Kaufman v. Commisioner of Internal Revenu , 784 F.3d 56 ( 2015 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 14-1863
    GORDON KAUFMAN; LORNA KAUFMAN,
    Petitioners, Appellants,
    v.
    COMMISSIONER OF INTERNAL REVENUE,
    Respondent, Appellee.
    APPEAL FROM THE UNITED STATES TAX COURT
    [Hon. James S. Halpern, U.S. Tax Court Judge]
    Before
    Lynch, Chief Judge,
    Thompson and Kayatta, Circuit Judges.
    Frank Agostino, with whom Tara Krieger, Agostino &
    Associates, PC, Michael E. Mooney, and Nutter McClennen & Fish LLP
    were on brief, for appellants.
    Patrick J. Urda, Attorney, Tax Division, United States
    Department of Justice, with whom David A. Hubbert, Deputy Assistant
    Attorney General, and Jonathan S. Cohen, Attorney, Tax Division,
    United States Department of Justice, were on brief, for appellee.
    April 24, 2015
    LYNCH,    Chief   Judge.       This   appeal   turns   on   a
    straightforward question: did the Tax Court clearly err when it
    found that taxpayers Gordon and Lorna Kaufman must pay penalties
    for claiming a charitable deduction on their tax returns for a
    worthless historic preservation easement on their home? Finding no
    clear error, we affirm.
    The Kaufmans claimed a charitable deduction of $220,800
    on their 2003 and 2004 returns.       The deduction corresponded to the
    purported value of a historic preservation facade easement on their
    Boston home, which they donated to the National Architectural
    Trust, since renamed the Trust for Architectural Easements ("the
    Trust").    The Commissioner of Internal Revenue disallowed the
    deduction and assessed deficiencies and accuracy-related penalties
    for both tax years in question.
    The Tax Court affirmed the disallowance of the deduction
    on a motion for summary judgment, holding that the charitable
    deduction was invalid as a matter of law, see Kaufman v. Comm'r,
    
    134 T.C. 182
    (2010) [hereinafter "Kaufman I"], and it reaffirmed
    this ruling after holding a trial on the remaining issues in the
    case, see Kaufman v. Comm'r, 
    136 T.C. 294
    (2011) [hereinafter
    "Kaufman II"]. The Kaufmans appealed to this court, and we vacated
    the Tax Court's decision and remanded for further proceedings. See
    Kaufman v. Shulman, 
    687 F.3d 21
    , 33 (1st Cir. 2012) [hereinafter
    "Kaufman III"].     On remand, the Tax Court found that the value of
    -2-
    the easement was zero and that the Kaufmans were liable under
    applicable IRS regulations for a 40% accuracy-related penalty for
    making a gross valuation misstatement.                      Kaufman v. Comm'r, 
    107 T.C.M. 1262
    (2014) [hereinafter "Kaufman IV"].
    The Kaufmans appeal for a second time.                  They do not
    contest the Tax Court's finding that the value of the easement was
    zero,       but    they   argue      that   the    court    erred   in   imposing   the
    accuracy-related penalties. They also advance, for the first time,
    an   argument        that      the   Commissioner     did    not    comply   with   the
    procedural requirements of 26 U.S.C. § 6751(b)(1)1 in assessing
    those penalties.
    We affirm. The Tax Court's finding that the Kaufmans are
    liable for accuracy-related penalties was neither clearly erroneous
    nor infected by any error of law.                   The Kaufmans failed to raise
    their second argument before taking this appeal (or, indeed, at any
    earlier point in the labyrinthine history of this litigation), and
    so we deem it waived.
    I.   Facts And Procedural History
    A.                The Easement Donation
    In 1999, Lorna Kaufman, a company president with a Ph.D.
    in psychology, bought a single-family residence for herself and her
    1
    Unless otherwise noted, all references to Title 26 of the
    United States Code (the Internal Revenue Code) and to IRS
    regulations refer to the versions applicable in 2003 and 2004, the
    tax years at issue.
    -3-
    husband Gordon at 19 Rutland Square in the South End of Boston for
    just over $1 million.     Kaufman 
    III, 687 F.3d at 22
    .    The home is
    subject to certain zoning restrictions by virtue of its location in
    the South End historic preservation district. Around October 2003,
    she and Gordon, an emeritus professor of statistics at MIT,
    "learned about a tax incentive program for historic preservation"
    promoted by the Trust, which the Trust represented would allow the
    couple to qualify for a charitable deduction in the amount of
    10-15% of the value of the South End residence.        
    Id. at 23.
        As
    explained in Kaufman III,
    A provision of the Internal Revenue
    Code, 26 U.S.C. § 170(h) (2006), creates an
    incentive for taxpayers to donate real
    property interests to nonprofit organizations
    and government entities for "conservation
    purposes." . . .        [T]he statute allows
    taxpayers to claim a deduction for donating a
    real property interest -- including an
    easement -- "exclusively for conservation
    purposes."     These purposes include the
    preservation of "historically important" land
    areas or structures.
    The deduction for granting the easement
    is intended to reflect the value of what the
    taxpayer has donated which, in the absence of
    a "market" for such easements, can be measured
    by "the difference between the fair market
    value of the entire contiguous parcel of
    property before and after the granting of the
    restriction."
    
    Id. (citations omitted).
    In   December    2003,    the   Kaufmans   entered   into   a
    Preservation Restriction Agreement (PRA) with the Trust, which
    granted to the Trust an "easement in gross, in perpetuity, in, on,
    -4-
    and   to     the    Property,   Building,    and   the   Facade"   and   limited
    alterations to the property. Under the Trust's system, donors were
    also required to give a cash contribution to the Trust equal to 10%
    of the value of the donated easement.          Kaufman 
    III, 687 F.3d at 23
    .
    The Kaufmans did so.
    As the Trust requested, the Kaufmans also sent a form
    letter in late 20032 to their mortgage lender, Washington Mutual
    Bank, asking it to subordinate its interest in the property to the
    Trust's easement.          
    Id. at 23-24.
