Robert and Kimberly Broz v. Commissioner , 137 T.C. 46 ( 2011 )


Menu:
  •                                                     ROBERT AND KIMBERLY BROZ, PETITIONERS v.
    COMMISSIONER OF INTERNAL REVENUE,
    RESPONDENT
    Docket No. 21629–06.                 Filed September 1, 2011.
    Ps were shareholders in a wholly owned S corporation (S)
    engaged in providing wireless cellular service. S acquired
    wireless cellular licenses from the FCC and built networks to
    service the license areas. S never operated any on-air net-
    works. Instead, P formed related holding companies to hold
    title to the licenses and equipment. Many issues raised ques-
    tions of first impression because transactions were structured
    in this ever-changing technology industry. Our holdings on
    these issues include:
    1. Held: Ps were not sufficiently at risk for sec. 465, I.R.C.,
    purposes when stock of a related corporation was pledged.
    2. Held, further, the mere grant of a license by the FCC is
    not sufficient for an activity to qualify as an active trade or
    business under sec. 197, I.R.C.
    Stephen M. Feldman and Eric T. Weiss, for petitioners.
    Meso T. Hammoud, Elizabeth Rebecca Edberg, and Steven
    G. Cappellino, for respondent.
    KROUPA, Judge: Respondent determined over $16 million of
    deficiencies 1 in petitioners’ Federal income tax for 1996,
    1998, 1999, 2000 and 2001 (years at issue). Respondent also
    determined that petitioners were liable for accuracy-related
    penalties of $563,042 for 1998, $386,489 for 1999, and
    $591,213 for 2000.
    After concessions, 2 we are asked to decide several issues,
    many of which present questions of first impression as they
    relate to the ever-evolving cellular phone industry. We must
    1 Respondent determined a $100,003 deficiency for 1996, a $4,671,608 deficiency for 1998, a
    $3,385,533 deficiency for 1999, a $4,954,056 deficiency for 2000, and $3,395,214 for 2001.
    2 Petitioners concede that the amortization period for the license acquired as part of the Michi-
    gan 2 acquisition should be 15 years and that the Schedule M–1 adjustment should be dis-
    allowed. Respondent concedes a sec. 1231 adjustment and all penalties set forth in the deficiency
    notice. Respondent also concedes that petitioners are entitled to recapture for 1998 $3,548,365
    of losses Alpine claimed in earlier years.
    46
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897    PO 20009   Frm 00001   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                            47
    first decide a procedural issue, whether respondent is bound
    by equitable estoppel to a settlement offer made and subse-
    quently withdrawn by respondent’s Appeals Office before the
    deficiency notice was issued. We find that respondent is not
    bound by the settlement offer. Second, we must decide
    whether petitioners properly allocated $2.5 million of the
    $7.2 million purchase price to depreciable equipment when
    the allocation in the purchase agreement remained
    unchanged despite a 2-year delay in closing the transaction.
    We find that petitioners’ allocation was improper. Third, we
    must determine whether petitioners had sufficient debt basis
    under section 1366 in stock of Alpine PCS, Inc. (Alpine), an
    S corporation, to claim flowthrough losses. We find that peti-
    tioners had insufficient debt basis and therefore cannot claim
    the flowthrough losses. Fourth, we must determine whether
    petitioners were at risk under section 465 3 and can therefore
    claim flowthrough losses from Alpine and related holding
    companies. We must decide whether petitioners’ pledge of
    stock in a related S corporation is excluded from the at-risk
    amount because it was ‘‘property used in the business.’’ This
    issue presents a question of first impression. We find that
    petitioners were not sufficiently at risk and therefore cannot
    claim the flowthrough losses because the stock they pledged
    was related to the business. Fifth, we must decide whether
    Alpine and Alpine PCS-Operating, LLC (Alpine Operating), an
    equipment holding company, were engaged in an active trade
    or business permitting them to deduct business expenses. We
    find that neither entity was engaged in an active trade or
    business and therefore may not deduct the expenses. Finally,
    we must decide whether the related license holding compa-
    nies are entitled to amortization deductions for cellular
    licenses from the FCC upon the grant of the license or upon
    commencement of an active trade or business. This issue pre-
    sents a question of first impression. We hold that they are
    not entitled to any amortization deductions upon the license
    grant because they were not engaged in an active trade or
    business during the years at issue.
    3 All section references are to the Internal Revenue Code (Code) in effect for the years in issue,
    and all Rule references are to the Tax Court Rules of Practice and Procedure, unless otherwise
    indicated.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00002   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    48                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    FINDINGS OF FACT
    Some of the facts have been stipulated and are so found.
    We incorporate the stipulation of facts and the accompanying
    exhibits by this reference. Petitioners resided in Gaylord,
    Michigan, at the time they filed the petition.
    I. RFB Cellular, Inc. (RFB)
    Robert Broz (petitioner) began his career as a banker
    before becoming involved with the cellular phone industry.
    He was president of Cellular Information Systems (CIS), a
    cellular company, for approximately seven or eight years in
    the 1980s.
    Petitioner decided to invest personally in the development
    of cellular networks in rural statistical areas (RSAs) in the
    1990s. Most large cellular service providers, like CIS, were
    focused on developing cellular networks in major statistical
    areas (MSA) and were less interested in RSA networks. The
    FCC began offering RSA licenses by lottery to any interested
    person to encourage development of cellular networks in
    rural areas. The RSA lotteries attracted an average of 500
    participants nationwide.
    Petitioner participated in approximately 400 lotteries for
    RSAs across the country. He won and purchased an RSA
    license for Northern Michigan (the Michigan 4 license) in
    1991.
    A. The Organization of RFB
    Petitioner organized RFB Cellular, Inc. (RFB), an S corpora-
    tion, in 1991, the year he acquired the license. He contrib-
    uted the Michigan 4 license and received in exchange 100
    percent of RFB’s issued and outstanding stock. Petitioner did
    not contribute any other money or property, nor did he make
    any loans to RFB from its inception through 2001. Petitioner
    was CEO of RFB and his brother, James Broz, served as CFO.
    Petitioner wife was involved in marketing.
    RFB received between $4 and $4.2 million in vendor
    financing from Motorola to cover startup expenses. Approxi-
    mately two-thirds of the financing went to construct and
    install the cellular equipment. When Motorola constructed
    and installed the equipment, petitioner began operating the
    network and used the remaining funds for working capital.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00003   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          49
    The Michigan 4 license that petitioner contributed to RFB
    serviced the northern portion of the lower Michigan penin-
    sula by providing analog cellular service during the years at
    issue. RFB acquired a second license, the Michigan 2 license,
    which serviced the eastern upper Michigan peninsula. Most
    of RFB’s revenue came from roaming charges for the use of
    two networks in Michigan. RFB also sold cellular phones to
    people to generate airtime.
    RFB made $241,500 of cash distributions to petitioner in
    1996, $613,673 in 2000 and $342,455 in 2001. RFB made Fed-
    eral income tax payments on petitioners’ behalf in 1995 and
    1996. These tax payments were reflected as shareholder
    loans on RFB’s tax returns. No promissory notes were issued
    for the tax payments RFB made on petitioners’ behalf.
    B. The Michigan 2 Acquisition
    entered into a purchase agreement with Mackinac Cel-
    RFB
    lular to acquire the Michigan 2 license and related equip-
    ment in 1994 (1994 purchase agreement). Mackinac Cellular
    had paid $1.6 million for the equipment in 1994. RFB
    arranged to purchase the license and equipment by issuing
    promissory notes and assuming debt.
    The Michigan 2 acquisition by RFB was stalled for two
    years. It was stalled for various reasons but primarily
    because of a lawsuit petitioner’s former employer, CIS, filed
    against petitioner for usurpation of a corporate opportunity.
    The license and equipment were transferred to Pebbles Cel-
    lular Corporation (Pebbles), a wholly owned subsidiary of CIS,
    through the negotiations. Pebbles did not change or improve
    the equipment during these two intervening years. Pebbles
    sold the Michigan 2 assets to RFB.
    RFB and Pebbles entered into a purchase agreement in
    1996 (1996 purchase agreement) after the lawsuit was
    resolved. The parties again undertook a series of negotiations
    and made some adjustments to the transaction. Nevertheless,
    the purchase price and the allocations in the 1996 purchase
    agreement were the same as those in the 1994 agreement.
    Both purchase agreements allocated $2.5 million of the $7.2
    million purchase price to the equipment. Approximately
    $909,000 of the purchase price was allocated to costs
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00004   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    50                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    incurred by Pebbles between 1994 and 1996. Yet there was
    no allocation for these costs.
    II. The Alpine Entities
    Petitioners sought to expand RFB’s existing cellular busi-
    ness to new license areas. RFB’s lenders agreed to fund the
    expansion. The lenders required, however, that RFB form a
    new entity to isolate the liabilities to the thinly capitalized
    new business entities RFB would form to hold title only to the
    licenses. Petitioners formed various entities (the Alpine enti-
    ties) to further this expansion.
    A. Alpine
    Petitioners organized Alpine, an S corporation, to bid on
    FCC  licenses in RSA lotteries and to construct and operate dig-
    ital networks to service the new license areas. Petitioner held
    a 99-percent interest in Alpine and his brother held the
    remaining one percent.
    Alpine bid on licenses for geographic areas with demo-
    graphics similar to those of RFB’s existing network areas, and
    Alpine bid on licenses for areas in Michigan where RFB was
    already providing analog service. The FCC financed the pur-
    chase of most of the licenses Alpine won at auction. The FCC
    required, however, as a condition for financing, that the
    license holder make services available to at least 25 percent
    of the population in the geographic license area within five
    years of the grant (build out requirement). The FCC licenses
    were issued for a period of ten years from the date of the
    grant. RFB and commercial lenders funded the bidding and
    constructed and operated the new networks.
    B. The Alpine License Holding Entities
    Alpine successfully bid on 12 licenses during the years at
    issue. Alpine made downpayments on the licenses and issued
    notes payable to the FCC for the balance of the purchase
    prices. Alpine then transferred the licenses to various single-
    member limited liability companies (collectively, the license
    holding companies) formed to hold the licenses and lease
    them to Alpine. 4 Petitioner held a 99-percent interest in each
    4 The Alpine license holding entities were Alpine-California F, LLC, Alpine Michigan F, LLC,
    Alpine Hyannis F, LLC and Alpine Fresno C, LLC.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00005   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                           51
    license holding entity and his brother owned the remaining
    one percent. Each Alpine license holding entity assumed the
    FCC debt in exchange for receiving the license. Alpine contin-
    ued to make payments on the FCC debt even after the
    licenses were transferred to the Alpine license holding enti-
    ties. Alpine maintained the books and records of Alpine, the
    Alpine entities and the Alpine license holding entities.
    No Alpine entities operated any on-air networks during the
    years at issue. RFB operated the only on-air networks. RFB
    used Alpine’s licenses to provide digital service in geographic
    areas RFB’s analog licenses already covered. RFB provided
    digital service by adding digital equipment onto RFB’s
    existing cellular towers. RFB owned the equipment that serv-
    iced the Michigan licenses. RFB allocated income and
    expenses related to the licenses to Alpine.
    No Alpine license holding entities met the FCC’s build out
    requirements for any of its licenses. Consequently, the FCC
    canceled two of the three licenses Alpine retained. Alpine
    returned the third license to the FCC and forfeited its
