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Tax Implications of Stock Sale to Exempt Entity

This document summarizes an appeals court case regarding the tax treatment of proceeds from the sale of a business to a tax-exempt entity. The court had to determine how much of the sale proceeds should be treated as capital gains versus ordinary income. The court followed the precedent set in prior cases that distinguished between the portion of proceeds representing the fair market value of the business, which could be capital gains, versus any amount above fair value that resulted from the purchaser's tax-exempt status, which would be ordinary income. The court ultimately upheld the IRS's determination of the business's fair value as the baseline for this distinction.
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0% found this document useful (0 votes)
31 views9 pages

Tax Implications of Stock Sale to Exempt Entity

This document summarizes an appeals court case regarding the tax treatment of proceeds from the sale of a business to a tax-exempt entity. The court had to determine how much of the sale proceeds should be treated as capital gains versus ordinary income. The court followed the precedent set in prior cases that distinguished between the portion of proceeds representing the fair market value of the business, which could be capital gains, versus any amount above fair value that resulted from the purchaser's tax-exempt status, which would be ordinary income. The court ultimately upheld the IRS's determination of the business's fair value as the baseline for this distinction.
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527 F.

2d 1014
76-1 USTC P 9161

Aaron KRAUT et al., Petitioners-Appellants,


v.
COMMISSIONER OF INTERNAL REVENUE, RespondentAppellee.
Nos. 359--360, Dockets 75--4124, 75--4125.

United States Court of Appeals,


Second Circuit.
Argued Dec. 1, 1975.
Decided Dec. 31, 1975.

Hermann Rogge, New York City (O. John Rogge, New York City; Sidney
N. Solomon, Lake Success, N.Y.), for petitioners-appellants.
Michael L. Paup, Atty., Tax Div., Dept. of Justice, Washington, D.C.
(Scott P. Crampton, Asst. Atty. Gen., Gilbert E. Andrews, Jeffrey S.
Blum, Attys., Tax Div., Dept. of Justice, Washington, D.C.), for
respondent-appellee.
Before LUMBARD, FRIENDLY and MULLIGAN, Circuit Judges.
MULLIGAN, Circuit Judge:

These appeals by taxpayers raise once again the question of the tax
consequences under 1222(3)1 of the Internal Revenue Code of 1954 of a sale
of stock by an ordinary seller to a tax-exempt purchaser, when the sale is
financed by the profits of the sold business. See CIR v. Brown, 380 U.S. 563,
85 S.Ct. 1162, 14 L.Ed.2d 75 (1965) (Clay Brown). The transactions involved
here preceded the Tax Reform Act of 19692 and the decision below was
rendered before the opinion of this court in Berenson v. CIR, 507 F.2d 262 (2
Cir. 1974). The question posed is to what extent, if any, are the proceeds of
such sale to be considered ordinary income to the seller.

The taxpayers, Aaron and Iris Kraut, and Harry and Marian Kraut, appeal from

decisions of the United States Tax Court which, in an opinion and findings of
fact by Hon. Arnold Raum, filed on June 27, 1974 and reported at 62 T.C. 420
(1974), determined that Aaron and Iris Kraut owed a deficiency of $240,787.08
in income taxes for the year 1967 and that Harry and Marian Kraut owed a
deficiency of $246,847.44 in income taxes for the same year.
3

* Aaron and Harry Kraut had been for some twenty years in the business of
manufacturing electric wire. The Krauts' business was operated through a
variety of corporations, Trio Wire and Cable Corporation (Trio), Christmas
Wire Manufacturing Corporation (Christmas), and eventually in 1965 Nassau
Plastic and Wire Corporation (Nassau). Iris Kraut and Marian Kraut each
contributed $100 to Nassau in exchange for 100 shares of stock in the
corporation. Their husbands were not stockholders but effectively operated the
business. Nassau occupied a leased building, previously occupied by
Christmas, on Meserole Avenue in Brooklyn, where it kept its only equipment,
an extruder owned by Trio. The extruder was utilized to manufacture Christmas
wire which is light gauged and protected by a plastic insulation. Christmas
decoration manufacturers purchased the wire and attached to it light bulb
sockets which puncture the plastic jacket and make contact with the wires.
Nassau had developed a new insulating material which was easily penetrable
and was likely to minimize manufacturer rejection which had plagued the
Christmas-light business in the past.

In 1966, an investment counseling firm brought a proposal to Rev. Rex T.