          The letter stated that the
    easement "convey[ed] the right of prior approval or [sic] any
    future changes [the owner] wish[ed] to make on the exterior of the
    property."          Significantly, the letter also noted that "[t]he
    easement restrictions are essentially the same restrictions as
    those       imposed   by   current   local   ordinances    that    govern   this
    property."         Gordon later testified that he "[d]idn't notice" the
    sentence stating that the PRA restrictions were the same as the
    South End zoning restrictions already in place and that he "made a
    mistake" in signing the form.          He stated that he thought the PRA
    restrictions were "much tougher," but admitted that he did not
    compare the two sets of restrictions.              Lorna testified similarly,
    stating that she "probably didn't focus on" the sentence in
    2
    The letter is undated, but the Kaufmans apparently sent
    it sometime between October 2003, when they began corresponding
    with the Trust about the easement donation, and December 2003, when
    the Kaufmans signed the final PRA.
    -5-
    question and that she believed that granting the easement would
    subject their home to stricter controls.
    In   order   to   obtain    a    charitable   deduction   for the
    donation of the easement, the Kaufmans were required to obtain an
    appraisal of its fair market value.          See 26 U.S.C. § 170(f)(11).
    The Trust offered the names of two appraisers it recommended, and
    the Kaufmans selected Timothy Hanlon. Kaufman 
    III, 687 F.3d at 24
    .
    Hanlon was a certified professional appraiser who managed his own
    residential appraisal company.       
    Id. However, the
    only appraisals
    of partial interests in real property that he had done were nine
    appraisals of the value of facade easements donated to the Trust.
    As the Tax Court explained, Hanlon had learned to appraise facade
    easements by speaking with representatives from the Trust, who had
    told him that "the range of values for facade easements is between
    11% for properties in highly regulated areas and ('towards') 15% in
    less regulated or unregulated areas."         Trust representatives also
    suggested language for him to include in his appraisals, which
    Hanlon in fact incorporated "almost verbatim" into all of his
    reports, regardless of the property involved.
    Hanlon's January 2004 appraisal attempted to arrive at
    the value of the easement through the "before and after" method of
    valuation, which involved "determining the difference between 'the
    fair market value of the property prior to donation of the easement
    and the fair market value of it after donation of the easement.'"
    -6-
    He determined that the value of the property before the grant of
    the easement was $1,840,000.    He acknowledged that there was "much
    overlap" between the burdens imposed by the PRA and the burdens
    imposed by the South End zoning restrictions, but concluded that
    the PRA restrictions were "stricter."     His explanation for why the
    PRA   controls   were   purportedly   stricter,   however,   was   vague,
    nonspecific, and not entirely logical.       A representative excerpt
    from his report reads as follows:
    The [PRA] easement is granted in perpetuity
    while the historic district ordinances and
    local zoning practices may change over time to
    reflect changes in political, economic and
    aesthetic needs and tastes in a community.
    The Historic District ordinances contain
    relief for economic hardship, which the [PRA]
    does not.    The [PRA] may result in higher
    insurance and property maintenance costs than
    those on properties not so encumbered.
    Rehabilitation costs may be higher also as the
    property owner could be obligated to restore
    or replace deteriorated materials rather than
    replace   them    with    cheaper   substitute
    materials. . . .       Marketability could be
    affected as a segment of the buying public may
    show resistance to being subjected to yet
    additional limitations and restrictions on
    their property rights.
    Despite his conclusion that the PRA imposed more robust
    restrictions on the use of the property than did the South End
    zoning restrictions, Hanlon also opined that the PRA did not change
    or inhibit the property's development to its highest and best use
    as a single-family dwelling.
    -7-
    Hanlon estimated that the burdens imposed by the PRA
    would reduce the property's fair market value by 12%, and so he
    calculated the value of the easement at $220,800.        To reach this
    conclusion, Hanlon relied on a document prepared by IRS employee
    Mark Primoli stating that "the proper valuation of a facade
    easement should range from approximately 10% to 15% of the value of
    the property."3     Hanlon then made a list of burdens that he
    believed would affect the value of a property encumbered by a
    facade easement and assigned a percentage to each such that the
    percentages added up to 15%.   These calculations were based on his
    "judgment, experience, and . . . 'common sense,'" not on any data
    or statistical analysis.   Kaufman IV, 
    107 T.C.M. 1262
    , slip
    op. at 26.    He then "adjusted the percentages" to "reflect th[e]
    differences   and   similarities"    between   the   South   End   zoning
    restrictions and the restrictions imposed by the PRA.              Hanlon
    acknowledged that his method was "unique" and that it was "not a
    generally accepted appraisal practice or valuation method."
    3
    The   Primoli   article,   entitled   "Facade  Easement
    Contributions," was prepared sometime prior to November 2003 (the
    record does not disclose the precise date) "as part of an IRS
    program focusing on specialized areas of tax law." Scheidelman v.
    Comm'r, 
    682 F.3d 189
    , 196 n.5 (2d Cir. 2012). In crafting the
    article, Primoli had "relied upon a 1994 IRS 'Audit Technique
    Guide,' used to train tax examiners but not intended to set IRS
    policy."   
    Id. "In 2003
    both the Audit Technique Guide and a
    revised version of Primoli's article omitted any reference to the
    ten to fifteen percent range for fear the numbers were being
    misconstrued." 
    Id. This omission
    was not mentioned in Hanlon's
    January 2004 appraisal.
    -8-
    Gordon testified that he thought Hanlon's appraisal
    "looked like a professionally [sic], respectable appraisal by a
    credentialed appraiser."         He sent the appraisal to his longtime
    accountant, David Cohen.        According to Gordon, Cohen replied that
    "the appraisal looked professional and well done, [and] the results
    were reasonable."        Cohen testified that he "had seen many real
    estate appraisals" and the Hanlon appraisal "seemed very similar to
    the other ones [he] had seen."         He also stated that he offered the
    Kaufmans no opinion on whether the magnitude of the easement
    valuation was reasonable.
