprietary.
    Nevertheless, Fortrend assured Slone Broadcasting that the
    transaction would not be a “listed transaction” pursuant to
    IRS Notice 2001-51, 2001-
    2 C.B. 190
    , which specifies tax
    avoidance transactions that must be disclosed or registered.
    On December 10, 2001, the Slone Broadcasting shareholders
    agreed to sell all the shares of Slone Broadcasting to
    Berlinetta, Inc., a Fortrend affiliate, for $35.8 million.
    Berlinetta agreed to assume Slone Broadcasting’s income tax
    liability. The shareholders, Slone Revocable Trust and the
    Slone Family GST Trust, received cash payments of $31
    million and $2.6 million, respectively, from the sale.
    After closing, Slone Broadcasting merged with Berlinetta.
    The new company changed its name to Arizona Media
    Holdings, Inc. On December 13, 2001, a shareholder of
    Arizona Media contributed Treasury bills with a basis of
    $38.1 million to the new company. Arizona Media then sold
    the bills for $108,731. Arizona Media filed its tax return for
    the tax year ended June 30, 2002, reporting a $37.9 million
    gain from the asset sale and an offsetting loss of $38 million
    from the Treasury bill sale. Arizona Media claimed it had no
    income tax liability, and requested a refund for the $3.1
    million tax payment made by Slone Broadcasting. The IRS
    granted this refund.
    The IRS began investigating Arizona Media in March
    2005. The IRS assessed a tax deficiency for taxes due on
    Slone Broadcasting’s December 2000 sale of assets to Citadel
    in the amount of $13.5 million in 2008, along with a penalty
    of $2.7 million and interest of $7.3 million.1 Arizona Media
    1
    Arizona Media had agreed to extend the limitations period in which the
    IRS could assess tax liability through May 2008.
    8                       SLONE V. CIR
    failed to pay any of the assessed tax, penalty, or interest. In
    August 2009, the state of Arizona administratively dissolved
    Arizona Media for failure to file an annual report.
    After failing to collect the tax deficiency from Arizona
    Media, the IRS sent notices of liability to the former
    shareholders of Slone Broadcasting. The notices claimed that
    the shareholders were liable for the taxes owed on Slone
    Broadcasting’s sale of assets to Citadel because the
    shareholders were “transferees” of Slone Broadcasting for
    purposes of 
    26 U.S.C. § 6901
    . (Section 6901 authorizes the
    IRS to require a transferee of assets to pay the unpaid taxes
    owed by the transferor under certain circumstances.) The IRS
    took the position that it could disregard the form of the
    shareholders’ sale of Slone Broadcasting stock to Berlinetta.
    Instead, according to the IRS, the substance of the transaction
    was that Slone Broadcasting dissolved upon selling its assets
    to Citadel, and then distributed those assets to its shareholders
    through the Fortrend transaction.
    The shareholders filed petitions for review of this
    determination in tax court, arguing that the form of the stock
    sale transaction to Berlinetta should be respected, and
    therefore the shareholders were not “transferees” of Slone
    Broadcasting’s assets under § 6901.
    The tax court agreed, holding that “[w]e will respect the
    form of the transactions in this case.” It first found that the
    asset sale between Slone Broadcasting and Citadel was
    genuinely independent from the stock sale between Slone
    Broadcasting and Berlinetta, and that there was no evidence
    that the Slone Broadcasting shareholders conducted the asset
    sale as the first step in a tax scheme to offset the potential
    capital gains from the sale. Second, the court found that the
    SLONE V. CIR                               9
    Slone Broadcasting shareholders neither knew, nor should
    have known, that Fortrend and Berlinetta were involved in an
    illegitimate tax evasion scheme. The court noted that when
    the shareholders asked for more information about Fortrend’s
    methods for offsetting gains from the asset sale, they were
    told that the methods were proprietary. The court concluded
    that the shareholders had no duty to conduct further
    investigation, and no responsibility for any tax strategies
    adopted by Berlinetta after the transaction closed.