    $900,000 initial downpayment.
    The only income Alpine reported was income that RFB had
    allocated to Alpine from RFB’s use of Alpine’s licenses. Alpine
    did not report income during any of the other years at issue.
    Alpine claimed depreciation deductions 5 and other deduc-
    tions. 6 Alpine deducted interest on debt owed to the FCC.
    Alpine also deducted interest on debt owed to RFB, even
    though Alpine never made any interest payments. Alpine
    amortized and deducted expenses for alleged startup costs 7
    even though Alpine had not made a formal election under
    section 195(b).
    The only income any of the Alpine license holding entities
    reported was income allocated to them from RFB’s use of the
    licenses. The Alpine license holding entities each claimed
    amortization deductions related to the licenses and deducted
    interest paid on amounts borrowed from a related entity to
    service the FCC debt.
    5 The depreciation deductions were for leasehold improvements for a California office, fur-
    niture, fixtures, computers and vehicles.
    6 The other deductions were for expenses such as salaries, office expenses, telephone and utili-
    ties, rent, insurance, and dues and subscriptions.
    7 Such expenses included consulting expenses, travel and entertainment expenses, salaries,
    rent, legal fees, relocation expenses, contract labor, fringe benefits, and miscellaneous expenses.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00006   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    52                    137 UNITED STATES TAX COURT REPORTS                                         (46)
    Alpine and the license holding entities ceased all business
    activities by the end of 2002.
    C. Alpine Operating and Alpine Investments, LLC
    Petitioner formed Alpine Operating, a single-member lim-
    ited liability company, to hold the digital equipment and
    lease it to Alpine. Petitioner wholly owned Alpine Operating,
    a disregarded entity for Federal income tax purposes. Alpine
    Operating reported no income and did not claim any depre-
    ciation deductions for the equipment during the years at
    issue. Alpine Operating claimed interest and automobile
    depreciation deductions for 1999 and 2000.
    Petitioner formed Alpine Investments, LLC (Alpine Invest-
    ments), a single-member limited liability company, to serve
    as an intermediary for transferring money to the Alpine enti-
    ties. Petitioner’s tax advisers advised petitioner that he
    needed to increase his bases in the Alpine entities. Addition-
    ally, CoBank prohibited the distribution of loan proceeds to
    an individual. Petitioner wholly owned Alpine Investments, a
    disregarded entity.
    III. The CoBank Loans
    CoBank was the main commercial lender to RFB and the
    Alpine entities during the years at issue. RFB used CoBank
    loan proceeds to expand its existing business through Alpine
    and the related entities. CoBank specifically acknowledged
    that RFB would advance the proceeds directly or indirectly to
    the Alpine entities. Alpine allocated some of the funds to
    other Alpine entities.
    RFB refinanced the CoBank loan several times. Petitioner
    pledged his RFB stock as additional security but he never
    personally guaranteed the CoBank loan. The loan was
    secured by the assets of the Alpine license holding entities.
    Several of the Alpine entities also guaranteed the loan.
    RFB recorded the advances on its general ledger as
    ‘‘advances to Alpine PCS.’’ 8 Alpine recorded the same
    advances as ‘‘notes payable.’’ Some of the advances to Alpine
    were allocated to other Alpine entities, which recorded the
    allocations as advances or ‘‘notes payable’’ on the general
    ledgers. RFB, Alpine and the other Alpine entities made year-
    8 RFB   initially recorded the advances in its books as ‘‘other assets’’.
    VerDate 0ct 09 2002   13:55 May 31, 2013    Jkt 372897    PO 20009    Frm 00007    Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          53
    end adjusting entries reclassifying the advances as loans
    from a shareholder. Alpine reflected the advances as long-
    term liabilities on the returns for the years at issue.
    Promissory notes were executed between petitioner and
    RFB, and between petitioner and Alpine, to reflect accrued
    but unpaid interest on the purported loans. RFB indicated in
    financial statements for the years at issue that it would not
    demand repayment of any of the advances. No security was
    provided with respect to the promissory notes. No cash pay-
    ments of either principal or interest were ever made by any
    of the parties with respect to the promissory notes. Petitioner
    nevertheless reported interest income and income expense
    from the promissory notes on his individual returns.
    Beginning in 1999, the advances from RFB were reclassified
    through yearend adjusting entries as loans from Alpine
    Investments. Alpine Investments assumed the promissory
    notes executed between petitioner and Alpine, and between
    petitioner and RFB. Alpine Investments executed promissory
    notes with the Alpine entities and RFB to document the pur-
    ported loans.
    IV. IRS Appeals Proceeding
    The Appeals case involved all five years at issue. Appeals
    Officer Thomas Dolce (Officer Dolce) was assigned to peti-
    tioners’ case and negotiated with petitioners’ attorney, Sean
    Cook (Mr. Cook). Petitioners, RFB and the Alpine license
    holding entities filed for bankruptcy protection in 2003. Peti-
    tioners’ bankruptcy proceedings ran concurrently with their
    IRS Appeals case.
    Officer Dolce and Mr. Cook exchanged several settlement
    offers over the course of the negotiations. Officer Dolce orally
    proposed a ‘‘sum certain settlement’’ (settlement offer) during
    a telephone conference in October 2005. The settlement offer
    made no changes to petitioners’ tax liabilities for the years
    at issue but increased petitioners’ tax liability for 2002,
    which was not under examination.
    Petitioners accepted the settlement offer. Officer Dolce
    informed petitioners that he needed his manager’s approval
    before the settlement could be finalized. He also advised Mr.
    Cook that the parties needed to draft a closing agreement to
    finalize the settlement. Mr. Cook provided Officer Dolce with
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00008   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    54                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    a draft closing agreement petitioners had reviewed, but
    Officer Dolce did not sign it. The parties did not enter into
    any written agreement regarding the settlement offer.
    Officer Dolce orally informed petitioners that he had
    obtained the necessary approval but later learned that the
    offer exceeded the scope of his settlement authority. His
    authority extended to litigation risk, not collectibility. He
    made the settlement offer because he determined petitioners
    could not afford to pay the entire outstanding liability rather
    than on the merits of the case. Officer Dolce decided to with-
    draw the settlement offer when he learned the offer had yet
    to be finalized.
    Officer Dolce informed Mr. Cook two weeks later that the
    offer was withdrawn. The parties waited to meet until
    December 2005 to discuss the withdrawal because they were
    in different areas of Michigan, not close to each other.
    V. The Deficiency Notice
    Respondent issued petitioners the deficiency notice for the
    years at issue in 2006. Respondent determined that peti-
    tioners had insufficient debt basis in Alpine to claim
    flowthrough losses for the years at issue. Respondent also
    determined that petitioners were not at risk with respect to
    their investments in the Alpine license holding entities and
    Alpine Operating and were therefore not entitled to claim
    flowthrough losses.
    Respondent determined that Alpine was not entitled to
    interest, depreciation, startup expense, and other deductions
    because it was not engaged in an active trade or business
    during those years. Respondent also determined that Alpine
    Operating was not entitled to deduct interest and deprecia-
    tion because it was not engaged in an active trade or busi-
    ness. Respondent determined that the Alpine license holding
    entities amortization deductions for the licenses were dis-
    allowed because they were not engaged in an active trade or
    business at the relevant time.
    Petitioners timely filed a petition.
    OPINION
    We are asked to resolve the tax consequences of the ever-
    evolving cellular phone industry with rapidly changing tech-
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00009   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          55
    nology. Several issues raise questions of first impression.
    These include whether in an S corporation there is a sepa-
    rate definition in the at-risk rules involving whether the
    shareholder’s pledge of stock of a related corporation is
    excluded from the at-risk amount because it was property
    used in the business. We must also focus on when a cellular
    phone entity begins business for purposes of deducting begin-
    ning expenses and for amortization of the FCC license under
    section 197. Specifically, we must decide whether a cellular
    phone business begins upon the grant of the license from the
    FCC or when contracts for wireless services are sold. We
    address these substantive issues in turn.
    I. The Settlement Offer
    We must first decide a procedural issue of whether
    respondent is bound to an oral settlement offer made and
    subsequently withdrawn by respondent’s Appeals Office
    before the deficiency notice was issued. Petitioners argue
    that the oral settlement offer is enforceable, notwithstanding
    the lack of a written closing agreement, because Officer
    Dolce’s supervisor approved the offer. They argue alter-
    natively that respondent should be bound by equitable
    estoppel to the settlement offer because Officer Dolce reck-
    lessly withdrew the offer after petitioners had relied on it.
    Respondent denies that the oral settlement offer is enforce-
    able because it was not memorialized in a written closing
    agreement. Respondent also argues that petitioners have not
    established the elements necessary for us to apply equitable
    estoppel. We address the parties’ arguments in turn.
    A. Enforceability of the Settlement Offer
    We begin with petitioners’ argument that the oral settle-
    ment offer is an enforceable agreement. The compromise and
    settlement of tax cases is governed by general principles of
    contract law. Dorchester Indus. Inc. v. Commissioner, 
    108 T.C. 320
    , 330 (1997) affd. without published opinion 
    208 F.3d 205
     (3d Cir. 2000). The law for administrative, or pre-peti-
    tion, settlement offers is well established. See Dormer v.
    Commissioner, T.C. Memo. 2004–167; Rohn v. Commissioner,
    T.C. Memo. 1994–244. The procedures for closing agreements
    and compromises are set forth in section 7121 (relating to
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00010   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    56                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    closing agreements), section 7122 (relating to compromises)
    and the regulations thereunder. See secs. 7121 and 7122;
    secs. 301.7121–1, 301.7122–1, Proced. & Admin. Regs. These
    procedures are exclusive and must be satisfied for a com-
    promise or settlement to be binding on both a taxpayer and
    the Commissioner. Rohn v. Commissioner, supra; see also
    Urbano v. Commissioner, 
    122 T.C. 384
    , 393 (2004). Negotia-
    tions with the IRS are enforceable only if they comply with
    the procedures. Rohn v. Commissioner, supra. A settlement
    offer must be submitted on one of two special forms the
    Commissioner prescribes. Id.; sec. 301.7122–1(d)(1), (3),
    Proced. & Admin. Regs. Form 866, Agreement as to Final
    Determination of Tax Liability, is a type of closing agreement
    that is to be a final determination of a taxpayer’s liability for
    a past taxable year or years. Form 906, Closing Agreement
    on Final Determination Covering Specific Matters, is a
    second type of closing agreement that finally determines one
    or more separate items affecting the taxpayer’s liability. The
    parties never put the sum certain settlement in writing, let
    alone on one of the prescribed forms. Officer Dolce’s oral
    settlement offer is therefore not legally enforceable.
    B. Equitable Enforcement of the Settlement Offer
    We now address whether equity principles nonetheless
    require us to enforce the settlement offer. Equitable estoppel
    is a judicial doctrine that requires finding the taxpayer relied
    on the Government’s representations and suffered a det-
    riment because of that reliance. Estoppel precludes the IRS
    from denying its own representations if those representations
    induced the taxpayer to act to his or her detriment.
    Hofstetter v. Commissioner, 
    98 T.C. 695
    , 700 (1992). The doc-
    trine of equitable estoppel is applied against the Government
    with utmost caution and restraint. Boulez v. Commissioner,
    