    A    week   after    receiving     Hanlon's     appraisal,       Gordon
    e-mailed Mory Bahar, a representative of the Trust.                    Lorna and
    Cohen were copied on the e-mail.             Gordon expressed concern as to
    whether "the reduction in resale value of the property due to the
    easement [would be] so large as to overwhelm the tax savings that
    accrue    from   it."     He    then   asked   if   Bahar    had     "statistical
    documentation that bears on how much of a reduction in resale value
    takes    place   for    residential    properties."         Gordon    also   noted
    Hanlon's statement "that the restrictions imposed by the . . .
    Trust are much stricter than Boston Landmark's restrictions," and
    he asked Bahar to "read that section of the appraisal and give me
    your comments about it."
    Bahar's reply to Gordon, copied to Lorna and Cohen,
    reads, in relevant part, as follows (emphases added):
    -9-
    In areas that are regulated by local historic
    preservation ordinances and bodies such as
    Boston   historic   neighborhoods   (including
    yours) the property owners are not allowed to
    alter the facade of their historic buildings,
    whether there is an easement or not. . . .
    Therefore, properties with an easement are not
    at a market value disadvantage when compared
    to   the   other   properties   in  the   same
    neighborhood.    But if the district is not
    being regulated and historic preservation is
    not being enforced then the presence of the
    easement . . . will be viewed negatively by
    those buyers who would want to change the
    facade or demolish the building.
    And here are some supporting data for
    that principle:
    [] We have tracked 26 resold properties
    to-date on which we held an easement, and none
    was resold at a loss or had any issues for
    resale that we are aware of. . . .
    [] Over 100 lenders have approved to
    subordinate their loans to our easements
    to-date in over 800 cases. . . . Why would
    these banks (including yours) approve these
    transactions if they saw a risk or adverse
    financial impact on their collateral??
    . . . .
    [] One of our directors, Steve McClain,
    owns fifteen or so historic properties and has
    taken advantage of this tax deduction himself.
    He would never have granted any easement if he
    thought there would be a risk or loss of value
    in his properties.
    Gordon testified that he found Bahar's e-mail "only
    mildly informative because, . . . as a mathematical statistician,"
    he   was   skeptical   of   the   statistical   significance   of   Bahar's
    supporting data, and because Bahar was an "agent" of the Trust and
    so had an interest in convincing Gordon to donate the easement.
    However, he responded to Bahar, again copying Lorna and Cohen, and
    -10-
    stated that he appreciated the "very detailed reply" and that he
    would "talk to Dave Cohen about final implementation."
    The Kaufmans decided to go forward with the easement
    donation despite the warning signals in the Bahar e-mail.     They
    spread the $220,800 deduction over two tax years, 2003 and 2004,
    because they otherwise would have exceeded the statutory limits on
    deductions in a single year.   Kaufman 
    III, 687 F.3d at 24
    (citing
    26 U.S.C. § 170(b)(1)(E)).
    B.        The IRS Investigation And First Round Of Litigation
    "In March 2007, evidently as part of a wide-ranging
    investigation into perceived abuses of the easement program, the
    IRS opened an investigation into the Kaufmans' claimed charitable
    deductions."   Id.4   In 2009, the IRS issued deficiencies of
    $39,081.25 plus $14,535.80 in accuracy-related penalties for 2003,
    and $36,340.00 plus $14,536.00 in accuracy-related penalties for
    2004. The agency disallowed the deductions on two grounds relevant
    here: (1) they were invalid as a matter of law because the easement
    conveyance did not comply with relevant regulations, and (2) the
    4
    The IRS became concerned in the mid-2000s "that
    individuals and organizations ha[d] been abusing the conservation
    statute to improperly shield income or assets from taxation."
    Kaufman 
    III, 687 F.3d at 32
    (internal quotation marks omitted)
    (quoting IRS news releases from 2005 and 2006).       In fact, the
    agency placed historic preservation easements on its "Dirty Dozen"
    list of tax scams in 2005, 2006, and 2009, and has continued taking
    steps since then to crack down on abuse of the program. See
    generally L.J. Kreissl & K.B. Friske, IRS Takes A Hard Stance on
    Deductions for Conservation Easements, Prac. Tax Strategies, Feb.
    2010.
    -11-
    Kaufmans had not established that the value of the easement was
    $220,800.      
    Id. at 24-25.
    The Kaufmans petitioned for review by the Tax Court,
    which,   on    a   motion   for   summary   judgment,   upheld   the   IRS's
    disallowance on ground (1).       Kaufman I, 
    134 T.C. 187
    .     The court
    reaffirmed that finding after a trial on other issues in the case.
    Kaufman II, 
    136 T.C. 313
    .         In its post-trial opinion, the Tax
    Court did not reach the issue of valuation of the facade easement
    and so did not impose any accuracy-related penalties on the
    Kaufmans, reasoning that the court should "not now be required to
    invest the time and effort necessary to resolve the difficult
    factual questions of intent and value presented by" the IRS's claim
    that the Kaufmans had acted negligently or unreasonably in claiming
    the deduction.      See 
    id. at 324-26.
    The Kaufmans then appealed to this court, challenging the
    disallowance of the facade easement deduction.          We found that the
    Tax Court erred in disallowing the deduction as a matter of law and
    vacated that aspect of the decision.        Kaufman 
    III, 687 F.3d at 30
    .5
    5
    The IRS had argued, and the Tax Court had agreed, that
    the conveyance of the easement did not comply with 26 C.F.R.
    § 1.170A-14(g)(6), the "extinguishment provision." That provision
    requires that "when a change in conditions
    gives rise to the extinguishment of a
    perpetual    conservation   restriction    [by
    judicial proceeding], the donee organization,
    on a subsequent sale, exchange, or involuntary
    conversion of the subject property, must be
    entitled to a portion of the proceeds at least
    -12-
    We further explained that, "since the Tax Court's decision not to
    impose penalties with respect to the [facade easement deduction]
    depended on the same rationale on which it based its grant of
    partial summary judgment, . . .     the Tax Court's decision not to
    impose further penalties on the Kaufmans must be vacated as well."
