Ralston Purina Company and Subsidiaries v. Commissioner , 131 T.C. No. 4 ( 2008 )


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    131 T.C. No. 4
    UNITED STATES TAX COURT
    RALSTON PURINA COMPANY AND SUBSIDIARIES, Petitioner v.
    COMMISSIONER OF INTERNAL REVENUE, Respondent
    Docket No. 7357-00.                Filed September 10, 2008.
    P, a Missouri corporation, claimed a deduction
    under I.R.C. sec. 404(k) for payments made to its
    employee stock ownership plan in redemption of P’s
    preferred stock owned by the plan, where the proceeds
    of that payment were distributed to employees
    terminating their participation in the plan. R argues
    that payments to redeem stock are not deductible under
    either I.R.C. sec. 404(k)(1) or (5), or in the
    alternative that deduction of these payments is barred
    by the provisions of I.R.C. sec. 162(k).
    Held: I.R.C. sec. 162(k) renders the payments
    nondeductible because the payments are in connection
    with a redemption of stock. The result to the contrary
    reached by the U.S. Court of Appeals for the Ninth
    Circuit on almost identical facts in Boise Cascade
    Corp. v. United States, 
    329 F.3d 751
     (9th Cir. 2003),
    respectfully will not be followed.
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    Kenneth A. Kleban, for petitioner.
    Lawrence C. Letkewicz and Dana E. Hundrieser, for
    respondent.
    OPINION
    NIMS, Judge:   Before the Court are petitioner’s and
    respondent’s cross-motions for summary judgment pursuant to Rule
    121.
    Unless otherwise indicated, all Rule references are to the
    Tax Court Rules of Practice and Procedure, and all section
    references are to the Internal Revenue Code in effect for the
    years in issue.
    Rule 121(a) provides that either party may move for summary
    judgment upon all or any part of the legal issues in controversy.
    Full or partial summary judgment may be granted only if it is
    demonstrated that no genuine issue exists as to any material fact
    and that the legal issues presented by the motion may be decided
    as a matter of law.    See Rule 121(b); Sundstrand Corp. v.
    Commissioner, 
    98 T.C. 518
    , 520 (1992), affd. 
    17 F.3d 965
     (7th
    Cir. 1994).    As to the issues presented on these cross-motions
    for summary judgment, we conclude that there is no genuine issue
    as to any material fact and that a decision may be rendered as a
    matter of law.
    - 3 -
    The sole issue remaining for decision is whether petitioner
    may claim deductions for amounts paid in redemption of preferred
    stock held by its employee stock ownership plan (ESOP) for its
    1994 and 1995 tax years.    This issue was raised for the first
    time by petitioner in its second amendment to petition (second
    amendment).    All other issues, of which there were many, have
    been settled.    Respondent consented to the filing of the second
    amendment.
    Background
    The parties filed an extensive stipulation of facts with
    accompanying exhibits which forms the factual setting for their
    respective arguments and which provides the basis for our
    Background discussion.
    Petitioner is a Missouri corporation and had its principal
    place of business in St. Louis, Missouri, when its petition was
    filed.   In 1989 petitioner amended its Savings Investment Plan
    (SIP or plan) for employees, adding an employee stock ownership
    plan (ESOP).    Boatmen’s Trust Co. (Boatmen’s) was trustee of the
    ESOP portion of the SIP.    Vanguard Fiduciary Trust Co. was named
    recordkeeper for the SIP and was responsible for making
    distributions to plan participants.     The trust fund under the SIP
    was exempt from income tax under section 501(a).    For
    convenience, references hereinafter to the SIP include, where
    appropriate, the trust fund under the SIP.
    - 4 -
    The managers of the SIP created a Benefits Policy Board
    (BPB) comprising employees appointed by petitioner’s chief
    executive officer.   They also created an Employee Benefit Asset
    Investment Committee (EBAIC), the members of which were appointed
    by petitioner’s board of directors.    Petitioner’s board of
    directors, the BPB, the EBAIC, and the trustees were among the
    fiduciaries responsible for the administration of the SIP.
    Boatmen’s trust agreement provided that Boatmen’s would make
    distributions from the SIP in cash or in kind to such person, in
    such amounts, at such times, and in such manner as directed by
    the EBAIC.   The EBAIC could, at its sole discretion, direct
    Boatmen’s to pay any cash dividends on shares of preferred stock
    (see below for definition) directly to plan participants.      The
    EBAIC could also decide how any payments to plan participants
    would be funded.   Petitioner could not use amounts in the SIP for
    any purpose other than the benefit of the SIP participants.
    In connection with the creation of the ESOP, petitioner’s
    board authorized the issuance of 4,600,000 shares of newly
    created convertible preferred stock (preferred stock).    These
    shares could be issued only in the name of an ESOP trustee and
    were not readily tradable on an established market.    Shares of
    the preferred stock were entitled to receive, when, as, and if
    declared by petitioner’s board, cumulative cash dividends (stated
    - 5 -
    dividends) in an amount per share equal to $7.48 per annum,
    payable semiannually, one-half on June 29 and one-half on
    December 30 of each year commencing June 29, 1989.