    Based on these findings and conclusions, the tax court
    held that neither the substance over form doctrine, nor any
    related doctrine, required the tax court to “recast the stock
    sale as a liquidating distribution.”2 The tax court concluded
    that the form of the stock sale between the shareholders and
    Berlinetta should be respected, and therefore rejected the
    IRS’s theory that the shareholders were liable for taxes,
    interest, and penalties arising from Slone Broadcasting’s sale
    of its assets. The Commissioner timely appealed.
    II
    We have jurisdiction over this appeal under I.R.C.
    § 7482(a)(1). We review a tax court’s factual determinations
    for clear error and its application of legal standards de novo.
    See Sacks v. Comm’r, 
    69 F.3d 982
    , 986 (9th Cir. 1995).
    Because a tax court must apply the correct legal standards
    2
    The tax court held that the Commissioner had waived an alternative
    argument that the stock sale should be disregarded for tax purposes under
    the economic substance doctrine, but did not explain the difference
    between this doctrine and the “substance over form” doctrine which it
    considered. As explained below, any subtle differences between these
    doctrines is not relevant for our analysis here.
    10                      SLONE V. CIR
    when it characterizes a transaction for tax purposes, see 
    id.,
    we reject the shareholders’ argument that such a
    characterization raises only questions of fact.
    A
    The question before us is whether the Slone Broadcasting
    shareholders can be held liable for taxes on Slone
    Broadcasting’s sale of assets to Citadel because the
    shareholders were “transferees” of the proceeds of that sale.
    Under 
    26 U.S.C. § 6901
    , the Commissioner can assess tax
    liability against a taxpayer who is “the transferee of assets of
    a taxpayer who owes income tax.” Salus Mundi Found. v.
    Comm’r, 
    776 F.3d 1010
    , 1017 (9th Cir. 2014). Tax liabilities
    on transferred assets shall, with certain exceptions, be
    “assessed, paid, and collected in the same manner and subject
    to the same provisions and limitations as in the cases of taxes
    with respect to which the liabilities were incurred.”
    
    26 U.S.C. § 6901
    .
    While federal law provides the procedure for collecting
    tax liabilities from a transferee, state law answers the
    question whether the alleged transferee is substantively liable
    for the tax. Comm’r v. Stern, 
    357 U.S. 39
    , 44–45 (1958).
    Therefore, in order to impose tax liability on a transferee, a
    court must engage in a two-pronged inquiry, see Salus Mundi,
    776 F.3d at 1018 (citing Stern, 
    357 U.S. at 42
    , 44–45), which
    is sometimes called the Stern test. The first prong asks: “is
    the party a ‘transferee’ under § 6901 and federal tax law?”
    Id. Under federal law, a “transferee” is defined as including
    a “donee, heir, legatee, devisee, [or] distributee.” 
    26 U.S.C. § 6901
    (h). Treasury regulations further define the term
    SLONE V. CIR                        11
    “transferee” to include “the shareholder of a dissolved
    corporation.” 
    26 C.F.R. § 301.6901-1
    (b).
    The second prong of the Stern test asks: “is the party
    substantively liable for the transferor’s unpaid taxes under
    state law?” Salus Mundi, 776 F.3d at 1018. The test for this
    second prong depends on the law of the state where the
    transfer occurred, but typically requires a showing that “the
    transferee had actual or constructive knowledge of the entire
    scheme that renders its exchange with the debtor fraudulent,”
    which allows the transaction to be recharacterized under state
    law. Id. (applying the New York Uniform Fraudulent
    Conveyance Act) (internal quotation marks and alterations
    omitted).
    The Commissioner has the burden of proving that the
    taxpayer is a “transferee” under federal law, 
    26 U.S.C. § 6902
    , and must make out a prima facie case that the
    transferee would be liable for the debt under state law,
    Edelson v. Comm’r, 
    829 F.2d 828
    , 833 (9th Cir. 1987). The
    two Stern test prongs “are separate and independent
    inquiries.” Salus Mundi, 776 F.3d at 1012.
    B
    The Commissioner argues that the tax court erred in
    analyzing the first prong of the Stern test: whether the
    shareholders are “transferees” as “shareholder[s] of a
    dissolved corporation.” 