    
    Id. (citations omitted).
    We remanded for the Tax Court to consider
    "the grounds left unaddressed, including the proper value of the
    easement."    
    Id. (internal quotation
    mark omitted).   We also noted
    that, if the value was determined to be zero, "then the Kaufmans
    would be liable for penalties under 26 U.S.C. § 6662 . . . unless
    they could show 'reasonable cause.'"    
    Id. C. The
    Tax Court's Decision On Remand
    1.     The Easement Valuation
    On remand, the Tax Court, in a thorough analysis, found
    that the easement's value was zero.     The court accepted Hanlon as
    equal to that proportionate value of the
    perpetual conservation restriction, unless
    state law provides that the donor is entitled
    to the full proceeds from the conversion."
    Kaufman 
    III, 687 F.3d at 26
    (alteration in original) (quoting 26
    C.F.R. § 1.170A-14(g)(6)(ii)). The Tax Court held that, because
    the Kaufmans' mortgage lender had retained a "claim to all
    insurance proceeds . . . and all proceeds of condemnation" superior
    to the claim of the Trust, the Trust was not guaranteed to receive
    its due proportion of the proceeds in the event of a condemnation
    of the Kaufmans' residence. 
    Id. (alteration in
    original). We held
    that this was error because it was sufficient that the Trust
    retained a claim to its due proportion of the proceeds as against
    the owner-donor; the regulation did not require the Trust to have
    an absolute right to those proceeds as against the rest of the
    world. 
    Id. at 27.
    -13-
    an expert appraiser of partial interests in property but evaluated
    his testimony with some skepticism given his "closeness to [the
    Trust] and the singularity of his experience in valuing facade
    easements     for   clients   and   for    a    patron     all    interested   in
    establishing high values for the easements."                     Kaufman IV, 
    107 T.C.M. 1262
    , slip op. at 46-49.                 The court ultimately
    rejected Hanlon's methodology and assumptions as unsupported and
    unreliable.    See 
    id. at 51-54.
    Instead, the Tax Court found persuasive the testimony of
    the IRS's expert, John Bowman.       See 
    id. at 57.
             Bowman, who, like
    the Tax Court, rejected Hanlon's analysis, see 
    id. at 14,
    30-35,
    opined that the donation of the facade easement would not result in
    a diminution in property value for several reasons.                    First, he
    agreed with Hanlon that after the donation, "there would be no
    change in the highest and best use of the property."                  
    Id. at 14,
    36.   Second, Bowman found, based on a "component by component"
    comparison of the South End zoning restrictions with the PRA
    restrictions, that the latter were "'basically duplicative' of, and
    'not materially different' from" the former.               
    Id. at 36,
    38; see
    also 
    id. at 57-63.
         Finally, relying both on published literature
    and on his own study of data concerning sales and resales of
    residential properties in the Boston area, Bowman found no evidence
    that owners of restriction-encumbered properties have historically
    had   difficulty       marketing     or        financing     them      or   that
    -14-
    restriction-encumbered properties actually sell for less than
    comparable properties without restrictions.            
    Id. at 34-36,
    39-43.
    Bowman accordingly concluded that the easement was worthless.              
    Id. at 43-44.
           The    Tax   Court   agreed   and   sustained   the    IRS's
    disallowance of the Kaufmans' charitable deduction for the easement
    donation.      
    Id. at 63-64.
    2.         The Accuracy-Related Penalties
    The court then turned to the issue of penalties.           Before
    explaining the Tax Court's findings, we provide an overview of the
    relevant statutory provisions.             Section 6662 of the Internal
    Revenue Code imposes a penalty equal to 20% of any underpayment of
    income tax due to, among other things, "[n]egligence or disregard
    of rules or regulations," "[a]ny substantial understatement of
    income tax," or "[a]ny substantial valuation misstatement."                 26
    U.S.C. § 6662.6      In the case of a "gross valuation misstatement,"
    defined as a 400% or more overstatement of the value of any
    property claimed on a tax return, the penalty is increased to 40%
    of the underpayment.         
    Id. § 6662(h).
         "The value . . . claimed on
    a return of any property with a correct value . . . of zero is
    considered to be 400% or more of the correct amount," and the
    6
    A "substantial understatement of income tax" is defined
    as at least 10% of the actual amount of the tax or $5,000,
    whichever is greater. 26 U.S.C. § 6662(d)(1)(A). A "substantial
    valuation misstatement" occurs if "the value of any property . . .
    claimed on any return of tax . . . is 200 percent or more of the
    amount determined to be the correct amount of such valuation." 
    Id. § 6662(e)(1)(A).
    -15-
    applicable penalty is 40%.      26 C.F.R. § 1.6662-5(g).    Only one
    accuracy-related penalty may be assessed with respect to a given
    underpayment, even if the underpayment is subject to a penalty on
    multiple grounds.   See 
    id. § 1.6662-2(c).
    There are exceptions to imposition of penalties. Section
    6664(c)   sets   forth    a    "reasonable   cause   exception"   for
    underpayments.   It provides, in relevant part:
    (1)   In  general.   No   penalty   shall   be
    imposed . . . with respect to any portion of
    an underpayment if it is shown that there was
    a reasonable cause for such portion and that
    the taxpayer acted in good faith with respect
    to such portion.
    (2) Special rule for certain valuation
    overstatements.     In   the   case   of   any
    underpayment attributable to a substantial or
    gross valuation overstatement . . . with
    respect to charitable deduction property,
    paragraph (1) shall not apply unless--
    (A) the claimed value of the property
    was based on a qualified appraisal
    made by a qualified appraiser, and
    (B) in addition to obtaining such
    appraisal, the taxpayer made a good
    faith investigation of the value of the
    contributed property.
