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<strong>IRS</strong> <strong>to</strong> <strong>Expand</strong> <strong>Tax</strong> <strong>Exemption</strong> <strong>for</strong> <strong>Interest</strong> <strong>Income</strong><br />

<strong>Earned</strong> <strong>by</strong> <strong>Foreign</strong> Inves<strong>to</strong>rs<br />

By Seth J. Entin*<br />

THE PROPOSED REGULATIONS ARE VERY<br />

FAVORABLE TO PARTNERSHIPS—SUCH AS<br />

FUNDS—WITH FOREIGN INVESTORS.<br />

On June 12, 2006, the <strong>IRS</strong> issued<br />

Proposed Regulations (“Proposed<br />

Regulations”) 1 under the “portfolio<br />

interest” exemption of Sections 871(h)<br />

and 881(c). This exemption allows<br />

<strong>for</strong>eign persons <strong>to</strong> earn U.S.-source<br />

interest income free of U.S. federal<br />

income tax. The Proposed Regulations<br />

are very favorable <strong>to</strong> partnerships--such<br />

as funds--having <strong>for</strong>eign inves<strong>to</strong>rs,<br />

because they expand the availability of<br />

the portfolio interest exemption when<br />

the partnership holds both debt and<br />

equity in a U.S. company.<br />

BACKGROUND<br />

The United States imposes a flat 30% tax<br />

on U.S.-source “fixed or determinable,<br />

annual or periodical” (FDAP) income<br />

(such as interest, dividends, rents,<br />

royalties, and similar types of income)<br />

earned <strong>by</strong> a nonresident alien or <strong>for</strong>eign<br />

corporation. 2 This tax is imposed on<br />

gross income, with no deductions<br />

allowed. Generally collected <strong>by</strong> means of<br />

withholding, 3 the tax is known as the<br />

“30% withholding tax.” The 30%<br />

withholding tax does not apply <strong>to</strong><br />

“portfolio interest” earned <strong>by</strong> a<br />

nonresident alien or <strong>for</strong>eign corporation,<br />

4 usually referred <strong>to</strong> as the<br />

“portfolio interest exemption.”<br />

“Portfolio interest” is interest (including<br />

original issue discount) that meets<br />

certain specific requirements, which<br />

The Proposed Regulations<br />

adopt the taxpayer-friendly<br />

“aggregate” approach,<br />

providing that the 10%<br />

ownership limitation is<br />

tested at the partner level.<br />

vary depending on whether the debt<br />

obligation is issued in “registered” or<br />

“bearer” <strong>for</strong>m. 5 <strong>Interest</strong> on an<br />

obligation in registered <strong>for</strong>m generally<br />

constitutes portfolio interest if the<br />

withholding agent receives a <strong>for</strong>m<br />

stating that the beneficial owner of the<br />

FOOTNOTES:<br />

1<br />

REG-118775-06 (June 12, 2006).; 2 Sections 871(a) and 881.When the income is "effectively connected" with a U.S. trade or business of the nonresident alien or<br />

<strong>for</strong>eign corporation, a different regime applies. Sections 871(b) and 882(a).; 3 Sections 1441 and 1442.; 4 Sections 871(h) and 881(c).; 5 Sections 871(h)(2) and<br />