    On February 1, 1989, the SIP purchased 4,511,414 shares of
    preferred stock from petitioner at $110.83 per share.    To finance
    this purchase, the SIP borrowed $500 million from institutional
    lenders.   Petitioner guaranteed the ESOP loans.   The loans
    matured in approximately 10 years with principal and interest
    payable semiannually.
    The SIP purchased an additional 88,586 shares of preferred
    stock during the years 1990-92, also at $110.83 per share.      The
    SIP funded these purchases through employee contributions.
    Plan participants could make contributions to the ESOP up to
    6 percent of their before-tax income.    Any contributions in
    excess of 6 percent were invested outside the SIP in investment
    funds of the participant’s choosing.    Participants were not
    permitted to invest any after-tax income in the ESOP.
    Participants’ basic matched contributions were fully vested at
    all times.   Company matching contributions became vested over a
    period of 4 years.   These matching contributions also included
    payments by petitioner to the ESOP preferred stock fund in
    amounts necessary to make ESOP loan amortization payments.
    Employee participation in the SIP ended upon termination of
    employment for any reason.   Terminated participants had the
    - 6 -
    option, among others, to cash out their investment in the ESOP.
    The SIP could, in its sole discretion, require petitioner to
    redeem shares of preferred stock at any time upon notice, when
    and to the extent necessary to provide required distributions to
    terminated participants electing to cash out their investments,
    or to make payments on the ESOP loan.   The payment by the SIP to
    terminated participants could be made, at the SIP’s option, in
    cash or shares of petitioner’s common stock.   The SIP also had
    the option to satisfy distributions to terminated participants
    without forcing petitioner to redeem stock.
    At all relevant times the plan year of the SIP was the
    calendar year.   For plan years 1989 through 1993 the SIP made
    distributions to terminated participants using cash otherwise
    available to it.
    The first relevant redemption by petitioner of preferred
    stock held by the SIP occurred in August 1994.    Petitioner
    redeemed 28,224 shares of preferred stock for $3,128,066.      The
    SIP distributed that entire amount to terminated participants by
    December 31, 1994.   During this period the SIP also made
    $1,589,696 in distributions to terminated participants out of
    cash otherwise available.
    In February 1995 petitioner redeemed another 56,645 shares
    of preferred stock from the SIP for $6,277,965.    All of the
    proceeds were distributed to terminating participants from
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    February 21 through July 20, 1995.     During this period the SIP
    made additional distributions of $1,927,624 from cash otherwise
    available.
    Petitioner timely filed consolidated Forms 1120, United
    States Corporation Income Tax Return, for its taxable years
    ending September 30, 1994 and 1995.     Respondent issued a
    statutory notice of deficiency to petitioner dated April 6, 2000,
    pertaining to petitioner’s 1993, 1994, and 1995 tax years.
    Petitioner filed a petition contesting many of the adjustments
    respondent made in the notice of deficiency, none of which
    concerned petitioner’s ESOP.   Petitioner filed an amendment to
    petition on February 24, 2003, and the second amendment on
    December 9, 2003.   In the second amendment petitioner asserted
    for the first time that it was entitled to an additional
    deduction, under section 404(k), for amounts it paid to the SIP
    to redeem its preferred stock that were then distributed to plan
    participants.
    Discussion
    Petitioner claims as deductions its payments in redemption
    of preferred stock held by the SIP the proceeds of which the SIP
    subsequently distributed to terminating employees.     Petitioner
    contends these payments are essentially equivalent to dividends
    within the meaning of section 302(b)(1) (redemption dividends).
    Respondent does not challenge this contention--rather that the
    - 8 -
    redemption dividends are deductible.   The SIP used the redemption
    dividends to make distributions to the employee participants in
    the SIP who had terminated their participation because of
    retirement or for some other reason.
    Petitioner asserts that the redemption dividends qualify as
    applicable dividends under section 404(k)(2).   For the taxable
    years at issue, section 404(k) provided in relevant part:
    SEC. 404(k). Deduction for Dividends Paid on
    Certain Employer Securities.--
    (1) General rule.--In the case of a
    corporation, there shall be allowed as a deduction
    for a taxable year the amount of any applicable
    dividend paid in cash by such corporation during
    the taxable year with respect to applicable
    employer securities. Such deduction shall be in
    addition to the deductions allowed under
    subsection (a).
    (2) Applicable dividend.--For purposes of
    this subsection--
    (A) In general.--The term
    “applicable dividend” means any
    dividend which, in accordance with
    the plan provisions--
    (i) is paid in cash to
    the participants in the plan
    or their beneficiaries,
    (ii) is paid to the plan
    and is distributed in cash to
    participants in the plan or
    their beneficiaries not later
    than 90 days after the close
    of the plan year in which
    paid, or
    (iii) is used to make
    payments on a loan described
    - 9 -
    in subsection (a)(9) the
    proceeds of which were used to
    acquire the employer
    securities (whether or not
    allocated to participants)
    with respect to which the
    dividend is paid.