Humbard, pastor of the Cathedral of Tomorrow (Cathedral), a tax-exempt
religious corporation in Akron, Ohio, that it purchase Nassau. Before any deal
was consummated, however, the Krauts entered into a contract of sale on May
31, 1966 with Wilson Mold & Die Corporation (Wilson) which purported to
sell all the stock of Nassau to Wilson. Shortly thereafter, on June 15, 1966 the
Krauts entered into a three-cornered deal with Wilson and Cathedral whereby
Wilson was relieved of its obligation to buy the Nassau stock and Wilson
assigned all of its rights and obligations to Cathedral. The significant terms of
the agreement are set forth in the margin.3 We note that the sales price was
dependent upon Nassau's future profits and was to range from a minimum of
$500,000 to a maximum of $3,500,000, entirely paid from the sold business's
income, for the following ten years. The Krauts, husbands of the Nassau
stockholders, were retained as employees of Cathedral at $5,200 each per
annum and so remained in effective day-to-day control of the business.
Cathedral qualified under 501(c)(3) of the Internal Revenue Code as a taxexempt religious organization and so was exempt from paying either normal
income tax or taxes on unrelated business income. 4 Cathedral paid off its debt
to the Krauts with tax-free income from Nassau.

The agreement further provided that the taxpayers were to retain a security
interest in all of the assets of Nassau subordinate to prior liens and the right of
present and future creditors. In the event of default by Cathedral, enforcement
of the security agreement constituted the taxpayer-sellers' exclusive remedy
with no right to secure any deficiency judgment or other judgment for damages
against Cathedral.

The business was initially very successful. Cathedral paid Iris and Marian Kraut
$147,500 in 1966 (including a required $50,000 down payment) and
$1,332,500 in 1967. Thereafter the business became unprofitable and ceased
operation in 1969. The taxpayers, after deductions, each reported $606,416.67
as long-term capital gains for 1967. The Commissioner determined that
$595,776.09 of each couple's receipts was taxable as ordinary income. He
deducted the value of Nassau's stock from the taxpayers' receipts under the
sales contracts, assigning a value of $168,445.60 to the stock, an amount equal
to ten times Nassau's taxable income for the year ended June 30, 1966, the year
prior to the sale. Taxpayers then filed petitions contesting the determination,
taking the position that the property sold was a capital asset so that the gain
was taxable only as a long-term capital gain. The Tax Court rejected this
contention and this appeal followed.

II
7

In Clay Brown the Supreme Court held that the somewhat similar transaction
there involved constituted a sale within the meaning of 1222(3) (and thus was
taxable as long-term capital gain) even though the exempt organization incurred
no downside risk. The absence of a shift in risk did not preclude the 'sale' of the
stock and underlying assets under applicable law. The Court further noted the
Tax Court's finding that the purchase price was 'within a reasonable range in
light of the earnings history of the corporation and the adjusted net worth of the
corporate assets.' 380 U.S. at 572, 85 S.Ct. at 1167. In Clay Brown the
appraised net worth of the assets of the business was.$1,064,877 and the sales
price was approximately $1,300,000.

This court faced a related problem in Berenson, which involved a bootstrap sale
of closely held corporate stock. There a tax-exempt entity agreed to pay
$6,000,000 over a twelve-year period for stock, a price which the Tax Court
held was more than double the price that would be paid for the same stock by a
prospective purchaser who was not exempt from income tax. We held that Clay
Brown did not wholly govern in view of the disparity in Berenson between the
prices that exempt and non-exempt purchasers would pay, a disparity that did
not exist in Clay Brown. Rather than holding that none of the proceeds were

entitled to capital gains treatment, since a sale had in fact occurred in Berenson
within the Clay Brown rationale, we determined:
9 sum, we conclude that the portion of the purchase price agreed to by Temple (the
In
tax-exempt entity) and Taxpayers that is in excess of the price a non-exempt
purchaser would have paid under identical terms is not part of the proceeds of a
1222(3) 'sale,' and is, therefore, taxable as ordinary income to the recipients.
10

507 F.2d at 269.

11

Both parties to this appeal agree that Clay Brown and Berenson are applicable.
The appellants maintain however that the fair market value of the stock of
Nassau should be held to be $3,500,000, which was the maximum price that the
non-exempt purchaser Wilson as well as Cathedral agreed to pay. The appellee
argues that the allocation made below should be affirmed on the basis of our
holding in Berenson.