881(c)(2).; 6 Sections 871(h)(2)(B) and 881(c)(2)(B).<br />

7 Derivatives 19 (August 2006). Reprinted with permission of Thomson/RIA. All rights reserved.


obligation is not a U.S. person. 6 <strong>Interest</strong><br />

earned on an obligation not in<br />

registered <strong>for</strong>m (i.e., in bearer <strong>for</strong>m)<br />

can be portfolio interest if the issuer of<br />

the obligation complies with certain<br />

procedures generally designed <strong>to</strong><br />

ensure that the holder of the obligation<br />

is not a U.S. person. 7<br />

There are, however, certain limitations<br />

on the availability of the portfolio<br />

interest exemption. For example, it<br />

does not apply <strong>to</strong>:<br />

1. <strong>Interest</strong> received <strong>by</strong> a “10%<br />

shareholder” of the borrower<br />

(referred <strong>to</strong> herein as the “10%<br />

ownership limitation”). 8<br />

2. <strong>Interest</strong> received <strong>by</strong> a controlled<br />

<strong>for</strong>eign corporation from a related<br />

person. 9<br />

3. <strong>Interest</strong> received <strong>by</strong> a bank on an<br />

extension of credit made pursuant<br />

<strong>to</strong> a loan agreement entered in<strong>to</strong> in<br />

the ordinary course of its trade or<br />

business. 10<br />

4. Certain contingent interest. 11<br />

10% OWNERSHIP LIMITATION<br />

The portfolio interest exemption does<br />

not apply <strong>to</strong> interest received <strong>by</strong> a<br />

“10% shareholder” of the borrower. For<br />

an obligation issued <strong>by</strong> a corporation, a<br />

“10% shareholder” is any person who<br />

owns 10% or more of the <strong>to</strong>tal<br />

combined voting power of all classes of<br />

s<strong>to</strong>ck entitled <strong>to</strong> vote. 12 For an<br />

obligation issued <strong>by</strong> a partnership, a<br />

“10% shareholder” is any person that<br />

owns 10% or more of the capital or<br />

profits interest in the partnership. 13<br />

The Section 318 attribution rules apply<br />

in determining ownership <strong>for</strong> purposes<br />

of the 10% ownership limitation, with<br />

several important modifications. 1 4 One<br />

example, discussed below, is that a<br />

person owns an option <strong>to</strong> acquire<br />

s<strong>to</strong>ck and is treated as owning the<br />

s<strong>to</strong>ck under the Section 318 attribution<br />

rules. 1 5 The portfolio interest statute,<br />

however, modifies that general rule.<br />

This modification provides that ownership<br />

of an option <strong>to</strong> acquire s<strong>to</strong>ck is not<br />

treated as s<strong>to</strong>ck ownership in applying<br />

the attribution rules <strong>to</strong> determine<br />

whether s<strong>to</strong>ck ownership is attributed<br />

from a partnership <strong>to</strong> its partner, from<br />

a trust <strong>to</strong> its beneficiaries, or from a<br />

corporation <strong>to</strong> its shareholders (or vice<br />

versa). 16<br />

WHERE THE 10% OWNERSHIP<br />

LIMITATION IS TESTED<br />

Practitioners and commenta<strong>to</strong>rs have<br />

debated how the 10% ownership<br />

limitation should be tested if the holder<br />

of the debt is a partnership that has<br />

<strong>for</strong>eign members. The issue is whether<br />

the 10% ownership limitation is tested<br />

at the partnership level (“entity”<br />

approach) or at the partner level<br />

(“aggregate” approach).<br />

Under the entity approach, the<br />