    810 F.2d 209
    , 218 (D.C. Cir. 1987), affg. 
    76 T.C. 209
     (1981);
    Kronish v. Commissioner, 
    90 T.C. 684
    , 695 (1988).
    The Court of Appeals for the Sixth Circuit, to which this
    case is appealable, requires a litigant to establish affirmative
    misconduct on the Government’s part as a threshold to
    proving estoppel. See United States v. Guy, 
    978 F.2d 934
    , 937
    (6th Cir. 1992). Affirmative misconduct is more than mere
    negligence. 
    Id.
     It requires an affirmative act by the Govern-
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00011   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          57
    ment to either intentionally or recklessly mislead the tax-
    payer. Mich. Express, Inc. v. United States, 
    374 F.3d 424
    , 427
    (6th Cir. 2004). The taxpayer must also prove the traditional
    three elements of estoppel. These three traditional elements
    include (1) a misrepresentation by Government; (2) reason-
    able reliance on that misrepresentation by the taxpayer; and
    (3) detriment to the taxpayer. See Heckler v. Community
    Health Servs., 
    467 U.S. 51
    , 59 (1984).
    Petitioners’ equitable estoppel argument fails for several
    reasons. First and foremost, we find that petitioners failed to
    meet the threshold in the Sixth Circuit of showing any
    affirmative misconduct on respondent’s part. They argue that
    Officer Dolce’s failure to personally notify them for 40 days
    that the offer was withdrawn constituted ‘‘affirmatively reck-
    less conduct.’’ We disagree.
    We find instead that the delay was due to the considerable
    geographical distance between Officer Dolce and petitioners
    rather than to any affirmative misconduct on the part of
    Officer Dolce. Moreover, even though Officer Dolce failed to
    notify petitioners in person for 40 days, Officer Dolce notified
    petitioners’ counsel, Mr. Cook, within two weeks that the
    offer was withdrawn. We find that Officer Dolce’s actions do
    not rise to the level of affirmative misconduct.
    Additionally, petitioners have failed to prove the tradi-
    tional elements of equitable estoppel. Petitioners have failed
    to establish that Officer Dolce made any misrepresentations
    to them regarding the settlement offer. Officer Dolce made a
    conditional settlement offer to petitioners that needed to be
    approved by Officer Dolce’s supervisor. He withdrew the
    offer, which had yet to be finalized, upon realizing that a
    sum certain settlement was beyond his authority. Officer
    Dolce notified petitioners that the offer was withdrawn. He
    also explained to petitioners his reasons for withdrawing the
    offer.
    Petitioners’ reliance, if any, on the oral settlement offer
    was unreasonable. Petitioners knew that the settlement offer
    was not final until they entered into a written closing agree-
    ment. They discussed the need for a written closing
    agreement with Mr. Dolce and reviewed a draft closing
    agreement Mr. Cook prepared.
    Finally, respondent did not induce petitioners to take any
    adverse action. Petitioners claim they conceded certain rights
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00012   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    58                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    in the bankruptcy proceeding in reliance on the oral settle-
    ment offer. Petitioners have not established what rights, if
    any, they conceded attributable to the bankruptcy pro-
    ceeding.
    Accordingly, we conclude that equitable estoppel principles
    do not require respondent to be bound by the sum certain
    settlement offer.
    II. Valuation of the Michigan 2 Acquisition
    Next, we must determine whether petitioners properly allo-
    cated $2.5 million of the $7.2 million Michigan 2 purchase
    price to equipment for depreciation purposes. Petitioners
    relied on the allocations made in the Michigan 2 purchase
    agreement even though there was a 2-year delay in acquiring
    the equipment and license.
    RFB acquired both depreciable and nondepreciable property
    when it paid $7.2 million to acquire the cellular phone equip-
    ment and license from Pebbles, the seller. When a combina-
    tion of depreciable and nondepreciable property is purchased
    for a lump sum, the lump sum must be apportioned between
    the two types of property to determine their respective costs.
    The cost of the depreciable property is used to determine the
    amount of the depreciation deduction. The relevant inquiry is
    the respective fair market values of the depreciable and non-
    depreciable property at the time of acquisition. Weis v.
    Commissioner, 
    94 T.C. 473
    , 482–483 (1990); Randolph Bldg.
    Corp. v. Commissioner, 
    67 T.C. 804
    , 807 (1977). Petitioners
    bear the burden of proving that respondent’s allocation is
    incorrect. See Rule 142(a); see Elliott v. Commissioner, 
    40 T.C. 304
    , 313 (1963).
    Petitioners contend that the $2.5 million allocation to
    depreciable assets is proper. They first argue it is proper
    because it is the amount the parties agreed to in the 1994
    and 1996 purchase agreements. 9 An allocation in a purchase
    agreement is not necessarily determinative, however, if it
    fails to reflect a bargained-for amount. See Sleiman v.
    Commissioner, 
    187 F.3d 1352
    , 1361 (11th Cir. 1999), affg.
    9 Petitioners also rely on the Michigan 4 acquisition as best evidence of the value of the Michi-
    gan 2 equipment. Petitioners estimated the value of the Michigan 4 equipment using only the
    costs they incurred and the vendor financing they received. They have not provided sufficient
    evidence of the equipment’s value. Moreover, petitioners have not established that the Michigan
    4 equipment is comparable to the Michigan 2 equipment.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00013   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          59
    T.C. Memo. 1997–530. Petitioners further argue that the $2.5
    million allocation to depreciable assets is proper because it
    represents the cost they would have to pay to replace the
    wireless cellular equipment. Petitioners have not provided
    any evidence beyond their own self-serving testimony to
    substantiate the replacement cost. We need not accept the
    taxpayer’s self-serving testimony when the taxpayer fails to
    present corroborative evidence. Beam v. Commissioner, T.C.
    Memo. 1990–304 (citing Tokarski v. Commissioner, 
    87 T.C. 74
    , 77 (1986)), affd. without published opinion 
    956 F.2d 1166
    (9th Cir. 1992).
    Moreover, we find it implausible that the equipment had
    a value of $2.5 million at the time RFB acquired it from Peb-
    bles. Mackinac’s original purchase of the Michigan 2 equip-
    ment for $1.6 million in 1994 indicates that the equipment
    was worth, at most, only $1.6 million when RFB purchased it
    in 1996. See Estate of Cartwright v. Commissioner, T.C.
    Memo. 1996–286. Moreover, petitioners testified that the
    equipment was rapidly depreciating on account of advancing
    cellular technology. In fact, some of the Michigan 2 equip-
    ment became obsolete between 1994 and 1996 and had to be
    decommissioned after RFB’s acquisition. Nevertheless, the
    allocation amount remained unchanged between the 1994
    and 1996 purchase agreements. Petitioners have not shown
    that they made any additions or improvements to explain
    why the allocation amount remained unchanged over the 2-
    year period. We accordingly find that petitioners’ allocation
    of $2.5 million to equipment was improper and instead sus-
    tain respondent’s determination that $1.5 million be allo-
    cated to the equipment.
    III. Basis Limitations on Flowthrough Losses
    We now turn to basis in Alpine. We must determine
    whether petitioners, shareholders of Alpine, an S corporation,
    had sufficient debt basis to claim flowthrough losses during
    the years at issue. Petitioners argue that the payments peti-
    tioner made to Alpine with the loan proceeds from CoBank
    gave them basis in Alpine. Respondent contends that the
    payments did not create basis. Instead, petitioners served as
    a mere conduit to the transfer of loan proceeds from RFB to
    Alpine. Respondent further asserts that petitioners did not
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00014   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    60                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    make any economic outlay that would entitle them to
    increase their basis in the S corporation.
    A. Basis to S Corporation Shareholder
    First, we state the general rules governing when a share-
    holder in an S corporation is entitled to deduct losses the S
    corporation sustained. A shareholder of an S corporation can
    directly deduct his or her share of entity-level losses in
    accordance with the flowthrough rules of subchapter S. See
    sec. 1366(a). The losses cannot exceed the sum of the share-
    holder’s adjusted basis in his or her stock and the share-
    holder’s adjusted basis in any indebtedness of the S corpora-
    tion to the shareholder. Sec. 1366(d)(1)(A) and (B). This
    restriction applies because the disallowed amount exceeds
    the shareholder’s economic investment in the S corporation
    and, because of the limited liability accorded to S corpora-
    tions, the amount does not have to be repaid. The share-
    holder bears the burden of establishing his or her basis.
    Estate of Bean v. Commissioner, 
    268 F.3d 553
    , 557 (8th Cir.
    2001), affg. T.C. Memo. 2000–355; Parrish v. Commissioner,
    