12

In light of Berenson we feel constrained to find that the sale was bona fide
under Clay Brown and the Commissioner on this appeal does not argue to the
contrary. The Tax Court below, which rendered its decision before Berenson
was decided, concluded that the sale was not bona fide within Clay Brown and
would have charged the taxpayers with the entire net proceeds undiminished by
any so-called 'true selling price.' However, the Commissioner had previously
determined an amount of $168,445.60 to be a bona fide sales price and had
limited the taxpayers' ordinary income tax liability to the excess over that true
value. Since the Commissioner had not successfully sought to amend the
pleadings below to ask for increased deficiencies,5 the Tax Court felt compelled
to make the allocation set by the Commissioner. Thus, although Judge Raum
found that no bona fide sale took place, he applied in effect the Berenson
allocation rule yet to be articulated by this court.

III
13

The sole issue before us is whether or not the Tax Court's refusal to disturb the
Commissioner's determination that the true value of Nassau's stock was
$168,445.60 was erroneous. We commence with the proposition that the
deficiency asserted by Commissioner is presumptively correct and the burden
of disproving it rests upon the taxpayer. Rule 142(a), Rules of Practice and
Procedure of the United States Tax Court (see 26 U.S.C.A. 7453 (1975
Supp.)); Holvering v. Taylor, 293 U.S. 507, 515, 55 S.Ct. 287, 291, 79 L.Ed.
623 (1935) ('Unquestionably the burden of proof is on the taxpayer to show that
the Commissioner's determination is invalid.' (citations omitted)); Rockwell v.

CIR, 512 F.2d 882, 885 (9th Cir. 1975); Valetti v. CIR, 260 F.2d 185, 187 (3d
Cir. 1958) ('It is the burden of a taxpayer who institutes such a suit as this to
overcome the presumption that the Commissioner's deficiency finding was
correct by showing by a preponderance of evidence that the Commissioner
erred.'); 10 J. Mertens, Federal Income Taxation 55.18, at 113--14 and cases
cited (1970).
14

The taxpayers rely upon McSpadden v. CIR, 50 T.C. 478, 491--94 (1968) and
Wilson v. CIR, 25 T.C. 1058, 1066 (1956) for the proposition that when the
Commissioner departs from the grounds relied on in his deficiency notice to
sustain a theory later raised, he has the burden of proving any new matter.
While the Commissioner here did contend below that the entire transaction
lacked bona fides and the Tax Court agreed, which would have resulted in the
application of ordinary income tax liability for the entire proceeds of the sale,
Judge Raum expressly limited the Commissioner to its previous deficiency
notice. Hence we have no occasion to decide whether the Commissioner carried
any burden of establishing that no bona fide sale at all took place. The burden
of establishing what was a fair market value therefore remained with the
taxpayer.

15

As we indicated in Berenson, the test to be applied in determining the extent of


capital gains treatment is the establishment of the fair price which a nonexempt entity would pay for the stock in an arm's length negotiation. Here the
taxpayers had the unique advantage of being able to show that Wilson, just 15
days before Cathedral received its assignment, was willing to pay the same
price on practically identical terms.6 But not only was there no evidence of the
Wilson-Kraut negotiations, the record is also barren of any proof that Wilson
even exists or if it does, that it is a non-tax-exempt entity. The agreement
assigning Wilson's contract of sale to Cathedral not only fails to provide any
financial consideration for the assignment by Wilson but it is not even signed
by any Wilson representative. (The original contract between Nassau and
Wilson is signed by one Leon Alutin on the latter's behalf but no corporate title
is indicated.) Judge Raum noted below: 'In the absence of any explanatory
evidence (which was peculiarly within the control of petitioners) and in view of
the two contracts' all too convenient timing, it is strongly suggestive (sic) the
initial Wilson contract was merely a bootstrap effort to bolster petitioners'
contention as to Nassau's fair market value, and we consequently must discount
its evidentiary value.' 62 T.C. at 431.