    *    *    *       *    *   *     *
    (3) Applicable employer securities.--For
    purposes of this subsection, the term
    “applicable employer securities” means, with
    respect to any dividend, employer securities
    which are held on the record date for such
    dividend by an employee stock ownership plan
    which is maintained by--
    (A) the corporation paying
    such dividend, or
    *    *    *       *    *   *     *
    (4) Time for deduction.--
    (A) In general.--The deduction
    under paragraph (1) shall be
    allowable in the taxable year of
    the corporation in which the
    dividend is paid or distributed to
    a participant or his beneficiary.
    (B) Repayment of loans.--In
    the case of an applicable dividend
    described in clause (iii) of
    paragraph (2)(A), the deduction
    under paragraph (1) shall be
    allowable in the taxable year of
    the corporation in which such
    dividend is used to repay the loan
    described in such clause.
    (5) Other rules.--For purposes of this
    subsection--
    (A) Disallowance of
    deduction.--The Secretary may
    disallow the deduction under
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    paragraph (1) for any dividend if
    the Secretary determines that such
    dividend constitutes, in substance,
    an evasion of taxation.
    *    *    *     *    *    *    *
    (6) Definitions.--For purposes of this
    subsection--
    (A) Employer securities.--The
    term “employer securities” has the
    meaning given such term by section
    409(l).
    (B) Employee stock ownership
    plan.--The term “employee stock
    ownership plan” has the meaning
    given such term by section
    4975(e)(7). Such term includes a
    tax credit employee stock ownership
    plan (as defined in section 409).
    Respondent does not challenge the treatment of the preferred
    stock as “employer securities” as defined in section 409(l).
    Petitioner raised this section 404(k) issue for the first
    time in the second amendment, which, as stated above, petitioner
    filed without objection by respondent, after the decision of the
    U.S. Court of Appeals for the Ninth Circuit in Boise Cascade
    Corp. v. United States, 
    329 F.3d 751
     (9th Cir. 2003), on May 20,
    2003.   In that case the Court of Appeals decided an ESOP
    preferred stock redemption issue almost identical to the issue
    for decision in this case.    The Boise Cascade Corp. result is not
    controlling in this case, in which any appeal would normally lie
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    to the Court of Appeals for the Eighth Circuit.   See Golsen v.
    Commissioner, 
    54 T.C. 742
     (1970), affd. 
    445 F.2d 985
     (10th Cir.
    1971).
    Respondent maintains that the issue was incorrectly decided
    by the Court of Appeals for the Ninth Circuit and challenges the
    claimed deductions on three grounds:   (1) The redemption
    dividends are not applicable dividends within the meaning of
    section 404(k); but (2) even if the redemption dividends
    otherwise constitute applicable dividends as defined by section
    404(k), their deduction should be disallowed as evasions of
    taxation under section 404(k)(5); and (3) even if the redemption
    dividends are otherwise allowable as deductions under section
    404(k), they are disallowed as amounts paid by a corporation in
    connection with the redemption of its stock within the meaning of
    section 162(k).
    In reaching our decision we need not traverse petitioner’s
    convoluted arguments in support of its position that the
    redemption dividends qualify as applicable dividends under
    section 404(k)(2), or respondent’s arguments regarding section
    404(k)(5), because in our view section 162(k) precludes that
    result in any event, notwithstanding the contrary position taken
    by the Court of Appeals.
    - 12 -
    Section 162(k) provides:1
    SEC. 162(k). Stock Redemption Expenses.--
    (1) In general.--Except as provided in
    paragraph (2), no deduction otherwise
    allowable shall be allowed under this chapter
    for any amount paid or incurred by a
    corporation in connection with the redemption
    of its stock.
    (2) Exceptions.--Paragraph (1) shall not
    apply to--
    (A) Certain specific deductions.--Any--
    (i) deduction allowable
    under section 163 (relating to
    interest), or
    (ii) deduction for
    dividends paid (within the
    meaning of section 561).
    (B) Stock of certain regulated
    investment companies.--Any amount
    paid or incurred in connection with
    the redemption of any stock in a
    regulated investment company which
    issues only stock which is
    redeemable upon the demand of the
    shareholder.
    1
    The Small Business Job Protection Act of 1996, Pub. L.
    104-188, sec. 1704(p), 
    110 Stat. 1886
    , amended sec. 162(k)(1) by
    striking “the redemption of its stock” and inserting “the
    reacquisition of its stock” effective for amounts paid or
    incurred after Sept. 13, 1995, in tax years ending after that
    date. The net effect of the amendment was simply to broaden the
    scope of sec. 162(k)(l) beyond the technical boundaries of
    “redemption”. This amendment does not apply to petitioner’s
    redemptions, for while petitioner’s 1995 fiscal year ended on
    Sept. 30, 1995, all of the redemption and distribution
    transactions occurred before Sept. 13, 1995.
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    The redemption dividends do not fall within the exceptions
    provided in section 162(k).
    Petitioner seeks to have us adopt the position taken by the
    Court of Appeals that, as discussed below, the distribution
    payments from the ESOP were not “in connection with” the
    redemption payments made by petitioner and as a result the entire
    transaction did not run afoul of section 162(k).
    The Court of Appeals’ rationale runs along the following
    lines.   The parties stipulated that for purposes of section
    302(b), if the ESOP is treated as the owner of the redeemed
    preferred stock, then the redemptions did not result in a
    meaningful reduction in the ESOP’s proportionate interest in
    petitioner and thus would qualify for dividend treatment under
    section 316.   The Court of Appeals concluded that the ESOP was
    the owner of the stock; this established the status of the stock
    redemption payments as dividends.   The court then had to
    determine whether this dividend ran afoul of section 162(k).
