Capital Markets Tax Quarterly – Quantity 4, Problem 1 – Tax

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Editor’s Note

CMTQ couldn’t help notice in mid-April when the stock market

was “shocked, shocked” at a news report that President

Joe Biden would propose increasing individual federal income tax

rates on long-term capital gains to equal ordinary income rates

(39.6% under Biden’s proposal).1 If only folks had

read CMTQ last quarter, they would have realized this proposal was

lurking in the wings.2 We checked and the last time tax

rates on long-term capital gains were higher was immediately before

the 1978 Revenue Act during the Carter Administration when the

effective long-term capital gain rate was 49%.3 And

individual long-term capital gain and ordinary income tax rates

have not been equal since the George H.W. Bush Administration,

albeit at a much lower 28% rate. This recent capital gains

“news” was good for several days of media reports,

analysis and talking head air time and, some would say, increased

volatility in the stock market–exactly what we need. Unfortunately

for tax advisors as of this writing there is no legislative

language for any of the President’s tax proposals (which BTW

are discussed below); for example the effective date of any change

in individual long-term capital gain (and ordinary income) rates is

currently unknown.4 So, dear reader, stay tuned. As

always, CMTQ will continue to cover the ups and downs of the

legislative process as it unfolds in 2021.

In the meantime, this CMTQ also covers a private letter ruling

approving the settlement of debt without CODI in a bankruptcy, some

highlights from recent tax proposals from President Biden’s

Administration, and more.

PLR 202050014: Another Ruling Supporting Debt Settlement

Without CODI

In PLR 202050014 (the “Ruling”), the IRS blessed a

tax-efficient bankruptcy reorganization, again blessing tax

planning technology that is at least as old as 2016. The Ruling

bolsters authority for the use of bankruptcy transactions as a

means of settling debt without triggering cancellation of

indebtedness income (“CODI”).

First, the facts of the Ruling: A parent corporation

(“Parent”) owned all of the equity interests of two

disregarded entities, LLC1 and LLC2. The substantial majority of

the value of Parent was owned by LLC1 and its subsidiaries. Parent,

LLC1 and LLC1’s subsidiaries subsequently filed for bankruptcy,

with LLC1 being the direct borrower of a significant portion of the

group’s debt. Significantly, the Parent was not a guarantor of

LLC1’s debt. Under the Ruling, Parent proposed to contribute

its assets (including the equity and assets of LLC1 and LLC2) to a

newly formed corporation (“NewCo”). Then, pursuant to the

same plan, Parent distributed the equity of NewCo to creditors in

satisfaction of a portion of LLC1’s debt. The Ruling concludes

that the LLC1 debt is treated as nonrecourse indebtedness, and the

transaction as a whole satisfied the requirements to be treated as

a “G reorganization.”

Generally, debt of a disregarded entity is treated as owed by

the disregarded entity’s owner. However, there is uncertainty

regarding whether indebtedness that is nominally recourse to the

disregarded entity borrower is better treated as recourse

indebtedness or nonrecourse indebtedness. On the one hand, because

the debt is recourse indebtedness under local law, it is possible

to view the indebtedness as recourse indebtedness of the owner. On

the other hand, because creditors may only look to the assets of

the disregarded entity in order to satisfy any claims, and not to

the assets of the owner generally, the tax law may alternatively

view the indebtedness as nonrecourse indebtedness of the owner. The

difference in treatment is significant. Satisfaction of recourse

indebtedness for an amount less than the principal amount of the

indebtedness generally results in CODI. If certain requirements are

met, CODI may be excluded from the owner’s income if the owner

is bankrupt or insolvent, although the price of such exclusion is a

reduction of the debtor’s tax attributes. Alternatively,

satisfaction of nonrecourse indebtedness for an amount less than

the principal amount of the indebtedness may in certain

circumstances be treated as a sale of the collateral, resulting in

gain rather than CODI.5 Although gain cannot be excluded

under Section 108, gain may qualify for nonrecognition treatment

where a transaction qualifies as a tax-free reorganization.

The Ruling illustrates the use of this principle. Although the

Ruling does not indicate the dollar amounts at issue, the

principles of the Ruling can be used to satisfy indebtedness to

creditors without incurring CODI. Gain may be realized on the

transaction to the debtors, but if the requirements are met to

treat the transaction as a tax-free reorganization, the gain is not

recognized. The end result is that no tax is owed by the creditors

for settling their indebtedness for less than the face amount.

Furthermore, because CODI is not applicable, tax attributes of the

debtor are not reduced.

The issues addressed in the Ruling are similar to the

transactions undertaken as part of a major bankruptcy for which a

ruling was sought in 2016, part of which sought the same advice as

that requested in the Ruling.6

Refresher in Info Letter 2020-0033: Short Sales Not UBTI

THE SHORT OF IT

On December 31, 2020, the IRS published Info Letter

2020-00337 , confirming that, under certain

circumstances, income of retirement plans that is attributable to a

short sale of publicly traded stock through a broker is not subject

to the unrelated business income tax under section 511 of the

Code.8

Following, we summarize the applicable provisions of the Code

relating to the taxation of unrelated business taxable income

(“UBTI”) and we briefly analyze the rulings that the IRS

cited in Info Letter 2020-0033 in order to understand which income

attributable to a short sale of publicly traded stock is excluded

from UBTI.

UBTI – GENERAL BACKGROUND

Code section 511(a) imposes a tax on the UBTI of certain

taxpayers that are otherwise exempt from federal income taxation

under Code section 501(a).

Code section 512(a)(1) of the Code defines UBTI as gross income

derived by any organization from any unrelated trade or business

regularly carried on by it, less certain deductions which are

directly connected with the carrying on of such trade or business,

both computed with the modifications provided in Code section

512(b). Section 512(b)(4) provides, in part, that UBTI includes

certain income from “debt-financed property” as defined

in Code section 514(b).

Footnotes

1 Including the 3.8% Medicare tax on investment income,

the maximum federal income tax rate on long-term capital gains

would be 43.4%. The maximum long-term capital gain rate would apply

to individual taxpayers with incomes over $1 million.

2 See Vol. 03, Issue 1 and Vol. 3, Issue 2.

3 See Report to Congress on the Capital Gains Tax

Reductions of 1978, US Treasury, Government Printing Office,

Washington DC (1985). The report notes that the 49% maximum rate

resulted from the combined effect of several Internal Revenue Code

provisions.

4 For some interesting reading on legislative action and

effective dates, see United States v. Carlton, 512 U.S. 26, at

30-31 (1994); Welch v Henry, 305 U.S. 134, at 146-147

(1931).

5 See Commissioner v. Tufts, 461 U.S. 300

(1983). Treas. Reg. section 1.1001-2(c), Ex. 7.

6 PLR 201644018.

7 INFO 2020-0033 (December 31, 2020).

8 All section references herein are to the Internal

Revenue Code of 1986, as amended (the “Code”)

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