    26 C.F.R. § 301.6901-1
    (b). The
    parties do not dispute that if the form of the stock sale
    transaction between the shareholders and Berlinetta is
    respected, the shareholders did not receive a liquidating
    distribution from a dissolved corporation, and therefore were
    not transferees of Slone Broadcasting’s assets (or liable for
    12                      SLONE V. CIR
    Slone Broadcasting’s taxes). Therefore, the crucial question
    is whether the tax court erred in respecting the form of the
    shareholders’ stock sale to Berlinetta for federal tax purposes
    under the first prong of the Stern test, leaving it unnecessary
    for the tax court to analyze the shareholders’ substantive
    liability under state law under the second prong of the Stern
    test.
    Although we have not previously considered how a court
    should analyze a transaction for purposes of transferee
    liability under § 6901, both the Supreme Court cases, and our
    own precedent, require us to look through the form of a
    transaction to consider its substance. The Supreme Court has
    long recognized “the importance of regarding matters of
    substance and disregarding forms,” United States v. Phellis,
    
    257 U.S. 156
    , 168 (1921), because “[t]he incidence of
    taxation depends upon the substance of a transaction,”
    Comm’r v. Court Holding Co., 
    324 U.S. 331
    , 334 (1945). In
    explaining the factors that should guide a court’s analysis
    regarding when it is appropriate to disregard the form of a
    transaction, the Supreme Court framed the inquiry as whether
    “there is a genuine multiple-party transaction with economic
    substance which is compelled or encouraged by business or
    regulatory realities, is imbued with tax-independent
    considerations, and is not shaped solely by tax-avoidance
    features that have meaningless labels attached.” Frank Lyon
    Co. v. United States, 
    435 U.S. 561
    , 583–84 (1978).
    We have interpreted Frank Lyon as requiring courts to
    consider both subjective and objective factors in
    characterizing a transaction for tax purposes. See Casebeer
    v. Comm’r, 
    909 F.2d 1360
    , 1362–63 (9th Cir. 1990). We
    have used different terminology from time to time, but
    consistently apply the same approach. In Casebeer, we
    SLONE V. CIR                        13
    applied “a two-part test for determining whether a transaction
    is a sham: 1) has the taxpayer shown that it had a business
    purpose for engaging in the transaction other than tax
    avoidance? 2) has the taxpayer shown that the transaction had
    economic substance beyond the creation of tax benefits?” 
    Id.
    at 1363 (citing Bail Bonds by Marvin Nelson, Inc. v. Comm’r,
    
    820 F.2d 1543
    , 1549 (9th Cir. 1987)); see also Sacks, 
    69 F.3d at
    987–88 (considering subjective and objective factors in
    analyzing whether a transaction was a sham). Similarly, in
    Reddam v. Commissioner, we applied the “economic
    substance doctrine,” which likewise focused on two prongs:
    “the subjective aspect of whether the taxpayer intended to do
    anything other than acquire tax deductions, and the objective
    aspect of whether the transaction had any economic substance
    other than creation of tax benefits.” 
    755 F.3d 1051
    , 1059 (9th
    Cir. 2014) (quoting Sacks, 
    69 F.3d at 987
    ). Finally in Stewart
    v. Commissioner, we referred to the “substance-over-form
    doctrine” as part of a well-established body of common law
    that included consideration of a transaction’s “business
    purpose” and “economic reality.” 
    714 F.2d 977
    , 987–88 (9th
    Cir. 1983).
    In determining whether to disregard the form of a
    transaction, we do not conduct a “rigid two-step analysis”
    applying the subjective and objective factors, but rather focus
    “holistically on whether the transaction had any practical
    economic effects other than the creation of income tax
    losses.” Reddam, 755 F.3d at 1060 (internal quotation marks
    and emphasis omitted); see also Sacks, 
    69 F.3d at
    987–92
    (looking at a transaction as a whole to determine whether it
    was a sham). If a common sense review of the transaction
    leads to the conclusion that a particular transaction does not
    have a non-tax business purpose or “any economic substance
    other than creation of tax benefits,” Reddam, 755 F.3d at
    14                          SLONE V. CIR
    1059 (internal quotation mark omitted), the form of that
    transaction may be disregarded, and the Commissioner may
    rely on its underlying economic substance for tax purposes.