    26 U.S.C. § 6664(c).     The   regulations instruct that "[t]he
    determination of whether a taxpayer acted with reasonable cause and
    in good faith is made on a case-by-case basis, taking into account
    all pertinent facts and circumstances," including, inter alia, the
    taxpayer's "experience, knowledge, and education"; whether the
    taxpayer relied on an appraisal, and if so, whether such reliance
    was reasonable and in good faith; and whether the taxpayer relied
    -16-
    on information in a W-2 or other tax form, provided that the
    "taxpayer did not know or have reason to know the information was
    incorrect."      26 C.F.R. § 1.6664-4(b)(1).
    The Tax Court found the Kaufmans liable for a 40% penalty
    for a gross valuation misstatement because they claimed a deduction
    for the donation of a facade easement whose true value was zero.
    Kaufman IV, 
    107 T.C.M. 1262
    , slip op. at 66-67.                 The court
    further determined that the "reasonable cause" exception was not
    applicable. That was because, although the first prong of the test
    was met, that is, "the reported value of the easement was based on
    a qualified appraisal made by a qualified appraiser," the second
    prong was not, that is, the Kaufmans had not made a good faith
    investigation of the easement's value.               
    Id. at 71-75.
       The court
    explained that "there is no evidence that, other than consulting
    Mr. Bahar" -- who in fact told them that the donation of the
    easement would not reduce the value of their home -- the Kaufmans
    "made any independent investigation of the value of the facade
    easement, much less an investigation confirming that its value was
    the   value    they   reported    on   the    2003   and   2004   returns,   viz,
    $220,800."      
    Id. at 75.
          In a separate analysis, the court also
    found, for essentially the same reason, that the Kaufmans had not
    acted with reasonable cause and in good faith.               
    Id. at 76-81.7
    7
    The Tax Court held in the alternative that the Kaufmans
    were liable for a 20% penalty for substantial understatement of
    income tax and negligence. Kaufman IV, 
    107 T.C.M. 1262
    , slip
    -17-
    This appeal followed.         The Kaufmans challenge the Tax
    Court's     finding   that   they   are    liable   for   accuracy-related
    penalties.     They have not, however, appealed the court's finding
    that the actual value of the easement was zero.
    II.   Penalty For Gross Valuation Misstatement
    A.          Standard Of Review
    The parties agree that "[o]ur review of the tax court's
    ruling is 'in most respects similar to our review of district court
    decisions: factual findings for clear error and legal rulings de
    novo.'"     Schussel v. Werfel, 
    758 F.3d 82
    , 87 (1st Cir. 2014)
    (quoting Drake v. Comm'r, 
    511 F.3d 65
    , 68 (1st Cir. 2007)).           "The
    Tax Court has the primary function of finding the facts in tax
    disputes,     weighing   the   evidence,      and   choosing   from   among
    conflicting factual inferences and conclusions those which it
    considers most reasonable," and we "have no power to change or add
    to those findings of fact or to reweigh the evidence." Scheidelman
    v. Comm'r, 
    755 F.3d 148
    , 151 (2d Cir. 2014) (per curiam) (quoting
    Comm'r v. Scottish Am. Inv. Co., 
    323 U.S. 119
    , 123-24 (1944))
    (internal quotation marks omitted).
    In turn, "[t]he determination that a taxpayer is liable
    for an accuracy-related penalty is [] a factual determination
    reviewed for clear error." Curcio v. Comm'r, 
    689 F.3d 217
    , 225 (2d
    op. at 81-86. Because of our disposition of this case, we need not
    address these rulings.
    -18-
    Cir. 2012); accord Daoud v. Comm'r, 
    548 F. App'x 441
    , 441 (9th Cir.
    2013); Rovakat, LLC   v. Comm'r, 
    529 F. App'x 124
    , 128 (3d Cir.
    2013); Stobie Creek Invs. LLC v. United States, 
    608 F.3d 1366
    , 1381
    (Fed. Cir. 2010); see also Kikalos v. Comm'r, 
    434 F.3d 977
    , 986-87
    (7th Cir. 2006); cf. United States v. Boyle, 
    469 U.S. 241
    , 249 n.8
    (1985) ("Whether the elements that constitute 'reasonable cause'
    are present in a given situation is a question of fact, but what
    elements must be present to constitute 'reasonable cause' is a
    question of law.").
    Specifically, courts have treated the issue of whether a
    taxpayer acted in "good faith" for purposes of the good faith
    investigation requirement and the reasonable cause and good faith
    exception as an issue of fact appropriately reviewed for clear
    error.   See Whitehouse Hotel Ltd. P'ship v. Comm'r, 
    755 F.3d 236
    ,
    247-50 (5th Cir. 2014).      This makes particularly good sense,
    including in the context of this case.   The Tax Court, which heard
    firsthand the evidence -- including, importantly, the testimony of
    the Kaufmans themselves and their accountant -- was in the best
    position to make the determination of whether the taxpayers acted
    in good faith.   See Frank Sawyer Trust of May 1992 v. Comm'r, 
    712 F.3d 597
    , 606 (1st Cir. 2013) ("[D]eferential clear error review is
    especially appropriate when -- as here -- knowledge and intent are
    pivotal to the Tax Court's ruling and credibility determinations
    comprise a prime element of the court's ultimate conclusion."
    -19-
    (quoting Crowley v. Comm'r, 
    962 F.2d 1077
    , 1080 n.4 (1st Cir.
    1992)) (internal quotation marks omitted)).
    B.           Analysis
    1.      The Tax Court's Holding That The Kaufmans Did Not
    Conduct A Good Faith Investigation
    After a careful review of the record, we cannot say that
    the Tax Court's finding that the Kaufmans failed to make a good
    faith investigation into the value of the easement was        clearly
    erroneous.        Indeed, the conclusion was well supported by the
    evidence. Specifically, it was clearly reasonable for the court to
    conclude that events after the Kaufmans' receipt of Hanlon's
    appraisal would have put a reasonable person on notice that further
    investigation was required to verify the purported value of the
    donated easement.       After receiving Hanlon's appraisal, Gordon,
    expressly concerned that the donation of the easement to the Trust
    might hurt the market value of the house, e-mailed Bahar for
    reassurance, and Bahar unequivocally told him that he did not
    expect the donation to decrease the value of the residence at all.