    168 F.3d 1098
    , 1102 (8th Cir. 1999), affg. T.C. Memo. 1997–
    474.
    A shareholder who makes a loan to an S corporation gen-
    erally acquires debt basis if the shareholder makes an eco-
    nomic outlay for the loan. The indebtedness must run
    directly from the S corporation to the shareholder and the
    shareholder must make an actual economic outlay for debt
    basis to arise. Kerzner v. Commissioner, T.C. Memo. 2009–76.
    When the taxpayer claims debt basis through payments
    made by an entity related to the taxpayer and then from the
    taxpayer to the S corporation (back-to-back loans), the tax-
    payer must prove that the related entity was acting on behalf
    of the taxpayer and that the taxpayer was the actual lender
    to the S corporation. Ruckriegel v. Commissioner, T.C. Memo.
    2006–78. If the taxpayer is a mere conduit and if the transfer
    of funds was in substance a loan from the related entity to
    the S corporation, the Court will apply the step transaction
    doctrine and ignore the taxpayer’s participation. 
    Id.
    A taxpayer makes an economic outlay for purposes of debt
    basis when he or she incurs a ‘‘cost’’ on a loan or is left
    poorer in a material sense after the transaction. Putnam v.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00015   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          61
    Commissioner, 
    352 U.S. 82
     (1956); Estate of Bean v. Commis-
    sioner, supra at 558; Bergman v. United States, 
    174 F.3d 928
    ,
    930 n.6 (8th Cir. 1999); Estate of Leavitt v. Commissioner,
    