    This approach to characterizing a transaction for tax
    purposes, considering both subjective and objective factors,
    is also used by other circuits, although they too describe in it
    varying ways. See, e.g., Feldman v. Comm’r, 
    779 F.3d 448
    ,
    454 (7th Cir. 2015) (noting that the “animating principle” of
    each of “several related, overlapping doctrines used in tax
    cases,” including “the ‘substance over form’ doctrine, the
    ‘business purpose’ doctrine, [and] the ‘economic substance’
    doctrine,” is that “the law looks beyond the form of a
    transaction to discern its substance”). As Feldman noted,
    “[t]he distinctions between these doctrines are subtle, if they
    exist at all.” 
    Id.
     at 454 n.6; see also Bittker and Lokken,
    Federal Taxation of Income, Estates and Gifts ¶ 4.3.4A (3d
    ed. Supp. 2014) (noting that the substance over form doctrine,
    the business purpose doctrine, the economic substance
    doctrine, and the sham transaction doctrine have tended to
    coalesce in the case law).3 Congress has codified a similar
    approach considering subjective and objective factors.4
    3
    But see Altria Grp., Inc. v. United States, 
    658 F.3d 276
    , 291 (2d Cir.
    2011) (stating, without explanation, that “[t]he substance over form
    doctrine and the economic substance doctrine are independent bases to
    deny a claimed tax deduction”).
    4
    In 2010, Congress revised 
    26 U.S.C. § 7701
     to clarify that a transaction
    has economic substance when: (1) the transaction meaningfully changes
    the taxpayer’s economic position and (2) the taxpayer has a substantial
    purpose for entering into the transaction. Health Care and Education
    Reconciliation Act of 2010, Pub. L. No. 111-152, § 1409(a), 
    124 Stat. 1029
     (2010). This provision applies only to transactions entered into after
    March 30, 2010, 
    id.
     § 1409(e), and is therefore inapplicable to the Slone
    Broadcasting transaction.
    SLONE V. CIR                         15
    We conclude that this approach is applicable for
    determining whether a taxpayer is a transferee for purposes
    of § 6901. Accordingly, when the Commissioner claims a
    taxpayer was “the shareholder of a dissolved corporation” for
    purposes of 
    26 C.F.R. § 301.6901-1
    (b), but the taxpayer did
    not receive a liquidating distribution if the form of the
    transaction is respected, a court must consider the relevant
    subjective and objective factors to determine whether the
    formal transaction “had any practical economic effects other
    than the creation of income tax losses.” Reddam, 755 F.3d at
    1060 (internal quotation mark omitted).
    C
    We now apply these principles to the question whether
    the tax court erred in holding that the Commissioner could
    not impose the tax liability of Slone Broadcasting/Arizona
    Media on the Slone Broadcasting shareholders. According to
    the Commissioner, the tax court should have found that the
    “objective economic realities” establish that the stock sale
    between the shareholders and Berlinetta was in substance a
    liquidating transaction. Further, the Commissioner asserts
    that the tax court should have found that Slone Broadcasting
    was a “shell with nothing but cash and significant tax
    liabilities” when the shareholders sold the stock, because it
    had no ongoing business activities, no contractual obligations,
    and no debts aside from its tax liability. The Commissioner
    concludes that the stock sale was effectively a liquidation of
    the company, terminating its business operations and leaving
    the shareholders with cash.
    Not surprisingly, the Slone Broadcasting shareholders
    disagree. They claim that after its asset sale to Citadel, Slone
    Broadcasting retained the human capital and resources to
    16                      SLONE V. CIR
    acquire another radio station, and therefore was not a “lifeless
    shell” at the time of its stock sale to Berlinetta. The
    shareholders also argue that they had no improper tax
    avoidance purposes for entering into the sale. Further, the
    shareholders assert that the stock sale had economic
    substance because Fortrend/Berlinetta actively engaged in
    debt recovery after the sale.