    This should have immediately raised red flags as to whether the
    value of the easement was zero. Yet the evidence shows Gordon made
    an immediate decision to press ahead with the donation after
    Bahar's reassurance that it would not hurt the value of the
    residence. Moreover, the Kaufmans had signed a letter stating that
    the restrictions imposed by the PRA were the same as those already
    -20-
    in place on the residence by virtue of the South End zoning
    restrictions.
    The Tax Court was entitled to reject as not credible
    Gordon's testimony that he did not put much stock in Bahar's
    assessment of the effect of the easement donation on the value of
    the property.8        It was also entitled to reject the Kaufmans'
    testimony that they did not notice the language about the easement
    restrictions in the letter they sent to Washington Mutual.               And,
    even accepting that testimony, it was within the Tax Court's
    purview   to   find    that   the   Kaufmans   should   have   done   further
    investigation and that they failed to do so.
    The Kaufmans' protestations that they were unable to
    critically evaluate the Hanlon appraisal because they were not
    experts in easement valuation are beside the point.            The Tax Court
    did not suggest that the Kaufmans should have been able to critique
    the Hanlon appraisal in a vacuum, or that they should have known
    from the outset that the value of the easement was zero.              Rather,
    8
    Gordon's testimony that he discounted Bahar's analysis
    because it was not sufficiently statistically rigorous could easily
    be doubted. It was also striking in its self-contradiction. This
    statement is belied by Gordon's failure to apply the same
    statistical rigor to Hanlon's analysis, which was not based on any
    statistical analysis at all -- just Hanlon's judgment, experience,
    and "common sense." Kaufman IV, 
    107 T.C.M. 1262
    , slip op. at
    26. Indeed, Gordon admitted that he had no basis upon which to
    accept Hanlon's analysis other than the fact that Hanlon was a
    professional appraiser, and that he could not judge the accuracy of
    Hanlon's 10-15% range because "to judge its accuracy you would have
    to see the sample data on which it was based." 
    Id. at 79.
    -21-
    the court found that the Kaufmans should have recognized obvious
    warning signs indicating that the appraisal's validity was subject
    to serious question, and should have undertaken further analysis in
    response.
    The Kaufmans also miss the mark in arguing that it was
    conventional wisdom during the tax years in question that a
    conservation easement, in general, would decrease the value of a
    piece of property.         The IRS regulations themselves reject any
    notion that the grant of a conservation easement itself affects the
    fair market value.        As the Scheidelman court observed,
    [t]o the contrary, the regulations provide
    that an easement that has no material effect
    on the obligations of the property owner or
    the uses to which the property may be put "may
    have no material effect on the value of the
    property." And sometimes an easement "may in
    fact serve to enhance, rather than reduce, the
    value of the property. In such instances no
    deduction would be allowable."
    
    Scheidelman, 755 F.3d at 152
    (footnote omitted) (quoting 26 C.F.R.
    § 170A-14(h)(3)(ii)); see also 
    id. at 152
    n.1 (noting that "[t]his
    is especially true if only a simple facade easement has been
    granted over a property that has substantial market value because
    of its historic character" (alterations, citation, and internal
    quotation marks omitted)).         Moreover, "neither the Tax Court nor
    any   Circuit     Court   of   Appeals   has   held   that   the   grant   of   a
    conservation easement effects a per se reduction in the fair market
    value."     
    Id. at 152
    (alteration in original) (citations and
    -22-
    internal quotation marks omitted); see also Nicoladis v. Comm'r, 
    55 T.C.M. 624
    (1988) (disclaiming adoption of any "general
    '10-percent rule' . . . with respect to facade donations").
    The Tax Court did not purport to equate "good faith
    investigation" with "exhaustive investigation." It merely required
    that the Kaufmans do some basic inquiry into the validity of an
    appraisal whose result was squarely contradicted by other available
    evidence glaringly in front of them.   There was no clear error in
    such reasoning.
    The Kaufmans also argue that they must be found to have
    acted in good faith because they reasonably relied on their
    accountant, Cohen, who reviewed the Hanlon appraisal and expressed
    no reservations about the Kaufmans taking the easement deduction.
    But Cohen testified that he offered the Kaufmans no opinion on
    whether the easement valuation was reasonable or not.9     And so,
    reliance on Cohen could not, by definition, constitute a "good
    faith investigation of the value of the contributed property,"   26
    U.S.C. § 6664(c)(2)(B) (emphasis added), particularly given the
    other information available to the Kaufmans that cast doubt on the
    validity of the appraisal.
    9
    Gordon testified that Cohen said the results of the
    Hanlon appraisal were "reasonable."     But the Tax Court, as
    factfinder, was entitled to weigh the credibility of the
    conflicting testimony, and to credit Cohen's testimony over
    Gordon's. See Frank Sawyer 
    Trust, 712 F.3d at 606
    .
    -23-
    The Fifth Circuit's decision in Whitehouse, upon which
    the Kaufmans rely, is not to the contrary and is consistent with
    our conclusions. There, the taxpayer had relied on two appraisals,
    and moreover, the valuations were much more complicated because
    many issues were in dispute, including the property's boundaries,
    its highest and best use, and how the donation of the easement
    would affect the highest and best use. See 
    Whitehouse, 755 F.3d at 239-41
    , 247-48, 250. Most importantly, there is no indication that
    the taxpayer in Whitehouse encountered "red flags" suggesting that
    the easement had no value.
    The Kaufmans mistakenly attempt to rely on the Tax
    Court's decision in Chandler v. Commissioner, 
    142 T.C. 279
    (2014).
    It is also distinguishable.      There, as here, the taxpayers relied
    on an appraisal and the advice of their accountant.            
    Id. at 295.
    Unlike in this case, there were no "red flags" analogous to the
    Bahar e-mail or the Washington Mutual letter. Indeed, the Chandler
    court expressly distinguished this case on that precise basis. See
    
    id. (noting that
      Kaufman   involved    "different    circumstances,"
    namely,   "[t]he   taxpayers'    continued    reliance    on   the   initial
    appraisal in the face of [Bahar]'s comments").            Such "red flags"
    were likewise missing from the other cases cited by the Kaufmans.