    Section 162(k) itself is an exception to the general rule of
    section 162(a) that permits a deduction for all “ordinary and
    necessary expenses paid or incurred during the taxable year in
    carrying on any trade or business”.    It prohibits deductions for
    expenses that would ordinarily be deductible business expenses
    but for the fact that those expenses were made in connection with
    a repurchase of stock.   In the words of the court in Boise
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    Cascade Corp. v. United States, 
    supra
     at 756:      “Section 162(k)
    prohibits deductions claimed as a consequence of a stock
    redemption.   Thus, it acts as a disallowance provision for
    otherwise allowable non-capital deductions incurred in connection
    with a stock redemption transaction.”      Boise Cascade Corp. goes
    on to say that “the key question is whether distributions to the
    [ESOP] Participants were payments made ‘in connection with’ the
    redemption of the convertible preferred stock.”      
    Id. at 757
    .
    In a nutshell, Boise Cascade Corp. appears to proceed on the
    premise that if distribution payments to the withdrawing ESOP
    participants are made “in connection with” redemption of stock,
    then section 162(k) disallows a deduction for the amounts paid.
    The Court of Appeals then held that the payments were not made in
    connection with the redemption of its stock.      
    Id. at 757-758
    .
    The Court of Appeals’ holding relied heavily on its
    previous decision in United States v. Kroy (Europe) Ltd., 
    27 F.3d 367
     (9th Cir. 1994), regarding the meaning of the phrase “in
    connection with” in section 162(k).      In Kroy, the Court of
    Appeals interpreted the phrase narrowly to hold that expenses
    incurred to borrow funds used to effect a redemption were not in
    connection with a redemption.    The court reasoned that Congress,
    in enacting section 162(k), did not intend to overrule the
    “origin of the claim” test for determining whether expenses were
    deductible under section 162 generally.      
    Id. at 369-370
    .
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    Therefore, the court interpreted the phrase “in connection with”
    to include only expenses that have their origin in a stock
    redemption transaction, excluding expenses that have their origin
    in a “separate, although related, transaction”.    
    Id. at 369
    .
    We specifically rejected the Court of Appeals’ narrow
    interpretation of the phrase “in connection with” in United
    States v. Kroy (Europe) Ltd., supra.    See Fort Howard Corp. &
    Subs. v. Commissioner, 
    103 T.C. 345
     (1994).   In Fort Howard, we
    noted that Congress had expressly intended the phrase to be
    construed broadly, to include all deductions necessary or
    incident to a redemption transaction.    
    Id.
     at 353-354 (citing S.
    Rept. 99-313, at 223 (1986), 1986-3 C.B. (Vol. 3) 1, 223).    We
    also relied heavily on the opinion of the Court of Appeals for
    the Eighth Circuit in Huntsman v. Commissioner, 
    905 F.2d 1182
    (8th Cir. 1990), revg. 
    91 T.C. 917
     (1988), which held that the
    phrase “in connection with” should be broadly construed.    We
    concluded that the origin of the claim test had no bearing on the
    section 162(k) inquiry, rejecting Kroy’s assumption that the “in
    connection with” test under section 162(k) must be fashioned in
    such a way as to be consistent with the origin of the claim test.
    We also concluded that Congress could not have intended section
    162(k) as a mere clarification of existing law, because section
    162(k) prohibits deductions that are “otherwise allowable” under
    present law.   Fort Howard Corp. & Subs. v. Commissioner, supra at
    - 16 -
    356.    Two years after our Opinion in Fort Howard, Congress
    enacted retroactive relief for the borrowing expenses involved in
    both Fort Howard and Kroy.    See Fort Howard Corp. & Subs. v.
    Commissioner, 
    107 T.C. 187
     (1996).      Ultimately, our holding in
    this case does not depend on our interpretation of the phrase “in
    connection with” because we conclude that Congress expressly
    intended section 162(k) to prohibit deduction of the funds used
    to effect a redemption.    See infra pp. 21-22.
    Petitioner urges us to adopt the Court of Appeals for the
    Ninth Circuit’s reasoning, arguing that while the transaction as
    a whole qualifies for a deduction under section 404(k), the
    distribution payments from the SIP to terminating employees are
    not connected with petitioner’s redemption of its preferred stock
    and thus do not run afoul of section 162(k).
    We note at the outset that this line of argument appears to
    be facially inconsistent.    Petitioner first argues that the
    redemption payments from petitioner to the SIP and the
    distribution payments from the SIP to the employees are linked in
    an integrated transaction, so that the transaction fits within
    one of the transactions permissible under section 404(k)--a
    dividend payment from a corporation to a plan and a distribution
    of those proceeds to departing employees.     Petitioner then argues
    that these payments are in fact not connected for purposes of
    section 162(k).    Petitioner seems to want it both ways; it relies
    - 17 -
    on the integrated form of the transaction to justify a section
    404(k) deduction only to deny that form in another context.      See
    Portland Golf Club v. Commissioner, 
    497 U.S. 154
    , 168 (1990)
    (noting an “inherent contradiction” where taxpayer relied on two
    methods of calculation to simultaneously show actual losses and
    an intent to profit).