16

The only evidence presented by the petitioners below as to Nassau's fair market
value was the testimony of Aaron Kraut, who testified that, on the basis of
consumer acceptance of Nassau's new wire and unfilled orders for the first half

of 1966, he anticipated gross profits of more than $10,000,000 during the next
ten years. No documentary evidence of any sort was submitted in support of
this estimate. Moreover, Judge Raum held 'we . . . simply do not believe this
evidence.' He characterized Kraut's memory of the transaction as 'narrowly
selective and seemingly self-serving . . . we are hardly inclined to credit Aaron
Kraut with the necessary knowledge or ability to lend the slightest probative
value to his testimony.' 62 T.C. at 430--31.7 In view of Judge Raum's
opportunity to observe the demeanor of the witness we obviously cannot
characterize this finding of fact as clearly erroneous. CIR v. Duberstein, 363
U.S. 278, 291, 80 S.Ct. 1190, 4 L.Ed.2d 1218 (1960); Adler v. CIR, 422 F.2d
63, 68 (6th Cir. 1970) (credibility of witnesses is particularly for the Tax
Court); Casey v. CIR, 267 F.2d 26, 31 (2d Cir. 1959) (same) (dictum). Finally,
the fact that a taxexempt organization was willing to pay a maximum price of
$3,500,000 for the stock was obviously not probative of its value to a non-taxexempt entity.
17

On appeal, the taxpayers urge that Judge Raum did not sufficiently recognize
that Nassau had a 'valuable trade secret for the production of a dramatically
new type of Christmas tree lighting wire.' On the contrary, Judge Raum found
that there was no convincing evidence that the production of the wire was based
on a secret process and further noted that Nassau had no patent protection for
its 'secret'. Nassau's competitors were free to appropriate the process and
Nassau's short-lived success would tend to support the argument that this
eventually happened by 1968. It is also significant that Kraut testified that the
new plastic material was an 'unknown quantity' and that after discussions with
his accountant and attorney decided 'we would be complete idiots to take a
chance on putting--producing this material in Trio Wire and jeopardizing the
corporation.'

18

The other evidence of value is supportive of the view that the Commissioner's
valuation of $168,445.60 for the Nassau stock is not clearly erroneous.8 In the
one-year period of its existence prior to sale, it had a taxable income of less
than $16,000; its total assets were slightly in excess of $50,000, most of which
consisted of accounts receivable. Its only owned asset was a used automobile. It
leased the building in which it operated and the only equipment utilized in
manufacturing the Christmas decoration wiring, the extruder, was leased from
Trio at $500 a month. Although Nassau's earnings rose rapidly after the sale to
Cathedral, and the Krauts received $1.48 million under the contract, the
company suffered a precipitous drop in income that could not have been wholly
unexpected given the failure to attempt to patent the 'unique' process. By 1969,
Nassau had ceased all operations.

19

It is true that the Tax Court made no specific finding that the true value of
Nassau was $168,445.60 since it found that the sale was not bona fide.
However, it did accept the deficiency assessment of the Commissioner and the
taxpayer failed miserably to shoulder the burden of establishing that this was
erroneous. A casual reading of its opinion indicates that the Tax Court, had it
anticipated Berenson's requirement of an apportionment, would have found
Nassau's value to be, if anything, less than that determined by the
Commissioner. The Commissioner's evaluation was based upon a formula of
ten times Nassau's taxable income for the fiscal year ending on June 30, 1966.
Judge Raum pointed out, however, that this would result in a price of
$158,315.60 since Nassau's taxable income for 1966 was only.$15,831.56. He
further noted that the usual method of computing value in terms of a multiple is
to employ an after tax earnings figure which would yield a value of
$123,486.20. He explicitly noted that a greater multiple than ten would not be
justified since the stock was closely held, the company's net assets were
modest, its history brief and its sole product was untested over a sufficiently
lengthy period. While the Commissioner's findings on valuation were far less
specific than those presented in Berenson, where an expert witness testified as
to a detailed formula for estimating the price that would be paid by a nonexempt purchaser, those findings must stand in light of appellants' failure to
present any countervailing evidence. We see no advantage in remanding for a
specific finding of value by the Tax Court since it could not be any greater than
that found; if less, both the Tax Court and this court would be bound by the
Commissioner's initial determination. In any event, neither party has sought
such a remand.

20

Finally, taxpayers argue that the fair market value of the Nassau stock could not
be less than forty-eight percent of the price which Cathedral agreed to pay since
in 1967 the corporate tax rate was forty-eight percent on profits in excess of
$25,000. We fail to see any nexus between a non-exempt entity's tax bracket
and the price a tax-exempt entity might be willing to pay. There is no such
limitation in Berenson and no authority is cited for the proposition.

21

We affirm.

'For purposes of this subtitle-(3) Long-term capital gain.--The term 'long-term capital gain' means gain from
the sale or exchange of a capital asset held for more than 6 months, if and to the
extent such gain is taken into account in computing gross income.'