    See Zarlengo v. Comm'r, 
    108 T.C.M. 155
    (2014); Scheidelman v.
    -24-
    Comm'r, 
    100 T.C.M. 24
    (2010), vacated and remanded, 
    682 F.3d 189
    (2d Cir. 2012).10
    2.      The Tax Court's Alternate Holding That The
    Kaufmans Did Not Act With Reasonable Cause And In
    Good Faith
    The Tax Court also did not clearly err in finding, as an
    alternate holding, that the Kaufmans did not satisfy the reasonable
    cause and good faith exception, for the same reasons already
    discussed.        "Generally,   the    most   important   factor"   in   the
    reasonable cause and good faith determination "is the extent of the
    taxpayer's effort to assess the taxpayer's proper tax liability."
    26 C.F.R. § 1.6664-4(b)(1). Courts should "tak[e] into account all
    pertinent facts and circumstances," "including the experience,
    knowledge, and education of the taxpayer."         
    Id. The Kaufmans
    were
    highly intelligent, very well-educated people, and the Tax Court
    reasonably found that developments casting doubt on the Hanlon
    appraisal should have alerted them that they needed to take further
    steps to assess their "proper tax liability."
    Moreover, and importantly for our purposes,
    10
    We also note that, because of the applicable standard of
    review, the cases cited by the Kaufmans in which the Tax Court
    found that the taxpayer acted in good faith are of limited help to
    the Kaufmans. Even if the Kaufmans were identically situated to
    the taxpayers in those cases (and they are not), and even if the
    Tax Court's findings on the good faith issue in those cases would
    have been affirmed on appeal as not clearly erroneous, it would not
    logically follow that the Tax Court clearly erred in finding a lack
    of good faith in this case.
    -25-
    [r]easonable cause and good faith ordinarily
    is not indicated by the mere fact that there
    is an appraisal of the value of property.
    Other   factors   to   consider  include   the
    methodology and assumptions underlying the
    appraisal,    the    appraised    value,   the
    relationship between appraised value and
    purchase price, the circumstances under which
    the   appraisal    was   obtained,    and  the
    appraiser's relationship to the taxpayer or to
    the activity in which the property is used.
    26 C.F.R. § 1.6664-4(b)(1).    Hanlon's assumptions and methodology
    were questionable at best, and the appraisal value was suspiciously
    high in view of other evidence available to the Kaufmans. Further,
    Hanlon at least arguably had an incentive to calculate a high value
    for the easement, given that he performed appraisals for the Trust
    and the Trust received cash donations corresponding to a set
    percentage of the assessed value of the donated easements, see
    Kaufman 
    III, 687 F.3d at 32
    .   In view of these facts, the Tax Court
    did not clearly err in concluding that the Kaufmans' reliance on
    Hanlon's appraisal was not sufficient to satisfy the reasonable
    cause and good faith exception.
    3.     The Kaufmans' Remaining Arguments
    The Kaufmans advance three additional arguments in an
    effort to show that the Tax Court's analysis was infected by legal
    error.   We address and reject each in turn.
    First, the Kaufmans argue that the IRS did not meet its
    burden of production to impose any penalty.    Not so.   In addition
    to the basic underlying facts, the IRS submitted the expert
    -26-
    testimony of Bowman, who concluded, based on market research and a
    comparison     of    the     South     End    zoning        restrictions     with    the
    restrictions imposed by the PRA, that the value of the easement was
    zero.    The        Kaufmans    criticize          Bowman    for    not    relying   on
    "contemporary       comparable       sales    data    to    determine     the   'after'
    value," but they concede elsewhere that this sort of data was
    "nonexistent" and that accordingly it was reasonable to compare the
    South End zoning restrictions with the PRA restrictions to arrive
    at a valuation of the easement.                    Bowman's testimony, while not
    compelling a finding that the value of the easement was zero,
    certainly heavily supported such a finding -- a point the Kaufmans
    seem to have implicitly conceded by their decision not to challenge
    the Tax Court's valuation of the easement.
    Second, the Kaufmans argue that the Tax Court employed an
    erroneous definition of the term "good faith."                     The court used the
    phrase   "honesty       in     belief"       and     required      the    Kaufmans    to
    "demonstrate how they honestly came to believe that, beyond being
    simply the amount determined in the Hanlon appraisal, the value of
    the facade easement was $220,800."                  Kaufman IV, 
    107 T.C.M. 1262
    , slip op. at 72.            The Kaufmans contend that this "is an
    impossibly high standard of proof" and that "[a] more suitable
    definition for good faith . . . would be the absence of 'bad' faith
    -- that is, the absence of 'dishonesty of belief or purpose.'"                       At
    oral argument, counsel for the Kaufmans framed this argument
    -27-
    somewhat differently, asserting that the Tax Court employed an
    overly "subjective" standard in evaluating the Kaufmans' good
    faith.
    The Kaufmans' proposed objective/subjective distinction
    is unhelpful and not supported by the text of the regulations. The
    inquiry must necessarily be somewhat subjective, since courts must
    consider     "the   experience,    knowledge,   and   education   of   the
    taxpayer."     26 C.F.R. § 1.6664-4(b)(1); see also 
    id. (providing that
    "an honest misunderstanding of fact or law that is reasonable
    in light of all of the facts and circumstances" may be indicative
    of reasonable cause and good faith (emphasis added)).        At the same
    time, the inquiry is not entirely subjective, as the regulations
    instruct courts to consider whether the taxpayer would "know or
    have reason to know" that information on which he or she relied was
    incorrect.    
    Id. (emphasis added).
        The more helpful framing of the
    issue is that set forth in the regulations: whether, "taking into
    account all pertinent facts and circumstances," the taxpayer acted
    in good faith.      
    Id. That is
    the standard the Tax Court used.