    While this contradiction tends to undercut petitioner’s
    argument, there is a more serious flaw in petitioner’s argument:
    both petitioner and the Court of Appeals for the Ninth Circuit
    have framed the section 162(k) issue incorrectly.    The Court of
    Appeals in Boise Cascade Corp. v. United States, 
    329 F.3d 751
    (9th Cir. 2003), held, and petitioner asserts, that the proper
    question for section 162(k) purposes is whether the distribution
    payment is “in connection with” a redemption.    The court offers
    no rationale for framing the issue as it does.   We infer, as
    petitioner does, that the court believed that the distribution
    payment from the SIP to the departing employees was the payment
    for which the taxpayer sought a deduction.   This belief is
    incorrect, as it misunderstands the nature of the deduction
    sought under section 404(k).
    Section 162(k) bars the deduction of “otherwise allowable”
    deductions that are made in connection with a repurchase of
    stock.   The deduction sought is the section 404(k) deduction.
    Section 404(k)(1) provides that a corporation is entitled to a
    - 18 -
    deduction for “any applicable dividend” that it pays with respect
    to applicable employer securities.     (We shall assume, arguendo,
    that deductions for the payments petitioner made here would
    normally be allowable under section 404(k).)    A deduction under
    section 404(k) is not allowable unless the transaction qualifies
    as an applicable dividend.   Thus, the proper question for section
    162(k) purposes is whether the otherwise deductible applicable
    dividends that petitioner paid are “in connection with” a
    repurchase of stock.   To answer this question, we must identify
    the transaction that constitutes the applicable dividend.
    As for what payment in this case could constitute an
    applicable dividend under section 404(k), there are three
    possibilities:   (1) The redemption payment from petitioner to the
    SIP, (2) the distribution payments from the SIP to departing
    employees, or (3) the redemption payment to the SIP and the
    distribution from the SIP as an integrated transaction.     The
    court in Boise Cascade Corp. v. United States, supra, without
    analysis of section 404(k), determined that the second option was
    correct--that the distribution payment from the plan to the
    departing employees was the deductible applicable dividend to be
    analyzed under section 162(k).   Id. at 754 (“if the distributions
    to the employees were a distribution under § 301, then they were
    a ‘dividend’ for the purposes of § 316 and the deduction provided
    for in § 404(k) applies”).   For the reasons discussed below, that
    - 19 -
    position is unsupportable under section 404(k).   Rather, it is
    both the redemption payment and the distribution of that payment,
    as an integrated transaction, that constitutes the applicable
    dividend under section 404(k).
    Under section 404(k)(1), a corporation is entitled to a
    deduction for applicable dividends that the corporation pays--
    either to an ESOP or to plan participants directly.   Payments
    made to an ESOP must then be distributed by the ESOP, either to
    plan participants or to pay off ESOP debt.   Sec. 404(k)(2).    An
    applicable dividend, as applied here, is “any dividend which
    * * * is paid to the plan and is distributed in cash to
    participants in the plan or their beneficiaries not later than 90
    days after the close of the plan year”.    Sec. 404(k)(2)(A).
    Thus, the applicable dividend as defined requires both a payment
    from a corporation and a distribution of that payment to
    departing employees.
    Petitioner made payments in redemption of the preferred
    stock held by the SIP.   The redemption payments were made by
    petitioner (the corporation) to the SIP (the plan).   The SIP
    properly distributed those payments.   The redemption payments fit
    the technical definition of a dividend for purposes of sections
    301 and 316, because the redemptions did not result in a
    meaningful reduction in the ESOP’s proportionate interest in
    - 20 -
    petitioner.    See sec. 302(b).    However, they would not have been
    applicable dividends unless the SIP later distributed those
    payments in the prescribed manner.
    Distribution payments from the SIP to terminating employees,
    standing alone, do not fit the definition of applicable dividends
    for two reasons.   First, an applicable dividend must be paid by
    the corporation, and the SIP is not the corporation--petitioner
    is.   Second, the distributions from the SIP are not dividends at
    all, because a dividend is defined as a payment by a corporation
    to its shareholders.   Sec. 316(a).        The SIP is the owner of the
    preferred stock; it cannot be the payor of dividends under
    section 316.   These distribution payments represent only the
    distribution of the proceeds of a dividend paid by petitioner to
    the SIP.   Thus, a distribution payment alone cannot be an
    applicable dividend as that term is defined under section 404(k).
    Rather, both sides of these redemption transactions--redemption
    and distribution--are necessary for the transactions to fit the
    definition of applicable dividends found in section 404(k).
    Petitioner argues that the SIP distribution alone must be
    the deductible applicable dividend because that distribution
    determines the timing and the amount of the deduction, as the SIP
    can choose the amount of petitioner’s payment that it distributes
    to employees and when it distributes that payment.        As stated
    above, no payment from petitioner to the SIP would be deductible
    - 21 -
    under section 404(k) without subsequent distribution--either to
    terminating participants or to pay off SIP debt.   See sec.
