EFTA00967788.pdf
dataset_9 pdf 348.0 KB • Feb 3, 2026 • 4 pages
From: Ada Clapp <Mlle
To: Jeffrey Epstein <jeevacation@gmail.com>
Subject: Guaranty
Date: Fri, 23 Aug 2013 13:14:50 +0000
Jeffrey, Below is an excerpt from a 50 page Virgaina Tax Review article on gifting of intra family transfers:
3. Loan Guarantees
The most far-reaching extension of Dickman has occurred in the context of loan guarantees. Nearly twenty
years ago, George Cooper reported the "very popular" practice of parents guaranteeing commercial loans to their
children, and stated that it was "clear that such a gift of credit is not subject to transfer taxation." n254 In
Private Letter Ruling 91-13-009, n255 however, the Service relied on Dickman to take a contrary position.
In that ruling, Parent guaranteed commercial loans obtained by his five adult Children to finance their
acquisition of target companies. The lenders required Parent to guarantee the loans; n256 absent such
guarantees, Children either would not have been able to secure the financing or would have had to pay a higher
interest rate. n257 The guarantees were unsecured, would remain outstanding until repayment of the loans, and
would survive Parent's death as claims against his estate. n258 The Service ruled that under Dickman the loan
guarantees constituted transfers of valuable economic benefits from Parent to Children on the date the
agreements were executed. In addition, if any of the Children ever defaulted on
1*3981 their obligations and Parent had to honor his guarantee, there would be an additional gift at that later
time. n259
Commentators widely criticized the Service's application of Dickman to loan guarantees. n260 In their
criticism, they emphasized (i) the difficulty in valuing the guarantee; (ii) the lack of support for the result under
the estate depletion purpose for the gift tax; (iii) the possibility of double taxation if Parent were forced to honor
the guarantee; and (iv) the administrative problems spawned by the ruling. Several of these commentators also
placed the loan guarantee ruling in the context of the Service's prior use of Dickman to attack estate freezes and
GRITs, and speculated
1*3991 about the effect of Snyder on the Service's position. n261
In applying the first Snyder prong of an ascertainable and objective measuring rod to value the gift, the loan
guarantee may be harder to value than the foregone interest on the loan in Dickman but easier to value than the
foregone return on the preferred stock investments in Snyder and Hutchens. For example, the guarantee could be
valued by reference to the cost of a comparable guarantee by a surety company or by the reduction in the interest
rate on the underlying loan made possible by the guarantee. Under the second Snyder prong, the availability of
assets to fund the payment of the foregone guarantee fee would depend on further analysis of the Children's other
assets and the performance of the acquired businesses. Moreover, although a loan guarantor may be more
analogous to the lender in Dickman than the preferred stock holder in Snyder and Hutchens, the Service's
position in extending Dickman to loan guarantees would confront the Tax Court's reluctance to extend Dickman
beyond the interest-free loan context.
Numerous letters were sent to the Treasury Department protesting the result in the ruling, n262 and one
commentator advocated change through the promulgation of regulations, enactment of remedial legislation, or
issuance of a revised ruling. n263 Each of these avenues was pursued with varying degrees of success.
The Office of Chief Counsel opened a regulation project on the "gift tax treatment of loan guarantees" in
October 1992, n264 but over two years later, the Service has not yet issued any guidance. n265
1*4001 Bills have been introduced to add new section 2503(h) to explicitly exempt loan guarantees by parents
from the gift tax, n266 but they have not been enacted. In any event, after many public statements that it would
revise the ruling, n267 the Service recently withdrew the ruling and "expressed no opinion at this time" about
the gift tax treatment of the loan guarantee. n268 As a result, "taxpayers are left to speculate on the IRS's
current thinking" on the gift tax treatment of loan guarantees. n269
EFTA00967788
r4011
n254 Cooper, Voluntary Tax, supra note 56, at 33; Cooper, New Perspectives, supra note 56, at 186.
n255 1990 PRL LEX1S 3431 (Dec. 21, 1990).
n256 Id. at *1-2 Parent also guaranteed obligations of corporations in which he owned an equity interest. Id. These guarantees did not
present a gift tax issue but were relevant to the marital deduction issue raised in the ruling. See infra note 259.
n257 1990 PRL LEVIS 3431, at .8.
n258 Id. at *2.3.
n259 Id. at *8-9. The ruling also raised a controversial estate tax marital deduction issue. As noted above, if Parent died before all of
the loans subject to guarantees were repaid, Parent's estate would become liable for the outstanding guarantees. As a result, property
that passed to two marital trusts that otherwise would qualify for the marital deduction could become subject to the payment of the
guarantees. Specifically, property equal to two times the "Net Value Cost" of making payments on the outstanding guaranteed loans
(twice the present value cost of satisfying the guarantees) would be allocated to the Estate Trust. The residue of the estate would be
allocated to the QTIP Marital Trust. Id. at *3.4. The Service ruled that the marital deduction for property passing to the Estate Trust
had to be reduced by the face amount (not the "Net Value Cost") of the outstanding guarantees that could be satisfied out of such
property because the guarantees could be triggered at any time. Moreover, the entire Marital Trust (not just the face amount) would
not qualify as a QTIP trust for marital deduction purposes because someone other than the surviving spouse (the lender) could have
an interest in the property during her lifetime. Id. at *12-19.