    875 F.2d 420
    , 422 (4th Cir. 1989), affg. 
    90 T.C. 206
     (1988).
    The taxpayer may fund the loan to the S corporation with
    money borrowed from a third-party lender in a back-to-back
    loan arrangement. Underwood v. Commissioner, 
    535 F.2d 309
    , 312 n.2 (5th Cir. 1976), affg. 
    63 T.C. 468
     (1975);
    Hitchins v. Commissioner, 
    103 T.C. 711
    , 718 & n.8 (1994);
    Raynor v. Commissioner, 
    50 T.C. 762
    , 771 (1968). The tax-
    payer has not made an economic outlay, however, if the
    lender is a related party and if repayment of the funds is
    uncertain. See, e.g., Oren v. Commissioner, 
    357 F.3d 854
     (8th
    Cir. 2004), affg. T.C. Memo. 2002–172; Underwood v.
    Commissioner, supra at 312.
    B. Direct Loan From RFB
    Against this background, we now address whether peti-
    tioner acquired basis in Alpine in the amount of the loan.
    Petitioners claim they advanced the CoBank loan proceeds to
    the Alpine entities as part of a back-to-back loan arrange-
    ment. 10 Petitioners have not established that they lent,
    rather than advanced, the CoBank loan proceeds to Alpine.
    See Yates v. Commissioner, T.C. Memo. 2001–280; Culnen v.
    Commissioner, T.C. Memo. 2000–139, revd. and remanded 
    28 Fed. Appx. 116
     (3d Cir. 2002). Petitioner never substituted
    himself as ‘‘lender’’ in the place of RFB. There is no evidence
    that the Alpine entities were indebted to petitioner rather
    than to RFB. Interest on the unsecured notes accrued and
    was added to the outstanding loan balances. No payments
    were ever made. Moreover, petitioners signed the promissory
    notes on behalf of all the entities, making it unlikely that
    any of the entities would seek payment from petitioners. See
    Oren v. Commissioner, supra at 859. The promissory notes,
    therefore, do not establish bona fide indebtedness between
    petitioners and Alpine.
    Moreover, the payments petitioners made to Alpine from
    the CoBank loan proceeds were characterized as advances,
    rather than loan distributions, at the time the payments
    10 Petitioners substituted themselves for Alpine Investments, a disregarded entity they wholly
    owned, beginning in 1999.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00016   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    62                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    were made. See Ruckriegel v. Commissioner, supra. The pay-
    ments were recharacterized as loans only through yearend
    reclassifying journal entries and other documents. The loan
    ran from RFB to the Alpine entities, and petitioners served as
    a mere conduit for the funds. Accordingly, we find that the
    Alpine entities were not directly indebted to petitioners.
    Petitioners also have not shown that RFB made the pay-
    ments to Alpine on petitioners’ behalf. We have found that
    direct payments from a related entity to the taxpayer’s S cor-
    poration constituted payments on the taxpayer’s behalf
    where the taxpayer used the related entity as an ‘‘incor-
    porated pocketbook.’’ See Yates v. Commissioner, supra;
    Culnen v. Commissioner, supra. The term ‘‘incorporated
    pocketbook’’ refers to the taxpayer’s habitual practice of
    having his wholly owned corporation pay money to third par-
    ties on his behalf. See Ruckriegel v. Commissioner, supra.
    Whether an entity is an incorporated pocketbook is a ques-
    tion of fact. Id. Petitioners have not established that RFB
    habitually or routinely paid petitioners’ expenses so as to
    make RFB an incorporated pocketbook.
    C. Economic Outlay
    We now turn to the economic outlay requirement. Peti-
    tioners also contend that their pledge of RFB stock as collat-
    eral for the CoBank loan constituted an economic outlay
    justifying an increase in petitioners’ basis in their Alpine
    entities. A pledge of personal assets is insufficient to create
    basis until and unless the shareholder pays all or part of the
    obligation that the shareholder guaranteed. See Estate of
    Leavitt v. Commissioner, supra at 423; Maloof v. Commis-
    sioner, T.C. Memo. 2005–75, affd. 
    456 F.3d 645
     (6th Cir.
    2006). Petitioners have not shown that they incurred any
    cost with regard to their pledge of RFB stock.
    Moreover, petitioners have not shown that they incurred a
    cost with respect to the loan or were otherwise left poorer in
    a material sense. 11 See Maloof v. Commissioner, supra. Peti-
    11 Petitioners contend that they suffered actual economic loss with respect to the pledge of
    stock when the banks obtained RFB’s assets in the bankruptcy proceedings. The bankruptcy
    case was settled after the years at issue, however, and is therefore irrelevant for purposes of
    determining economic outlay at the time the payments were made. Petitioners also argue that
    they were left ‘‘poorer in a material sense’’ by RFB’s use of undistributed after-tax profits for
    advances to the Alpine entities. Petitioners’ argument is irrelevant because we have determined
    that RFB was not an ‘‘incorporated pocketbook’’ for petitioners. Cf. Yates v. Commissioner, T.C.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00017   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          63
    tioners never personally guaranteed or were otherwise
    personally liable on the CoBank loan. See id. Petitioners
    signed the promissory notes on behalf of all the entities,
    making it unlikely that any of the entities would seek pay-
    ment from petitioners. See Oren v. Commissioner, supra at
    859. Furthermore, RFB indicated in its financial statements
    that it would not demand repayment on any advances made
    to petitioners.
    We therefore will apply the step transaction doctrine and
    ignore petitioners’ participation in the advances from RFB to
    Alpine. We find that petitioners had insufficient debt basis in
    Alpine to claim flowthrough losses during the years at issue.
    IV. At-Risk Limitation on Flowthrough Losses
    We now focus on whether petitioners were at risk with
    respect to Alpine, Alpine Operating and the Alpine license
    holding entities because of the unique way the transactions
    were structured. We must decide for the first time whether
    stock in a related S corporation is property used in the busi-
    ness to preclude petitioners from being at risk for any pledge
    of property used in the business.
    We begin with an overview of the at-risk rules. The at-risk
    rules ensure that a taxpayer deducts losses only to the extent
    he or she is economically or actually at risk for the invest-
    ment. Sec. 465(a); Follender v. Commissioner, 
    89 T.C. 943
    (1987). The amount at risk includes cash contributions and
    certain amounts borrowed with respect to the activity for
    which the taxpayer is personally liable for repayment. Sec.
    465(b)(2)(A). Pledges of personal property as security for bor-
    rowed amounts are also included in the at-risk amount. Sec.
    465(b)(2)(B). The taxpayer is not at risk, however, for any
    pledge of property used in the business. 
    Id.
    The parties disagree whether the RFB stock petitioners
    pledged constitutes property used in the business. Petitioners
    contend that RFB stock is not property used in the business
    for at-risk purposes because the stock represents an owner-
    ship interest in the business that can be sold or transferred
    without affecting corporate assets. According to petitioners,
    stock is therefore inherently separate and distinct from the
    Memo. 2001–280; Culnen v. Commissioner, T.C. Memo. 2000–139, revd. and remanded 
    28 Fed. Appx. 116
     (3d Cir. 2002).
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00018   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    64                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    activities of a corporation and the pledge of stock of the
    related corporation should allow petitioners to be treated as
    at risk. We disagree.
    We reject petitioners’ narrow interpretation of property
    used in the business. Pledged property must be ‘‘unrelated to
    the business’’ if it is to be included in the taxpayer’s at-risk
    amount. See sec. 465(b)(2)(A) and (B); Krause v. Commis-
    sioner, 
    92 T.C. 1003
    , 1016–1017 (1989), affd. sub nom.
    Hildebrand v. Commissioner, 
    28 F.3d 1024
     (10th Cir. 1994);
    Miller v. Commissioner, T.C. Memo. 2006–125. 12 The Alpine
    entities were formed by petitioner to expand RFB’s existing
    cellular networks. RFB also used some of Alpine’s digital
    licenses to provide digital service to RFB’s analog network
    areas. RFB then allocated income from the licenses back to
    Alpine. The RFB stock is related to the Alpine entities. Cf.
    sec. 1.465–25(b)(1)(i), Proposed Income Tax Regs., 
    44 Fed. Reg. 32244
     (June 5, 1979).
    Moreover, even if the RFB stock is unrelated to the cellular
    phone business, petitioners were not economically or actually
    at risk with respect to their involvement with the Alpine
    entities. Petitioners contend that petitioner was the obligor of
    last resort on the CoBank loan. Petitioners were not actually
    at risk because they never personally guaranteed the
    CoBank loan, nor were they ever personally liable on the
    purported loans to the Alpine entities. Additionally, peti-
    tioners were not economically at risk. We have held that
    where the transaction has been structured so as to remove
    any realistic possibility of loss, the taxpayer is not at risk for
    the borrowed amounts. See Oren v. Commissioner, 
    357 F.3d at 859
    ; Levien v. Commissioner, 
    103 T.C. 120
    , 126 (1994),
    affd. without published opinion 
    77 F.3d 497
     (11th Cir. 1996).
    We have already determined that the structured transaction
    made it highly unlikely that petitioners would experience a
    loss.
    We find that petitioners’ pledge of RFB stock did not put
    them at risk in Alpine and the other Alpine entities to allow
    them passthrough losses.
    12 Furthermore, the flush language of sec. 465(b)(2) provides that no property shall be taken
    into account as security for borrowed amounts if such property is directly or indirectly financed
    by indebtedness which is secured by the property. The RFB stock qualifies as ‘‘property * * *
    directly or indirectly financed by indebtedness’’ because RFB borrowed the funds from CoBank.
    Petitioners’ pledge of RFB stock therefore cannot be taken into account to determine whether
    petitioners were at risk.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00019   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          65
    V. Business and Startup Expenses
    A. Business Expenses
    We now must decide whether Alpine and Alpine Operating
    were engaged in an active trade or business for purposes of
    deducting certain expenses. Alpine and Alpine Operating
    deducted interest, depreciation, startup and certain other
    business expenses (beginning expenses). Respondent argues
    that none of the Alpine entities are entitled to deductions for
    the beginning expenses because they were not involved in an
    active trade or business during the years at issue. Petitioners
    contend that the Alpine entities acquired licenses and related
    equipment to expand RFB’s existing cellular business and are
    therefore entitled to the deductions for the beginning
    expenses. We begin with the general rules for deducting busi-
    ness expenses.
    Taxpayers may deduct ordinary and necessary expenses
    paid or incurred during the taxable year in carrying on a
    trade or business. Sec. 162(a). The taxpayer is not entitled to
    deduct expenses incurred before actual business operations
    commence and the activities for which the trade or business
    was formed are performed. Johnsen v. Commissioner, 
    83 T.C. 103
    , 114 (1984), revd. 
    794 F.2d 1157
     (6th Cir. 1986). Whether
    the taxpayer is actively carrying on a trade or business
    depends on the facts and circumstances. Commissioner v.
    Groetzinger, 
    480 U.S. 23
    , 36 (1987). A taxpayer is not
    engaged in a trade or business even if he has made a firm
    decision to enter into business and over a considerable period
    of time spent money in preparing to enter that business.
    Richmond Television Corp. v. United States, 
    345 F.2d 901
    ,
    907 (4th Cir. 1965). The taxpayer is not engaged in any trade
    or business until the business has begun to function as a
    going concern and has performed the activities for which it
    was organized. 
    Id.
    The determination of whether an entity is actively engaged
    in a trade or business must be made by viewing the entity
    in a stand-alone capacity and not in conjunction with other
    entities. See Bennett Paper Corp. & Subs. v. Commissioner,
    