2
3

That act, Pub.L. 91--172, 83 Stat. 536, repealed the preferred status of churches
with respect to unrelated business income by deleting the former exception for
churches in Int.Rev.Code 511(a)(2)(A)
'The Buyer (Cathedral) shall take all such action as may be required so that on
or as of June 25, 1966 Nassau Plastic shall be liquidated and all of its assets
distributed to the Buyer. Simultaneously with the execution of this Agreement,
the Buyer, with the consent of the stockholders and directors of the Sellers (Iris
and Marian Kraut), shall take steps forthwith to accomplish the following:
(a) Create a separate operating-manufacturing unit, owned by the Buyer, to be
denominated and known as Nassau Plastic (hereinafter sometimes
interchangeably referred to as 'Nassau Plastic & Wire Co.' * * $; the Buyer to
file such documents with the proper governmental authorities as may be
necessary to effectuate the same.
(b) The name of Nassau Plastic & Wire Corp. shall be changed forthwith, to
such name as the Buyer may designate.
The purchase price for all of the stock sold under this Agreement shall be not
less than $500,000 (hereinafter called the 'Minimum Price') nor more than $3
1/2 million (hereinafter called the 'Maximum Price'). The purchase price shall
be paid by the Purchaser to the Sellers at the following time in the following
manner and to the extent set forth below:
(a) For the period from June 25, 1966 to July 1, 1966, 100% of the net income
of the Corporation shall belong to the Sellers; the Purchasers shall receive
credit for said amount toward the purchase price.
(b) $50,000 on or before August 1, 1966.
(c) For the balance of the year 1966 and in each of the years 1967 through 1976
terminating however on June 30, 1976 inclusive, unless the Maximum Price be
paid in full prior thereto; commencing with the 15th day of October 1966 and
on the 15th day of each January, April, July and October thereafter in respect to
each preceding quarterly period from July 1, 1966 through June 30, 1976, an
amount equal to 75% of the Corporations (sic) net income before Federal
income taxes for each of such next preceding fiscal periods. In the event a loss
occurs in any quarterly period, said loss shall be utilized as an offset in each of
the succeeding quarterly periods (until said loss has been recouped) before
payments to the Sellers are resumed.
(d) In any event and notwithstanding any provision in this Agreement with
respect to the contingent deferral of installment payments of the Purchase Price,

the full Minimum Price referred to above and any portion of the Maximum
Price referred to above which Sellers may become entitled to receive shall be
paid in full on or before July 15, 1976.
(e) The Purchaser may prepay at any time all or any part of the unpaid amount
of the Maximum Price.'
4

However, the Tax Reform Act of 1969 later changed the status of churches as
regards unrelated business income. See note 2 supra and accompanying text

After the opinion below was filed, the Commissioner, no doubt prompted by
the opinion's finding that no bona fide sale existed, moved to amend its answers
to so allege. The motions were summarily denied by Judge Raum on July 26,
1974

The only difference was that Wilson had agreed to pay the taxpayers 75% of its
pre-tax earnings for five years and thereafter 75% of its after-tax earnings,
while Cathedral had agreed to pay 75% of its pre-tax income for the entire tenyear period

In addition, Judge Raum noted that another Kraut, Aaron's brother Harry, was
actually the witness the government had subpoenaed to appear at the trial. The
government did not attempt to enforce its subpoena in part because petitioners
represented that Aaron was as knowledgeable as Harry as regards the details of
Nassau's business. However, on the stand Aaron at times professed ignorance
of Nassau's financial concerns, explaining that Harry and not he himself
handled all financial matters for the company. 62 T.C. at 430. Judge Raum
concluded this point by saying, '. . . we simply note that petitioners must bear
the consequences of their failure to adduce credible evidence of Nassau's value.'
Id. at 431 n.7

We note that, in general, a trial court's evaluation of stock or other property is


subject to reversal only if it is clearly erroneous. E.g., Bormes v. CIR, 512 F.2d
442 (8th Cir. 1975) (per curiam) (affirming valuation of real estate donated to
charity, where Tax Court sustained the Commissioner's valuation); Rubber
Research, Inc. v. CIR, 422 F.2d 1402, 1405 (8th Cir. 1970) (per Blackmun, J.)
(valuation of stock for tax purposes is a question of fact, and hence is subject to
the 'clearly erroneous' standard of review); Seas Shipping Co. v. CIR, 371 F.2d
528, 532 (2d Cir.), cert. denied, 387 U.S. 943, 87 S.Ct. 2076, 18 L.Ed.2d 1330
(1967) (same)

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