    Turning to the argument in the Kaufmans' brief, the
    contention that the "honesty in belief" standard is "impossibly
    high" is undercut by the fact that the Tax Court has in fact
    recently applied that definition of "good faith" in a case in which
    it found in favor of the taxpayers. See Zarlengo, 
    108 T.C.M. 155
    , slip op. at 57-58.           Importantly, Black's Law Dictionary
    -28-
    seemingly treats both definitions as paths to reach a finding.                                 It
    defines "good faith" as having several components: "[a] state of
    mind    consisting       in    (1)       honesty    in    belief        or       purpose,      (2)
    faithfulness      to   one's       duty    or     obligation,      (3)       observance        of
    reasonable commercial standards of fair dealing in a given trade or
    business,    or    (4)    absence         of     intent    to    defraud          or    to   seek
    unconscionable advantage."                Black's Law Dictionary 808 (10th ed.
    2014) (emphases added).11
    Third, the Kaufmans make an argument that obtaining a
    qualified appraisal made by a qualified appraiser "[a]utomatically"
    constitutes a good-faith investigation. This interpretation of the
    statute cannot be correct.                  Section 6664(c)(2) sets forth two
    separate requirements that must be met in order for the reasonable
    cause exception to apply to a gross valuation overstatement: "(A)
    the    claimed    value       of   the    property       was    based    on       a    qualified
    appraisal made by a qualified appraiser, and (B) in addition to
    obtaining    such      appraisal,          the     taxpayer      made        a    good       faith
    investigation of the value of the contributed property."                                      The
    11
    Insofar as the Kaufmans mean to argue that it would be
    error to require them to determine that the easement was worth
    precisely $220,800 -- as opposed to, say, $215,000 (or $220,799)
    -- we do not understand the Tax Court's opinion to require that
    level of precision. The court's analysis, considered as a whole,
    suggests that it merely required that the Kaufmans, after a good-
    faith investigation of the value of the easement, believe that
    Hanlon's appraisal was reasonably accurate.    Cf. Fire & Police
    Pension Ass'n of Colo. v. Simon, 
    778 F.3d 228
    , 241 n.5 (1st Cir.
    2015) (citing Connor B ex rel. Vigurs v. Patrick, 
    774 F.3d 45
    , 54
    n.9 (1st Cir. 2014)).
    -29-
    Kaufmans' reading would render the second requirement meaningless,
    in violation of the rule that "a statute ought, upon the whole, to
    be so construed that, if it can be prevented, no clause is rendered
    superfluous, void, or insignificant."                 Young v. United Parcel
    Serv., Inc., 
    135 S. Ct. 1338
    , 1352 (2015) (citations and internal
    quotation marks omitted) (declining to read the second clause of
    the   Pregnancy    Discrimination          Act   as   "simply    defin[ing]      sex
    discrimination to include pregnancy discrimination" because "[t]he
    first clause accomplishes that objective").
    Simply       obtaining    an   appraisal    is   not    the   same    as
    reasonably relying on that appraisal. The Kaufmans concede as much
    in their reply brief, acknowledging that "'obtaining' a qualified
    appraisal alone will not satisfy the good-faith investigation
    requirement, nor will 'unreasonable' reliance."                 There may well be
    situations in which the taxpayer need do little more than read an
    appraisal and note that there is no other evidence that reasonably
    casts doubt on the accuracy of the appraisal.                Here, however, the
    Tax Court supportably found that the Kaufmans obtained a qualified
    appraisal   from     a    qualified    appraiser,      but   that   other     facts
    available to the Kaufmans should have alerted them that it was not
    reasonable to rely on that appraisal.
    The Tax Court's analysis with respect to the accuracy-
    related penalties was sound as a legal matter and not clearly
    erroneous as a factual matter.
    -30-
    III.   Compliance With 26 U.S.C. § 6751
    The Kaufmans also argue, for the first time on appeal,
    that    the    Commissioner's     assessment     of   the   accuracy-related
    penalties did not comply with 26 U.S.C. § 6751(b)(1), which
    provides that no tax penalty "shall be assessed unless the initial
    determination     of    such   assessment   is   personally    approved   (in
    writing) by the immediate supervisor of the individual making such
    determination or such higher level official as the Secretary [of
    the Treasury] may designate."12        We do not consider this argument
    because it was not preserved.
    We generally treat arguments not raised below as waived.
    E.g., Anderson v. Hannaford Bros. Co., 
    659 F.3d 151
    , 158 n.5 (1st
    Cir. 2011).      The Supreme Court has recognized the wisdom of this
    rule in the specific context of appeals from tax courts, noting
    that the practice "is essential in order that parties may have the
    opportunity to offer all the evidence they believe relevant to the
    issues which the trial tribunal is alone competent to decide" and
    "in order that litigants may not be surprised on appeal by final
    decision there of issues upon which they have had no opportunity to
    introduce evidence."           Hormel v. Helvering, 
    312 U.S. 552
    , 556
    (1941).
    12
    The Commissioner disputes the accuracy of this assertion
    as a matter of fact.
    -31-
    The Kaufmans acknowledge that they did not raise this
    argument below but urge us to consider it notwithstanding that
    general rule because it "involves a question of law and facts that
    are not in dispute."    As the government explains, that is wrong;
    the question of whether the requirements of § 6751(b)(1) were in
    fact met in this case is a question of fact, the resolution of
    which would require further development of the record.
    The Kaufmans contend in their reply brief that it was the
    IRS's burden to show that the requirements were met, and that the
    Commissioner   cannot   now    "enlarge    the   record   to   demonstrate
    compliance with section 6751."        But the question whose burden it
    was to show compliance with § 6751 is beside the point.               The
    Kaufmans had the responsibility of arguing in the Tax Court that
    the Commissioner had not complied with the statute in order to put
    the Commissioner on notice that the issue was in dispute.          Having
    failed to make that argument below, the Kaufmans cannot now fault
    the Commissioner for introducing no evidence to rebut it.             See
    
    Hormel, 312 U.S. at 556
    .
    IV.   Conclusion
    The judgment of the Tax Court is affirmed.
    -32-