    404(k)(2)(A)(ii) and (iii).   However, the reverse is true as
    well:   without a payment from petitioner to the SIP, no
    distribution from the SIP would be deductible, because section
    404(k)(1) requires that the “applicable dividend” be paid “by
    such corporation.”   For that reason, petitioner cannot claim a
    deduction for the distributions the SIP made to employees out of
    cash otherwise available.
    Similarly, the court in Boise Cascade Corp. v. United
    States, 
    329 F.3d at 757-758
    , was incorrect when it framed the
    section 162(k) test as being whether the distribution payment
    from the plan was “in connection with” a redemption, because the
    distribution, standing alone, is not deductible under section
    404(k), and without an allowable deduction a section 162(k)
    analysis is not necessary.    The “connection” that must be made is
    between the redemption payment and the distribution payment as
    required by section 404(k).   The payment from petitioner to the
    SIP to the departing employees is a statutorily integrated
    transaction.   The two sides of the transaction are necessarily
    connected, because the SIP must distribute the same funds paid to
    it by petitioner.    Once that connection is established, deduction
    under section 404(k) is possible.   That entire transaction, now
    potentially deductible as an applicable dividend under section
    - 22 -
    404(k), must also pass muster under section 162(k).   The test is
    whether the “otherwise allowable” deduction for the payment of an
    applicable dividend is nevertheless disallowed because the
    payment is “in connection with” a repurchase of stock.
    Petitioner’s payments of these asserted applicable dividends
    were certainly in connection with a repurchase of stock.    The
    first part of the applicable dividend transaction was the
    redemption.   The funds of the transaction, passed from petitioner
    to the SIP to the departing employees, are the same funds used to
    repurchase stock.   Section 162(k) bars a deduction for the
    payment of funds used to repurchase stock.   See S. Rept. 99-313,
    at 223 (1986), 1986-3 C.B. (Vol. 3) 1, 223 (“The committee
    intends that amounts subject to this provision will include
    amounts paid to repurchase stock”).    Therefore, the first part of
    the integrated transaction--the redemption of stock from the SIP-
    -ensures that section 162(k) bars the deduction of any portion of
    the transaction.
    As a result, we hold that section 162(k) prevents petitioner
    from claiming as deductions the amounts it paid to repurchase its
    own stock from its ESOP which were then distributed to
    terminating employees.   For the reasons given, we respectfully
    decline to follow the contrary result reached on almost identical
    - 23 -
    facts by the U.S. Court of Appeals for the Ninth Circuit in Boise
    Cascade Corp. v. United States, 
    329 F.3d 751
     (9th Cir. 2003).2
    Therefore, we shall grant respondent’s motion for summary
    judgment and deny petitioner’s motion for summary judgment.    In
    doing so, we have considered all of the parties’ arguments, and
    to the extent not discussed, we find them moot.   In accordance
    with the foregoing,
    An appropriate order will
    be issued, and decision will be
    entered under Rule 155.
    Reviewed by the Court.
    COLVIN, COHEN, SWIFT, WELLS, HALPERN, VASQUEZ, GALE,
    THORNTON, MARVEL, HAINES, WHERRY, and HOLMES, JJ., agree with
    this majority opinion.
    GOEKE and KROUPA, JJ., did not participate in the
    consideration of this opinion.
    2
    We note that the decision of the District Court in
    Conopco, Inc. v. United States, 100 AFTR 2d 5296, 2007-2 USTC
    par. 50,582 (D.N.J. 2007), is to a similar effect, in that it
    disagrees with the holding in Boise Cascade. Contra General
    Mills, Inc. v. United States, 101 AFTR 2d 550, 2008-1 USTC par.
    50,141 (D. Minn. 2008).
    - 24 -
    SWIFT, J., concurring:   Regardless of whether petitioner’s
    redemption dividends should be disallowed under section
    162(k)(1), respondent argues in the alternative that the
    redemption dividends should be disallowed pursuant to his
    determination under section 404(k)(5)(A).   Thereunder, Congress
    provided that “The Secretary may disallow the deduction under
    * * * [section 404(k)(1)] for any dividend if the Secretary
    determines that such dividend constitutes, in substance, an
    evasion of taxation.”
    In the light of case authority that redemption dividends
    should not be disallowed under section 162(k)(1),1 I believe this
    Court should address respondent’s alternative argument under
    section 404(k)(5)(A).
    It is most unusual in a particular Code section to have an
    express and specific delegation to the Secretary of authority to
    disallow on the grounds of tax evasion the very deduction
    provided in the section.   On its face and given its placement in
    1
    Although one court has upheld the Commissioner’s
    disallowance under sec. 162(k)(1) of deductions for redemption
    dividends, see Conopco, Inc. v. United States, 100 AFTR 2d 5296,
    2007-2 USTC par. 50,582 (D.N.J. 2007) (unpublished opinion, see
    8th Cir. R. 32.1A), three courts have rejected sec. 162(k)(1) as
    a basis for disallowing deductions for redemption dividends, see,
    e.g., Boise Cascade Corp. v. United States, 
    329 F.3d 751
     (9th
    Cir. 2003), affg. 82 AFTR 2d 7249 (D. Idaho 1998); General Mills,
    Inc. v. United States, 101 AFTR 2d 550, 2008-1 USTC par. 50,141
    (D. Minn. 2008). General Mills and Conopco are pending appeal to
    the United States Courts of Appeals for the Third and the Eighth
    Circuits, respectively.