    78 T.C. 458
    , 463–465 (1982), affd. 
    699 F.2d 450
     (8th Cir.
    1983). RFB’s business therefore cannot be attributed to Alpine
    and Alpine Operating. Instead, we must examine the Alpine
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00020   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    66                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    entities individually to determine whether they were engaged
    in a trade or business during the years at issue. We begin
    with Alpine.
    Petitioners organized Alpine to obtain FCC licenses and to
    construct and operate networks to service the new license
    areas. Petitioners claim that Alpine had two on-air networks
    in September 2001. Petitioners failed to provide any evidence
    beyond petitioner’s own self-serving testimony to substan-
    tiate this claim, however. Instead, the record reflects that the
    on-air networks were operated by RFB rather than Alpine.
    RFB used Alpine’s Michigan licenses and allocated any
    income earned from the licenses to Alpine or the Alpine
    license holding entities. 13 Petitioners failed to establish here
    that Alpine was engaged in an active trade or business
    during the years at issue, and it is not entitled to any deduc-
    tions for beginning expenses.
    We now turn to Alpine Operating. Alpine Operating was
    formed for the sole purpose of serving Alpine’s business and
    depended on Alpine for revenue. We have already determined
    that petitioners failed to establish that Alpine was engaged
    in an active trade or business during the years at issue. We
    therefore find, by extension, that Alpine Operating was not
    engaged in an active trade or business and is not entitled to
    deduct any beginning expenses.
    B. Startup Expenses
    Petitioners alternatively argue that they are entitled to
    amortize and deduct the beginning expenses as startup
    expenses. Taxpayers are entitled to amortize and deduct
    startup expenses only if they attach a statement to the
    return for the taxable year in which the trade or business
    begins. See sec. 195(b)(1), (c). Petitioners did not file the
    appropriate statement with their returns and are only now
    electing to amortize and deduct the expenses. We find there-
    fore that they are ineligible to amortize and deduct the
    beginning expenses.
    13 We find compelling that Alpine did not meet the FCC’s build out requirement to make serv-
    ice available to at least 25 percent of the population in any license areas within five years of
    the grant. The FCC canceled two of the three licenses Alpine retained, and Alpine returned the
    third license to the FCC and forfeited the downpayment.
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00021   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          67
    VI. Amortization of the FCC Licenses
    We now turn to amortization of the FCC licenses. The par-
    ties agree that the licenses are amortizable but disagree on
    when amortization should begin. Their dispute is based on
    their different interpretations of section 197. Respondent con-
    tends that the licenses are amortizable upon commencement
    of a trade or business. Petitioners argue that the licenses are
    amortizable upon acquisition. We must decide for the first
    time whether section 197 requires that the taxpayer be
    engaged in a trade or business to claim amortization deduc-
    tions. If we determine that section 197 imposes a trade or
    business requirement, we must also determine the extent of
    that requirement. We begin with the general rules for amor-
    tizing intangibles.
    Intangibles were amortized and depreciated under section
    167 before the enactment of section 197. Sec. 1.167(a)–3,
    Income Tax Regs. Taxpayers could claim depreciation deduc-
    tions for intangible property used in a trade or business or
    held for the production of income if the property had a useful
    life that was limited and reasonably determinable. 
    Id.
     There
    was some uncertainty, however, over what constituted an
    amortizable intangible asset and the proper method and
    period for depreciation. See Omnibus Budget Reconciliation
    Act of 1993, Pub. L. 103–66, sec. 13261, 
    107 Stat. 532
    .
    Congress enacted section 197 to resolve some of the
    uncertainty surrounding the regulation. H. Rept. 103–111, at
    777 (1993), 1993–
    3 C.B. 167
    , 353. An ‘‘amortizable intan-
    gible’’ is now defined as an intangible acquired by and held
    in connection with the conduct of a trade or business. Sec.
    197(c)(1). Such intangibles include ‘‘any license, permit or
    other right granted by a governmental unit or an agency or
    instrumentality thereof ’’ that is held in connection with the
    conduct of a trade or business. See sec. 197(c)(1)(B), (d)(1)(D).
    The cost of the intangible is amortizable over a fixed 15-year
    period. Sec. 197(a).
    Petitioners contend that section 197 lacks a specific trade
    or business requirement. Thus, petitioners argue that they
    may begin amortizing the FCC licenses upon grant even
    though no trade or business has begun. They argue that the
    statute lacks a specific trade or business requirement
    because the phrase ‘‘trade or business’’ does not appear in
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00022   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    68                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    subsection (a), which provides the general rule. They argue
    that the plain meaning of the statute permits them to begin
    amortizing the licenses in the month of the license grant
    regardless of whether any business had begun.
    We turn to the language of section 197. It is a central tenet
    of statutory construction that, when any provision of a
    statute is interpreted, the entire statute must be considered.
    See, e.g., Lexecon Inc. v. Milberg Bershad Hynes & Lerach,
    