determinative fac<strong>to</strong>r is whether the<br />

partnership itself owns a 10% or<br />

greater interest in the U.S. borrower. If<br />

it does, the interest paid <strong>by</strong> the U.S.<br />

borrower will not qualify <strong>for</strong> the<br />

portfolio interest exemption, regardless<br />

of the magnitude of the <strong>for</strong>eign<br />

partner’s interest in the partnership.<br />

On the other hand, if the 10%<br />

ownership limitation is tested at the<br />

partner level, the proportionate<br />

interest of each <strong>for</strong>eign partner in the<br />

borrower is looked at <strong>to</strong> determine<br />

whether the <strong>for</strong>eign partner qualifies<br />

<strong>for</strong> the portfolio interest exemption on<br />

the partner’s proportionate share of<br />

the interest income. 17<br />

Example. A partnership (U.S. or<br />

<strong>for</strong>eign) holds a debt instrument issued<br />

<strong>by</strong> a U.S. corporate borrower. The<br />

partnership also owns 20% of the<br />

borrower’s voting s<strong>to</strong>ck. Each of 100<br />

unrelated nonresident alien partners<br />

owns 1% of the partnership. If the 10%<br />

ownership limitation is tested at the<br />

partnership level, the interest paid <strong>by</strong><br />

the U.S. borrower will not qualify <strong>for</strong><br />

the portfolio interest exemption,<br />

because the partnership owns 20% of<br />

the corporation’s voting s<strong>to</strong>ck. On the<br />

other hand, if the 10% ownership<br />

limitation is tested at the partner level,<br />

the interest will qualify <strong>for</strong> the portfolio<br />

interest exemption, because none of<br />

the partners indirectly owns a 10% or<br />

greater interest in the U.S. borrower.<br />

Previously, the only indication of the<br />

<strong>IRS</strong>’ position was a 1994 field service<br />

advice (“1994 FSA”) that <strong>to</strong>ok the<br />

stance that the 10% ownership<br />

limitation is tested at the partner level,<br />

not at the partnership level. 18<br />

A field service advice, however, is not<br />

binding authority. There<strong>for</strong>e, practitioners<br />

have requested more <strong>for</strong>mal<br />

guidance from Treasury. 19<br />

FOOTNOTES:<br />

7<br />

Sections 871(h)(2)(A) and 881(c)(2)(A).; 8<br />

Sections 871(h)(3) and 881(c)(3)(B).; 9<br />

Section 881(c)(3)(C).;<br />

10<br />

Section 881(c)(3)(A).;<br />

11<br />

Sections 871(h)(4) and<br />

881(c)(4); 1 2 Section 871(h)(3)(B)(i).; 1 3 Section 871(h)(3)(B)(ii).; 1 4 Section 871(h)(3)(C).; 1 5 Section 318(a)(4).; 1 6 Section 871(h)(3)(C)(iii).; 1 7 See, e.g., Garlock, Federal<br />

<strong>Income</strong> <strong>Tax</strong>ation of Debt instruments (4th ed., 2000) sec. 17.04(C); Entin, "Partnerships and the Portfolio <strong>Interest</strong> <strong>Exemption</strong>," 100 <strong>Tax</strong> Notes 1171 (Sept. 1, 2003);<br />

Needham, "A Guide <strong>to</strong> <strong>Tax</strong> Planning <strong>for</strong> Private Equity Funds and Portfolio Investments (Part 1)," 99 <strong>Tax</strong> Notes 1215, 1239-40 (May 20, 2002); Staffaroni,<br />

"Partnerships: Aggregate v. Entity in U.S. International <strong>Tax</strong>ation," 49 <strong>Tax</strong> Law 55, 123 (1995); 1 8 1994 Westlaw 1866354; 1994 FSA LEXIS 430 (Feb. 2, 1994); 19<br />

ABA Section of <strong>Tax</strong>ation, "The Need <strong>for</strong> Guidance on the Portfolio <strong>Interest</strong> <strong>Exemption</strong>," 101 <strong>Tax</strong> Notes 701 (May 10, 2004).