n260 See Jerald D. August, Ltr 9113009: An Ailing Ruling in Need of a Cure (What Is the Proper Diagnosis for Guarantees?), 54 Tax
Notes 215 (1992); Jerald D. August & Joseph J. Kulunas, Guarantees Have Unexpected Gift Tax and Marital Deduction
Consequences in IRS Ruling, 74 J=346 (1991); Reed W. Easton, The IRS's General Aversion to Loan Guarantees on QTIP
Trust Planning, 24 Tax Adviser 447 (1993); Nicholas J. Fiore, Parent's Guarantee of Children's Business Loans Results in Taxable
Gift, 22 Tax Adviser 543 (1991); Waller H. Horsely, Guarantees Without Consideration, 42 Tul. Inst. on Fed.-15.1 (1992);
Burton W. Kanter & Sheldon I. Banoff, IRS Inaction on Loan Guarantee Ruling Is Perplexing, 77J.= 190 (1992); Burton W.
Kanter & Sheldon I. Banoff, IRS Seems Unsure of the Estate Planning Consequences of Loan Guarantees, 76 J. 130 (1992);
Anne J. Palmer O'Brien, Loan Guarantees and the Estate Tax Marital Deduction, 32 Tax Mgmt. Mem. 359 (1991); Jacques T.
Schlenger et al., Despite Prior Ruling, Service States That Loan Guarantee Was Not Taxable Gift, 19 Est. Plan. 173 (1992); Jacques
T. Schlenger et al., Guarantee of Loan is Taxable Gift and Also Limits Marital Deduction, IRS Rules, 18 Est. Plan. 300 (1991);
Michael Schwartz, PLR 9113009 and the Gift Tax Consequences of Loan Guarantees, 92 Tax Notes Today 254-97 (Dec. 21, 1992);
Lee A. Sheppard, Estate Planning for the Middle Class, 52 Tax Notes 749 (1991); Dale L. Sorden, PLR 9113009: The Chaos
Continues, 58 Tax Notes 982 (1993); A.L. Suwalsky, Jr., The Camel's Nose in the Tent: Private Ruling Holds Guarantee is Taxable
Gift, and More, 7 Tax Mgmt. Real Est.!. 120 (1991); Wolff, supra note 82, at 542, 553-53; Private Ruling Suggests Large Potential
Problems for Individuals Who Guarantee Loans, 16 Est., Gifts & Tr. J. 148 (1991).
n26I See August, supra note 260, at 218.19; August & Kulunas, supra note 260, at 350; Easton, supra note 260, at 450; Horsely,
supra note 260, at 15.4 to 15-5; Wolff, supra note 82, at 553-54.
n262 See, e.g., Letter from Jerald D. August to James Miller, Tax Legislative Counsel (Aug. 8, 1991), 91 Tax Notes Today 167-32
(Aug. 9, 1991); Letter from Judi McCormick & Henry Ruempler, American Bankers Association, to Internal Revenue Service (Feb.
18, 1993), 93 Tax Notes Today 66-38 (Mar. 24, 1993); Letter from Thomas P. Sweeney, American College of Trust and Estate
Counsel, to Shirley D. Peterson, Commissioner of Internal Revenue Service (Nov. 16, 1992), 92 Tax Notes Today 237-25 (Nov. 27,
1992); Letter from Philip J. Wiesner, KPMG Peat Marwick, to Fred T. Goldberg, Jr., Assistant Secretary (Tax Policy) (Aug. 12,
1992), 92 Tax Notes Today 170-44 (Aug. 20, 1992).
n263 August, supra note 260, at 221.
n264 Chief Counsel's Office Opened Nine Rules Projects in October, IRS Says, BNA Daily Tax Rep., Dec. 4, 1992, at G-2.
EFTA00967789
n265 Although an internal draft of the regulation has been circulated (Special Supplement, Report by Office of Chief Counsel,
Internal Revenue Service, On Regulations Projects Status and Dispositions as of Feb. 28, 1994, BNA Daily Tax Rep., Apr. 15, 1994,
at 38), there has been no public disclosure of the contents of the draft.
n266 Proposed section 2503(hX1) provides that "the mere making of a "qualified guarantee' shall not be treated as a transfer of
property by gift." A "qualified guarantee" is defined as any guarantee by an individual of a loan to a lineal descendant (or their
spouses), or to a business entirely owned by such descendants. H.R. 504, 103d Cong., 1st Sess. section 3 (1993); H.R. 4166, 102d
Cong., 2d Sess. section 3 (1992). The sponsor stated that the intention of the bill is to reverse Priv. Ltr. Rul. 91-13.009 because the
ruling "jeopardizes the financial security of parents who guarantee loans to children hoping to start their own business, buy their own
house, or finance a college education." 138 Cong. Rec. H291 (daily ed. Feb. 5, 1992) (statement of Rep. Darden).