    523 U.S. 26
    , 36 (1998); Huffman v. Commissioner, 
    978 F.2d 1139
    , 1145 (9th Cir. 1992), affg. in part and revg. in part
    T.C. Memo. 1991–144. The phrase ‘‘trade or business’’
    appears five times in section 197. An intangible is not
    amortizable under the general rule of subsection (a) unless it
    is an ‘‘amortizable section 197 intangible.’’ See sec. 197(a). An
    amortizable section 197 intangible is defined as an intangible
    that is held ‘‘in connection with the conduct of a trade or
    business.’’ See sec. 197(c)(1)(B). The statute requires that
    there be a trade or business for amortization purposes. Mere
    grant of an FCC license does not satisfy the requirement.
    Moreover, to interpret section 197 as allowing amortization
    without regard to the taxpayer’s trade or business ignores
    the purpose behind section 197. Section 197 was enacted to
    provide taxpayers acquiring intangible assets with a deduc-
    tion similar to the depreciation deduction under section 167
    for tangible assets. Taxpayers are allowed a depreciation
    deduction for property used in a trade or business. See sec.
    167(a). There is no indication in the legislative history of sec-
    tion 197 that Congress intended to change depreciation prin-
    ciples established in section 167 to allow taxpayers to amor-
    tize intangible assets without regard to whether there was a
    trade or business.
    We now must determine the nature of the section 197
    trade or business requirement. Several Code sections impose
    an active trade or business requirement. For example, tax-
    payers are allowed to deduct business expenses incurred in
    carrying on a trade or business, sec. 162, depreciation
    expenses for tangible personal property used in a trade or
    business, sec. 167, and startup expenses for an ‘‘active trade
    or business’’, sec. 195. The taxpayer must be carrying on or
    engaged in a trade or business at the time of the expenditure
    to be eligible for the deduction. See Weaver v. Commissioner,
    T.C. Memo. 2004–108. In contrast, only a passive trade or
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00023   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    (46)                            BROZ v. COMMISSIONER                                          69
    business is required for deductibility of research and develop-
    ment costs under section 174 (‘‘in connection with a trade or
    business’’). Moreover, the taxpayer claiming a research and
    development cost need not be engaged in a trade or business
    at the time of the expenditure to qualify for the deduction.
    Smith v. Commissioner, 
    937 F.2d 1089
    , 1097 n.9 (6th Cir.
    1991) (quoting Diamond v. Commissioner, 
    930 F.2d 372
     (4th
    Cir. 1991)), revg. 
    91 T.C. 733
     (1988).
    Petitioners argue that the trade or business requirement
    imposed by section 197 is similar to the less stringent
    requirement imposed by section 174. See Snow v. Commis-
    sioner, 
    416 U.S. 500
     (1974). They argue that both sections
    174 and 197 contain the phrase ‘‘in connection with’’ and
    both should therefore have the same meaning. Petitioners’
    interpretation fails, however, to consider the entire phrase.
    The entire phrase in section 197 is ‘‘in connection with the
    conduct of a trade or business.’’ (Emphasis added.) The inclu-
    sion of the word ‘‘conduct’’ indicates to us that the intangi-
    bles must be used in connection with a business that is being
    conducted. We find, therefore, that section 197 contains an
    active trade or business requirement similar to the require-
    ment imposed by section 162. 14
    We have already determined that Alpine was not engaged
    in an active trade or business. The Alpine license holding
    entities were formed for the sole purpose of serving Alpine’s
    business and depended on Alpine for revenue. We therefore
    find, by extension, that the Alpine license holding entities
    were not engaged in an active trade or business and are not
    entitled to amortization deductions for the licenses.
    We earlier issued an Opinion, Broz v. Commissioner, 
    137 T.C. 25
     (2011), in which we found for respondent as to the
    class life for depreciation purposes.
    14 Moreover, regulations have been promulgated that reinforce the trade or business require-
    ment in sec. 197. The regulations clarify that amortization under sec. 197 begins on the later
    of—
    (A) The first day of the month in which the property is acquired; or
    (B) In the case of property held in connection with the conduct of a trade or business or in
    an activity described in section 212, the first day of the month in which * * * the activity be-
    gins.
    [Sec. 1.197–2(f)(1)(i), Income Tax Regs.]
    The regulations apply only to property acquired after Jan. 25, 2000. Nevertheless, the regula-
    tions further support our determination that intangible property cannot be amortized if the
    trade or business or activity to which it relates has yet to commence. See Frontier Chevrolet
    Co. v. Commissioner, 
    116 T.C. 289
    , 294 n.10 (2001).
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00024   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    70                 137 UNITED STATES TAX COURT REPORTS                                        (46)
    We have considered all arguments made in reaching our
    decision, and, to the extent not mentioned, we conclude that
    they are moot, irrelevant, or without merit.
    To reflect the foregoing,
    Decision will be entered under Rule 155.
    f
    VerDate 0ct 09 2002   13:55 May 31, 2013   Jkt 372897   PO 20009   Frm 00025   Fmt 3851   Sfmt 3851   V:\FILES\BROZ2.137   SHEILA
    