Proposed Regulations. The Proposed<br />

Regulations adopt the taxpayer-friendly<br />

“aggregate” approach and provide that<br />

the 10% ownership limitation is tested<br />

at the partner level. There<strong>for</strong>e, in the<br />

above example, the interest would<br />

qualify <strong>for</strong> the portfolio interest<br />

exemption. 20<br />

If Treasury believes that the<br />

aggregate approach reflects the<br />

proper interpretation of the<br />

statute, that interpretation<br />

should control regardless of<br />

when the note is issued.<br />

Under the Proposed Regulations,<br />

accordingly, <strong>for</strong>eign partners in a<br />

partnership can earn their distributive<br />

share of the partnership’s interest<br />

income free of the 30% withholding tax<br />

even if the partnership holds 10% or<br />

more of the equity in the U.S.<br />

borrower, so long as the partners do<br />

not each own a 10% or greater direct<br />

or constructive equity interest in the<br />

U.S. borrower.<br />

The Preamble <strong>to</strong> the Proposed<br />

Regulations states that Treasury’s<br />

adoption of the aggregate approach<br />

reflects its view that a partnership may<br />

be treated either as an aggregate of its<br />

partners or as an entity separate from<br />

its partners, depending on which<br />

characterization is more appropriate <strong>to</strong><br />

carry out the purpose of the specific<br />

Code provision at issue. According <strong>to</strong><br />

the Preamble, the aggregate approach<br />

here is supported <strong>by</strong> the policy and<br />

structure of the portfolio interest<br />

statute. 21<br />

WHEN 10% OWNERSHIP<br />

LIMITATION IS TESTED<br />

The statute does not explicitly provide<br />

at what point in time the 10%<br />

ownership limitation is tested. Under the<br />

Proposed Regulations, it is tested with<br />

respect <strong>to</strong> a nonresident alien individual<br />

or <strong>for</strong>eign corporation that is a partner<br />

in the partnership when a withholding<br />

agent, absent any exceptions, would<br />

otherwise be required <strong>to</strong> withhold<br />

under Sections 1441 and 1442 with<br />

respect <strong>to</strong> the interest. 2 2 It is hoped that<br />

Treasury will eventually expand this<br />

guidance <strong>to</strong> all cases involving the 10%<br />

ownership limitation, not just partnership<br />

situations.<br />

EFFECTIVE DATE<br />

The Proposed Regulations apply <strong>to</strong><br />

interest paid on obligations issued on<br />

or after the date that the Regulations<br />

are issued as final. One would have<br />

hoped that the Regulations would be<br />

effective <strong>for</strong> obligations issued prior <strong>to</strong><br />

this date--if Treasury believes that the<br />

aggregate approach reflects the proper<br />

interpretation of the statute, that<br />

interpretation should control regardless<br />

of when the obligation is issued.<br />

PLANNING OPPORTUNITIES<br />

The Proposed Regulations present at<br />

least two important opportunities <strong>for</strong><br />

<strong>for</strong>eign persons investing in the United<br />

States. First, they establish the general<br />

proposition that the 10% ownership<br />

limitation is tested at the partner level.<br />

There<strong>for</strong>e, if a partnership invests in the<br />

debt of a U.S. borrower, a <strong>for</strong>eign<br />

partner’s distributive share of the<br />

interest income can qualify <strong>for</strong> the<br />

portfolio interest exemption even if the<br />

partnership owns a 10% or greater<br />

interest in the U.S. borrower, so long as<br />

the <strong>for</strong>eign partner’s interest in the U.S.<br />

borrower is less than 10%. This significantly<br />

expands the opportunities <strong>for</strong><br />

<strong>for</strong>eign investment in partnerships that<br />

own U.S. debt instruments, such as<br />

investment funds.<br />

Further, it would appear that the<br />

Proposed Regulations provide an<br />

opportunity <strong>for</strong> <strong>for</strong>eign inves<strong>to</strong>rs,<br />

through a properly structured<br />

partnership investment vehicle, <strong>to</strong><br />

obtain ownership potential in a U.S.<br />

corporate or partnership borrower<br />

through convertible debt without<br />

<strong>for</strong>feiting the portfolio interest<br />

exemption. This is because, under the<br />

Proposed Regulations, the 10%<br />

ownership limitation is tested at the<br />

partner level. Yet simultaneously, as<br />

discussed above, an option (which<br />

generally includes a conversion right) is<br />

not attributed from a partnership <strong>to</strong> its<br />

partners under the statu<strong>to</strong>ry portfolio<br />

interest attribution rules.There<strong>for</strong>e, due<br />

<strong>to</strong> the statu<strong>to</strong>ry restriction on<br />

attribution, when testing the 10%<br />

ownership limitation at the partner<br />

level, a conversion right or option held<br />

<strong>by</strong> the partnership should not be<br />

FOOTNOTES:<br />

20<br />

Reg. 1.871-14(g)(3)(i).The Proposed Regulations provide a similar rule <strong>for</strong> interest paid <strong>to</strong> a simple trust or a gran<strong>to</strong>r trust: when interest is paid <strong>to</strong> a simple trust<br />

or gran<strong>to</strong>r trust and the interest is distributed <strong>to</strong> or included in the gross income of a nonresident alien individual or <strong>for</strong>eign corporation that is a beneficiary or owner<br />

of the trust, the 10% ownership limitation is tested at the beneficiary or owner level. Prop. Reg. 1.871-14(g)(4); 2 1 This approach is also reflected in the "Brown Group"<br />

Regulations, which apply the Subpart F rules <strong>to</strong> some situations involving partnerships. See REG-112502-00, 65 Fed. Reg. 56836 (Sept. 20, 2000); REG-104537-<br />

97, 63 Fed. Reg. 14613 (Mar. 26, 1998), withdrawn <strong>by</strong> REG-113909-98, 64 Fed. Reg. 37727 (July 13, 1999).; 2 2 Prop. Reg. 1.871-14(g)(3)(ii).