    - 25 -
    section 404(k), section 404(k)(5)(A) appears to give the
    Secretary authority to do just that.
    In section 7805(a) Congress has delegated to the Secretary
    general authority to promulgate interpretative rules and
    regulations, and in a number of Code sections Congress has
    delegated to the Secretary additional authority to promulgate
    regulations under the specific sections.     The jurisprudence
    relating to the deference to be given such regulations is well
    known.    See, e.g., Chevron U.S.A., Inc. v. Natural Res. Def.
    Council, Inc., 
    467 U.S. 837
     (1984); Swallows Holding, Ltd. v.
    Commissioner, 
    515 F.3d 162
     (3d Cir. 2008), vacating 
    126 T.C. 96
    (2006).
    The delegation Congress made to the Secretary in section
    404(k)(5)(A), however, is particularly specific and broad and is
    not limited to the promulgation of regulations.     In section
    404(k)(5)(A) Congress appears to have delegated to the Secretary
    authority to place a “tax evasion” label on a particular
    transaction or type of transaction by regulation, by ruling, or
    by other public or private notice.      No particular requirement or
    limitation is set forth in section 404(k)(5)(A)     as to how the
    Secretary is to make the “tax evasion” determination, as to how
    specific and detailed the Secretary’s public explanation thereof
    need be, or as to how the Secretary is to make the “tax evasion”
    announcement.
    - 26 -
    For a number of years now and on a number of occasions,
    under authority of section 404(k)(5)(A) a “tax evasion” label has
    been placed by the Commissioner and/or by the Government on
    redemption dividends and claimed deductions under section
    404(k)(1) relating thereto have been disallowed:   First, in the
    litigation of Boise Cascade Corp. v. United States, 
    329 F.3d 751
    (9th Cir. 2003); second, by issuance of Rev. Rul. 2001-6, 2001-
    1 C.B. 491
    ; third, in the litigation of Conopco, Inc. v. United
    States, 100 AFTR 2d 5296, 2007-2 USTC par. 50,582 (D.N.J. 2007);
    fourth, in the litigation of General Mills, Inc. v. United
    States, 101 AFTR 2d 550, 2008-1 USTC par. 50,141 (D. Minn. 2008);
    fifth, in the instant litigation; and sixth, in final regulations
    promulgated in 2006 under sections 162(k) and 404(k), see secs.
    1.162(k)-1(a), 1.404(k)-3, Income Tax Regs.
    Under section 404(k)(5)(A) in 2001 the Commissioner issued
    Rev. Rul. 2001-6, supra.2   Certainly, the Office of Chief Counsel
    advised the Commissioner and was the primary drafter of Rev. Rul.
    2001-6, supra.   The revenue ruling, however, clearly was issued
    by the Commissioner as are all revenue rulings to whom the
    Secretary has delegated such authority as reflected in Treas.
    Dept. Order 150-10 (April 22, 1982).   See sec. 7803(a).
    2
    Sec. 7701(a)(11)(B) defines “Secretary” as “the Secretary
    of the Treasury or his delegate.”
    - 27 -
    Letter rulings and technical advice memoranda are issued by
    the Commissioner’s Office of Chief Counsel.   That office,
    however, only drafts and proposes revenue rulings and revenue
    procedures.   See IRS Deleg. Order 190 (Rev. 4, Oct. 8, 1996),
    Internal Revenue Manual (IRM), pt. 1.2.53.5, (Oct. 8, 1996); Gen.
    Counsel Order 4 (Jan. 19, 2001), IRM pt. 30.2, Exhibit 30.2.2-6
    (Aug. 11, 2004); see also sec. 7803(b)(2)(B).
    Rev. Rul. 2001-6, supra, was approved and issued by the
    Assistant to the Commissioner, acting on the Commissioner’s
    behalf, and was published in the Internal Revenue Bulletin, 2001-
    
    6 I.R.B. 491
    , the authoritative publication of the Commissioner
    for announcement of official rulings pertaining to internal
    revenue matters.   See sec. 601.601(d)(1), Statement of Procedural
    Rules (“The Internal Revenue Bulletin is the authoritative
    instrument of the Commissioner for the announcement of official
    rulings, decisions, opinions, and procedures, and for the
    publication of Treasury decisions, Executive orders, tax
    conventions, legislation, court decisions, and other items
    pertaining to internal revenue matters.”); see also 
    id.
     sec.
    601.601(d)(2)(ii)(a), (vii)(a) and (b).
    Also in 2001 Congress addressed the section 404(k)(5)(A) and
    by amendment clarified the Secretary’s authority thereunder by
    adding the word “avoidance”.   Economic Growth and Tax Relief
    - 28 -
    Reconciliation Act of 2001, Pub. L. 107-16, sec. 662(b), 
    115 Stat. 142
    .