Document Info

Docket Number: 21629-06

Citation Numbers: 137 T.C. 46

Filed Date: 9/1/2011

Precedential Status: Precedential

Modified Date: 1/13/2023

Authorities (29)

ra-hildebrand-and-dorothy-a-hildebrand-wahl-v-commissioner-of-internal , 28 F.3d 1024 ( 1994 )

Richmond Television Corporation v. United States , 345 F.2d 901 ( 1965 )

John K. Johnsen Frances Johnsen, Cross-Appellants v. ... , 794 F.2d 1157 ( 1986 )

Louis H. Diamond, Madelene Diamond v. Commissioner of ... , 930 F.2d 372 ( 1991 )

Morris G. Underwood and Jackie Underwood, Individuals v. ... , 535 F.2d 309 ( 1976 )

estate-of-daniel-leavitt-deceased-charles-d-fox-iii-estate-of-evelyn , 875 F.2d 420 ( 1989 )

David D. Parrish v. Commissioner of Internal Revenue , 168 F.3d 1098 ( 1999 )

Bennett Paper Corporation and Subsidiaries v. Commissioner ... , 699 F.2d 450 ( 1983 )

Dean B. Smith and Irma Smith v. Commissioner of Internal ... , 937 F.2d 1089 ( 1991 )

Donald G. Oren Beverly J. Oren v. Commissioner of Internal ... , 357 F.3d 854 ( 2004 )

Michigan Express, Inc. Mahmoud Abdallah Nabil Ajami v. ... , 374 F.3d 424 ( 2004 )

William H. Maloof v. Commissioner of Internal Revenue , 456 F.3d 645 ( 2006 )

estate-of-alton-bean-deceased-gary-a-bean-administrator-mable-bean-v , 268 F.3d 553 ( 2001 )

United States v. Garth Guy , 978 F.3d 934 ( 1992 )

Pierre Boulez v. Commissioner of Internal Revenue , 810 F.2d 209 ( 1987 )

Putnam v. Commissioner , 77 S. Ct. 175 ( 1956 )

Larry Bergman Patricia Bergman v. United States , 174 F.3d 928 ( 1999 )

clair-s-huffman-estate-of-patricia-c-huffman-deceased-clair-s-huffman , 978 F.2d 1139 ( 1992 )

Snow v. Commissioner , 94 S. Ct. 1876 ( 1974 )

Commissioner v. Groetzinger , 107 S. Ct. 980 ( 1987 )

View All Authorities »