attributed <strong>to</strong> the partners.<br />

Example. Two unrelated <strong>for</strong>eign<br />

persons, X and Y, want <strong>to</strong> loan money<br />

<strong>to</strong> a U.S. corporation and obtain upside<br />

equity and control potential in the U.S.<br />

borrower through convertible debt<br />

instruments. If X and Y were each <strong>to</strong><br />

directly acquire a debt instrument<br />

convertible in<strong>to</strong> a 10% or greater<br />

equity interest in the borrower, neither<br />

of them would be entitled <strong>to</strong> the<br />

portfolio interest exemption, and thus<br />

both would be subject <strong>to</strong> the 30%<br />

withholding tax on the interest (subject<br />

<strong>to</strong> reduction <strong>by</strong> treaty).<br />

On the other hand, suppose that X and<br />

Y <strong>for</strong>med a partnership that acquired a<br />

debt instrument convertible in<strong>to</strong> a 10%<br />

or greater voting equity interest in the<br />

U.S. borrower. Under the Proposed<br />

Regulations, X and Y could obtain<br />

equity potential and control potential in<br />

the U.S. borrower without <strong>for</strong>feiting the<br />

portfolio interest exemption. Although<br />

the partnership would be deemed <strong>to</strong><br />

own a 10% or greater voting equity<br />

interest in the borrower <strong>by</strong> virtue of<br />

the conversion feature, that deemed<br />

ownership would not be attributed <strong>to</strong><br />

X and Y due <strong>to</strong> the attribution<br />

limitation of Section 871(h)(3)(C)(iii).<br />

While this conclusion may be<br />

surprising, it is indeed the result<br />

reached <strong>by</strong> the <strong>IRS</strong> in the 1994 FSA. 23<br />

As a result, X and Y could earn interest<br />

on the convertible debt instrument<br />

free of U.S. federal income tax.<br />

Moreover, if the value of the U.S.<br />

borrower increases, and X and Y want<br />

<strong>to</strong> exercise their conversion rights 2 4 and<br />

sell their s<strong>to</strong>ck in the borrower, X and Y<br />

could do so free of U.S. federal income<br />

tax. 25<br />

CONCLUSION<br />

These Proposed Regulations should be<br />

of great interest <strong>to</strong> <strong>for</strong>eign inves<strong>to</strong>rs<br />

who invest in the United States and <strong>to</strong><br />

funds that seek <strong>to</strong> provide tax-efficient<br />

investment vehicles <strong>for</strong> <strong>for</strong>eign<br />

inves<strong>to</strong>rs. Further, if Treasury believes<br />

that the aggregate approach reflects<br />

the proper interpretation of the<br />

statute, that interpretation should<br />

control regardless of when the note is<br />

issued.<br />

FOOTNOTES:<br />

24<br />

See Rev. Rul. 72-265, 1972-1 CB 222 (no gain is realized on the exchange of a convertible debenture <strong>for</strong> s<strong>to</strong>ck of the obligor corporation).; 2 5 <strong>Foreign</strong> persons are<br />

not subject <strong>to</strong> U.S. federal income tax on gain from the sale of s<strong>to</strong>ck that is not deemed <strong>to</strong> be effectively connected with a U.S. trade or business. See Sections<br />

881(a)(2), (4); 871(a)(1)(B), (D); 1441(c)(1); Regs. 1.881-2(a)(1), 1.1441-2(b)(2)(i), 1.1441-5(b)(2)(i)(B). If the s<strong>to</strong>ck constitutes a "U.S. real property interest," the<br />

gain from the sale of the s<strong>to</strong>ck will be deemed effectively connected with a U.S. trade or business. Section 897.<br />

SETH J. ENTIN (entins@gtlaw.com) is an at<strong>to</strong>rney with the law firm of Greenberg Traurig, P.A., in Miami. The views expressed herein are solely<br />

those of the authors.This article is intended solely as an educational introduction <strong>to</strong> the <strong>to</strong>pics addressed. It is not designed <strong>to</strong> provide, and<br />

does not constitute or include, legal, tax or professional advice on any matter, and should not be relied upon <strong>for</strong> that purpose. 2456

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