    We cannot resolve this dispute because the tax court
    failed to apply the correct legal standard for characterizing
    the stock sale transaction for the purposes of federal
    transferee liability. The court did not address either the
    subjective or objective factors we apply in characterizing a
    transaction for tax purposes, as it failed to make any finding
    on whether the shareholders had a business purpose for
    entering into the stock purchase transaction other than tax
    avoidance, or whether the stock purchase transaction had
    economic substance other than shielding the Slone
    Broadcasting shareholders from tax liability. Instead, the tax
    court focused its factual inquiry and analysis on factors that
    might be relevant to the second prong of the Stern test for
    assessing transferee liability, whether a party is substantively
    liable for the transferor’s unpaid taxes as a matter of state
    law. For instance, the tax court’s findings that the
    shareholders had not orchestrated the asset sale and the stock
    sale as a single scheme for tax evasion purposes, that
    Fortrend and its third-party service provider were legitimate
    players in the debt collection industry, and that the
    shareholders had no reason to believe that Fortrend was using
    illegitimate tax evasion methods and had no duty to inquire
    further all relate to the question whether the shareholders
    lacked actual or constructive knowledge of the entire tax
    evasion scheme that rendered their transaction with Fortrend
    fraudulent under state law. See Salus Mundi, 776 F.3d at
    SLONE V. CIR                      17
    1020. But the tax court did not use these factual findings to
    analyze the shareholders’ liability under the applicable state
    law; it instead concluded, based on these findings, that the
    form of the stock sale should be respected for the
    shareholders’ transferee status under the first prong of the
    Stern test. This was an error.
    Because the tax court applied the wrong legal standard to
    the question of transferee liability, it failed to make findings
    relating to the relevant factors for determining whether the
    Commissioner could properly disregard the form of the
    transaction. The tax court should make these determinations
    in the first instance. See Lewis v. Comm’r, 
    560 F.2d 973
    , 978
    (9th Cir. 1977) (reversing and remanding when the tax court
    did not make proper factual findings). On remand, the tax
    court should make the findings necessary to apply the Stern
    test correctly. Under the first prong of this test, the tax court
    should apply the relevant subjective and objective factors to
    determine whether the Commissioner erred in disregarding
    the form of the transaction in order to impose tax liability on
    the shareholders as “transferees” under § 6901. Under the
    second prong of the Stern test, the tax court should analyze
    whether the shareholders are liable under state law for Slone
    Broadcasting/Arizona Media’s unpaid tax liability. See Salus
    Mundi, 776 F.3d at 1018, 1020. The tax court may begin its
    analysis with either prong. The Commissioner may hold the
    shareholders liable as “transferees” under § 6901 only if both
    prongs of the Stern test are satisfied. See id.5
    VACATED AND REMANDED.
    5
    Costs are awarded to the Commissioner.
    18                      SLONE V. CIR
    NOONAN, Circuit Judge, concurring in part and dissenting
    in part:
    I concur in parts I-IIB of the opinion. I write separately
    because I conclude that the record is sufficient to reach the
    merits of the federal law inquiry under 
    26 U.S.C. § 6901
    . I
    would hold that the transaction between Slone Broadcasting
    and Berlinetta had no economic substance and that the Slone
    Broadcasting shareholders are transferees under 
    26 U.S.C. § 6901
    . Therefore, I would remand to the Tax Court only on
    the question of state law substantive liability.
    The Supreme Court has stated that “[t]he general
    characterization of a transaction for tax purposes is a question
    of law subject to review,” even though “[t]he particular facts
    from which the characterization is to be made are not so
    subject.” Frank Lyon Co. v. United States, 
    435 U.S. 561
    , 581
    n.16 (1978). As the opinion correctly articulates, the standard
    in this circuit is that “[t]he Tax Court’s factual determinations
    about a transaction’s economic substance are reviewed for
    clear error, but the legal standards it applies and the
    application of those standards to the facts are reviewed de
    novo.” Reddam v. Comm’r, 
    755 F.3d 1051
    , 1059 (9th Cir.
    2014). Based on the facts as found by the Tax Court and
    reviewed under the applicable standard, I find it clear that the
    sale to Berlinetta did not have “any economic substance other
    than the creation of tax benefits.” 
    Id.
     (internal quotation mark
    omitted).