n267 See, e.g., Juliann Avakian-Martin, Service Plans To Revise Loan Guarantee Ruling, Says Grosgebauer, 92 Tax Notes Today 53-
28 (Mar. 9, 1992); Juliann Avakian-Martin & Kathleen Matthews, FBA Tax Section Conference: IRS Asks Help on Partnership Regs;
Loan Guarantee Ruling To Be Revised, 54 Tax Notes 1316 (1992); Schwartz, supra note 260, at 2-3 n.13; Sheppard, supra note 260,
at 750; Estate and Gift Tax Consequences of Guarantees: Status of PLR 9113009 Remains Uncertain, 33 Tax Mgmt. Mem. 202
(1992); In Brief, 11 Tax Mgmt. Weekly Rep. 373 (1992); Loan Guarantee Inquiry Elicits Surprise Response, 33 Tax Mgmt. Mem. 92
(1992).
n268 Priv. Ltr. Rut 94-09-018 , 1993 PRL LEX1S 2516, at *9 (Dec. I, 1993). The ruling also modified the position in the prior
ruling on the availability of the estate tax marital deduction. See supra note 259. The Service stated in the revised ruling that the
marital deduction for property passing to the Estate Trust would not be reduced by the face amount of the outstanding guarantees
unless, at the time of Parent's death, a default was likely, the trust assets would be used to pay the entire unpaid balance of the loans,
and the subrogation rights were worthless. 1993 PRL LEXIS 2516, at *1. The Service stated that, for marital deduction purposes, a
loan guarantee is indistinguishable from a note; in both cases, there is a risk of loss if the borrower defaults and is incapable of
repaying the loan. Just as the presence of a note does not disallow a marital deduction for assets passing to a QTIP trust, the presence
of a loan guarantee as an encumbrance on assets passing from Parent to his spouse would not completely disallow the marital
deduction otherwise available. Id. at *6a.
n269 IRS Finally Modifies Its Position Regarding Loan Guarantees and the Marital Deduction, 80 J.M258, 258 (1994); see also
IRS Withdraws Controversial Ruling on Effect of Loan Guarantees on Marital Deduction, RIA Est. & Financial Planner's Alert, Apr.
1994, at 4, 5 (Service "does not now have a position on the gift tax consequences of the transactions described in the ruling," and
matter is "under study"); Loan Guarantee Ruling Requiring Reduction and/or Disallowance of Marital Deduction Withdrawn, 35 Tax
Mgmt. Mem. 133 (1994) (Service did not address gift tax consequences); Sec. 2056 -- Bequests to Surviving Spouse, 13 Tax Mgmt.
Weekly Rep. 357 (1994) (Service did not comment in ruling on gift tax consequences of loan guarantee but is expected to address
issue in forthcoming regulations); Service Modifies "Guarantee Ruling," 19 Est., Gifts & Tr. J. 111 (1994) (Service did not address
gift tax consequences).
In any event, the question of the proper gift tax treatment of loan guarantees may be largely a theoretical one. As noted above, the
Service's concern is that the parent's guarantee may permit her children to borrow money at rates lower than the children otherwise
would be able to secure. In most if not all cases, even this lower interest rate would equal or exceed the applicable federal rate under
I.R.C. section 7872. Thus, to avoid any potential gift tax exposure, parent instead could borrow the money and relend it to the
children at the applicable federal rate. This transaction highlights the weakness of the safe harbor interest rates created under section
7872 regardless of the actual credit worthiness of the borrower. See supra note 148.
Ada Clapp
Black Family Partners
do Apollo Management
9 W 57th Street
New York NY 10019
phone: 917-286-5536
email:
IRS Circular 230 Disclosure:
Pursuant to IRS regulations, I inform you that any tax advice contained in this communication (including attachments) is not
intended or written to be used, and cannot be used by any person or entity for the purpose of (i) avoiding tax related penalties
imposed by any governmental tax authority, or (ii) promoting, marketing or recommending to another party any transaction or
matter discussed herein. I advise you to consult with an independent tax advisor on your particular tax circumstances.
This communication, and any attachment, is for the intended recipient(s) only and may contain information that is privileged,
confidential and/or proprietary If you are not the intended recipient, you are hereby notified that further dissemination of this
EFTA00967790
communication and its attachments is prohibited. Please delete all copies of this communication and its attachments and
notify me immediately that you have received them in error.
EFTA00967791
Entities
0 total entities mentioned
No entities found in this document
Document Metadata
- Document ID
- 07d94c8e-9e78-4923-a2ae-afa1499e1717
- Storage Key
- dataset_9/EFTA00967788.pdf
- Content Hash
- cb7c964d802a640e8445d21fdd77b629
- Created
- Feb 3, 2026