    I would note that the Commissioner’s disallowance of
    deductions under section 404(k)(1), based on the discretion given
    to him in section 404(k)(5)(A), need not involve an analysis and
    findings of “badges of fraud” typically associated with
    prosecutions under section 7201 of affirmative attempts by
    taxpayers to engage in willful tax evasion and with
    determinations of willful civil tax fraud penalties under section
    6663.     See, e.g., Spies v. United States, 
    317 U.S. 492
    , 499
    (1943).
    Indeed, in this case petitioner filed its corporate Federal
    income tax returns for 1994 and 1995 without claiming deductions
    for redemption dividends.     At this time no underpayments of tax
    are associated with the claimed section 404(k)(1) deductions.
    Not until December 9, 2003 (2 years after Rev. Rul. 2001-6,
    supra, was issued), did petitioner file (via its second amendment
    to petition herein) claims for refund for 1994 and 1995, asking
    respondent and this Court to consider the deductibility of
    petitioner’s redemption dividends and if allowed to refund
    overpayments of taxes paid.     There are no “badges of fraud” to be
    found here, and respondent does not contend otherwise.    Rather,
    respondent simply contends that allowance of petitioner’s claimed
    redemption dividend deductions would be improper and would give
    - 29 -
    rise to underpayments of Federal income taxes which the
    Commissioner, exercising his discretion under section
    404(k)(5)(A), has described as tax evasion.
    The tax “evasion” or “avoidance” label placed by the
    Commissioner on redemption dividends under the authority of
    section 404(k)(5)(A) is somewhat analogous to the tax “evasion”
    or “avoidance” label that the Commissioner occasionally places on
    transactions under the authority given to him in other Code
    sections.   For example, in section 269 the Commissioner is given
    substantial discretionary authority to label a transaction as
    engaged in for the principal purpose of tax evasion or avoidance
    and to disallow related deductions.     The tax “evasion” or
    “avoidance” which the Commissioner typically identifies under
    section 269 refers to the underlying nature and purpose of the
    transaction, not to what we typically consider “badges of fraud”,
    such as a taxpayer’s double set of books, destruction of
    evidence, or omitted income.   The tax evasion or avoidance
    typically involved under section 269 may be described simply as
    involving a transaction in which a taxpayer is attempting to
    secure a tax benefit which it “would not otherwise enjoy” and
    which the Commissioner, in his discretion, has identified as
    - 30 -
    having a principal tax evasion purpose.    See Southland Corp. v.
    Campbell, 
    358 F.2d 333
    , 336 (5th Cir. 1966).3
    Here respondent has labeled redemption dividends as
    transactions that inherently provide to a corporate ESOP sponsor
    tax deductions to which it is not entitled.     In Rev. Rul. 2001-6,
    supra, it is explained that the allowance of deductions for
    redemption dividends would give corporate ESOP sponsors
    deductions for payments that do not represent true economic costs
    and that redemption dividends vitiate important rights and
    protections for recipients of ESOP distributions.
    In spite of the brevity of the explanation provided in Rev.
    Rul. 2001-6, supra, I believe that in the light of section
    404(k)(5)(A) the tax evasion label that has been placed on
    redemption dividends by the Commissioner is entitled to
    substantial deference.   See Chevron U.S.A., Inc. v. Natural Res.
    Def. Council, Inc., 
    467 U.S. 837
     (1984).    While notice-and-
    comment rulemaking generally assures Chevron deference for
    regulations, the absence of such formality in the issuance of
    rulings does not preclude such deference where Congress intended
    to grant the agency the power to make rules with the “force of
    law” and “the agency interpretation claiming deference was
    3
    I emphasize that the sec. 404(k)(5)(A) authority to
    disallow a claimed sec. 404(k)(1) deduction because it would
    constitute a tax evasion transaction is even more specific than
    the authority set forth in sec. 269.
    - 31 -
    promulgated in the exercise of that authority.”     United States v.
    Mead Corp., 
    533 U.S. 218
    , 226-227 (2001); see Barnhart v. Walton,
    
    535 U.S. 212
    , 221-222 (2002).
    Lastly, as stated, in 2006 the Secretary promulgated final
    regulations reflecting the position set forth in Rev. Rul. 2001-
    6, supra.   See sec. 1.162(k)-1, Income Tax Regs.; sec. 1.404(k)-
    3, Q&A-1, Income Tax Regs. (“Payments to reacquire stock held by
    an ESOP * * * used to make benefit distributions to participants”
    are not allowed under section 404(k)(2) and (5)).    Although the
    regulations apply only prospectively and only to amounts paid or
    incurred after August 30, 2006, secs. 1.162(k)-1(c), 1.404(k)-3,
    Q&A-2, Income Tax Regs., the regulations are relevant as they are
    consistent with Rev. Rul. 2001-6, supra, see Smiley v. Citibank
    (S.D.), N.A., 
    517 U.S. 735
    , 744 n.3 (1996) (“Where * * * a court
    is addressing transactions that occurred at a time when there was
    no clear agency guidance, it would be absurd to ignore the
    agency’s current authoritative pronouncement of what the statute
    means.”).
    For the reasons stated, I would address respondent’s
    alternative argument and conclude that respondent’s
    determination--that the claimed deductions for redemption
    dividends, if allowed, would constitute impermissible tax
    evasion--should be sustained.