    In Owens v. Comm’r, 
    568 F.2d 1233
     (6th Cir. 1977), the
    Sixth Circuit considered a similar sale of a corporation whose
    only asset was cash and noted that “[w]hen one purports to
    sell cash in corporate solution the burden is surely
    particularly severe on the seller to show that the only purpose
    SLONE V. CIR                         19
    served is not tax avoidance.” 
    Id. at 1239
    . The court
    explained that “[t]he reason for such a heavy burden when the
    corporation owns just cash is that the corporation has already
    been effectively liquidated from a corporate law viewpoint,
    and such a liquidation is a step in the process of winding up
    a corporation’s affairs.” 
    Id.
    The Sixth Circuit examined whether the sale of stock was
    in fact the sale of the “equity of a business,” distinguishing
    between sale of a going concern and sale of corporate assets.
    
    Id.
     (“When a stockholder sells his stock, he is selling his
    proprietary interest in a going concern and not an interest in
    the corporate assets.”). The court concluded that because the
    corporation had no ongoing business activity, the corporation
    “was a lifeless shell at the time of the purported sale of
    stock.” 
    Id.
     (“A corporation that is not carrying on business
    activity can be a ready vehicle for use as ‘nothing more than
    a contrivance’ in a scheme of illegitimate tax avoidance.”
    (quoting Gregory v. Helvering, 
    293 U.S. 465
    , 469 (1935))).
    The Sixth Circuit also examined the financing for the
    stock purchase. It noted that the purchasers, who took out a
    loan to buy the stock, had two alternatives to repay the loan:
    “they could have withdrawn the cash from the bank account,
    thereby reducing [the corporation] to an empty corporate
    shell, and pay the loan immediately,” or “they could have
    earned profit with [the corporation’s] business, and paid the
    loan over a period of time.” Id. at 1240. If the purchasers
    had planned to operate the corporation as a going concern,
    “[t]he risks of such a business would have led the Bank . . . to
    require collateral, but . . . the record does not reveal that
    collateral was required.” Id. In fact, the purchasers
    “withdrew all the cash from the [corporation] bank account
    20                      SLONE V. CIR
    the same day as the purported sale of stock” in order to repay
    the loan. Id.
    The Sixth Circuit held that because “tax liabilities cannot
    be altered on the basis of parties exchanging the most
    fungible commodity of all, cash,” the stock sale should not be
    respected. Id.
    Many of the same factors considered by the Sixth Circuit
    in Owens are present in this case. Slone Broadcasting was a
    corporation with no assets other than cash and a built-in gain
    tax liability of about $15 million that was sold for cash.
    There is no dispute in this case that Slone Broadcasting had
    no business operations at the time of the sale to Berlinetta.
    The financing scheme was very similar to that in Owens:
    One of the conditions of the purchase loan from Rabobank
    was that it be repaid using Slone Broadcasting’s cash, via an
    irrevocable payment instruction, as soon as Berlinetta
    acquired Slone. Just as in Owens, the purchaser of Slone
    Broadcasting borrowed the purchase price, and after closing,
    immediately withdrew money from the corporate bank
    account in order to repay the purchase loan. While the Tax
    Court found that “Berlinetta also held at least $18, 459, 360
    of equity at the time of closing” apart from the loan from
    Rabobank, the only support in the record for this finding is a
    law firm opinion letter prepared for Slone Broadcasting and
    written three months after the stock sale. I would conclude
    that this finding was clearly erroneous. In any event, it is
    undisputed that Berlinetta did in fact borrow the purchase
    price from Rabobank and immediately repaid the loan with
    Slone Broadcasting’s cash.
    Just as in Owens, these undisputed facts are sufficient to
    draw the legal conclusion that the sale of Slone
    SLONE V. CIR                        21
    Broadcasting’s stock was in substance a liquidating
    distribution to Slone Broadcasting’s shareholders. Thus, the
    Slone Broadcasting shareholders are “transferees” under
    
    26 U.S.C. § 6901
     as “the shareholder[s] of a dissolved
    corporation.” See 
    26 C.F.R. § 301.6901-1
    (b). I would
    remand to the Tax Court to determine whether the
    shareholders are substantively liable under Arizona state law.