Part F. Capital Gains and Losses

Pages417-489
AuthorMarvin A. Chirelstein,Lawrence Zelenak
417
Part F
CAPITAL GAINS AND LOSSES
16. Introduction
16.01 Some History; Repeal and Reinstatement
At the moment, the top marginal tax rate on most income
(“ordinary” income, in the jargon of the Code) is 37%, but the top rate
on most long-term capital gains is only 20%. A long-term capital gain
is gain on the sale or exchange of a “capital asset” which the taxpayer
has held for more than one year. Capital assets are defined by § 1221
in a manner that covers most assets held for investment; shares of
stock and land held for appreciation are classic examples. Apart from
a few years following the enactment of the Tax Reform Act of 1986,
our law has consistently awarded a “preference” to long-term capital
gains, either by exempting a portion of such gains from tax or by
taxing such gains at a bargain rate. In 1986, Congre ss reduced the
top marginal rate for individual taxpayers to 28 %, and simply
repealed the preferential treatment of capital gains. The effect of the
latter step was to require capital gains to be included in gross income
in full and to tax such gains at the same top rate —28%—as income
from ordinary sources. The element of “preference” thus disappeared
entirely. Congressional tax -writers were of course aware that the
preponderance of capital gains goes to high-bracket taxpayers; with
the top individual r ate cut nearly in half, it was fel t that the “need”
(as the Senate Committee put it) to maintain a reduced rate for
capital gains no longer existed and, hence, that ordinary income and
capital gains could be taxed alike.
Despite repeal of the capital gain preference, Congress kept in
place all of the complex definitional and computational
paraphernalia described in the Sections following , so that taxpayers
were still required to di stinguish capital gains and losses from
ordinary gains and losses. A major reason for retaining (instead of
wiping out) the whole burdensome statutory scheme was that
Congress thought it important to protect the revenues by restricting
the deductibility of capital losses. As noted much earlier (5.01, 5.05),
the realization—and hence the timing—of investment gains and
losses is largely voluntary: a taxpayer can sell his property this year,
next year, or never. Because only realized gains are subject to tax, a
permission to offset investment losses against ordinary income would
prompt taxpayers to realize their losses immediately while
postponing the re alization of their gains, with po ssibly damaging
418
CAPITAL GAINS AND LOSSES
PT. F
consequences to the fisc. Thus, a taxpayer owning stock X which has
appreciated in value by $100,000 and stock Y which has declined in
value by $100,000 (and whose net worth is therefore unchanged)
might well elect to sell Y but retain X and use his Y loss to eliminate
tax on his salary or business income. To prevent this outcome, the
1986 Act continued the prior law restriction contained in Code
§ 1211. In effect, realized capital losses can be offset only against
realized capital gains (plus $3,000 of ordinary income). The Y loss
thus produces a significant tax benefit for the taxpayer only if and
when he realizes the X gain (or of course any other capital gain).
The equalization of ordinary income and long-term capital gain
rates under the 1986 Act , and the elimination of the capital gain
preference, did not last very long. The current top rate on most long-
term capital gains (20%) i s slightly more than half the top marginal
rate on ordinary income (37%). Under Code § 1(h) the tax rate on net
capital gain (i.e., the excess of net long-term gain over net short-term
loss) depends on the amount of the taxpayer’s taxable income. To the
extent a taxpayer’s net capital gain, when combined with the
taxpayer’s other taxable income, would not re sult in taxable income
of more than $98,900 (joint return), $66,200 (head of household), or
$49,450 (single taxpayer), the gain is not taxed. To the extent a
taxpayers’ net capital gain would result in taxable income higher
than the relevant above amount, but lower than $613,700 (joint
return), $579,600 (head of household), or $545,500 (single), the gain
is taxed at 15%. Any remaining gain is t axed at 20%.
1
Suppose, for
example, an unmarried taxpayer has $800,000 of taxable income,
consisting of $600,000 of ordinary income and $200,000 of net capital
gain. She would subtract her net capital gain and compute the tax—
under her § 1 tax rate schedule, featuring a top rate of 37%—on her
remaining income of $600,000. Because the $200,000 of net capital
gain, when metaphorically stacked on top of the taxpayer’s $600,000
of ordinary income , is entirely above the $545,500 threshold for the
20% rate, al l $200,000 of gain is taxed at 20%. The taxpayer’s total
tax is the sum of the tax on $600,00 0 at ordinary income rates and
the 20% tax on $200,000. Most corporate dividends are also taxed at
the rates applicable to net capital gain. Technically, however,
dividends continue to be classified as ordinary income, with the
result that they cannot be offset by capital losses.
The capital gains preference differs f rom the norm for a few
special asset categories. Under § 1(h), gains from the sale of so-called
collectibles—jewelry, antiques, fine art—continue to be taxed at the
old 28% rate (or the taxpayer’s marginal tax rate on ordinary income,
1
All dollar thresholds in the text are for 2026; the thresholds will be adjusted
for inflation in later years.
SEC. 16
INTRODUCTION
419
whichever is lower). Section 1202 provides that “qualified small
business stock” enjoys a gain exclusion of 50%, 75% or 100%,
depending on how long the taxpayer owned the stock, with the 100%
exclusion applying if the taxpayer held the stock for at least five
years. Finally, gains on sales of depreciable real estate—§ 1231
property—are taxed under a special regime, which is described at
18.02, below.
Whether the capital gain preference is wise or unwise as a
matter of national e conomic policy has been debated by tax
specialists for decades, and perhaps the safest thing to say is that the
question is debatable. What cannot be denied, however, is that the
decision to treat capital gains in a special way adds substantially to
the complexity of the federal income tax. The e ffect of this is felt by
students, who are obliged to devote much more study time to the
material that follows than might otherwise be required, by practicing
lawyers, who must tirelessly eng age in “planning” their clients’
transactions so as to maximize capital gain and minimize ordinary
income, and by the Internal Revenue Service itself, which has the
task of policing the relevant statutory distinctions. According to a
Service publication, that particular task—determining when capital
gain treatment is appropriate and when it is not—has absorbed more
administrative time and effort on the part of government personnel
than any other single feature of the Internal Revenue Code.
Wise or otherwise, the capital gain preference comes at a high
cost to the system.
16.02 Legislative Purpose
With only one brief intermission, preferential treatment for
capital gains has been a major feature of the federal income tax since
1922. Generally speaking, it applies to long -term gains from sales of
investment property and permits those gains to be taxed at
substantially lower rates than the rates that apply to “ordinary”
income.
How can this longstanding tax concession be explained? What
justifies the special treatment of investment gains? Curiously in view
of its signific ance to the re venues, the capital gain prefere nce has
never received a systematic exposition in any official source.
Congressional committee reports, debates, etc., contain little on the
subject of underlying policy, apart from occasional references to
“fairness,” “incentives” and the like. Some of the po licy justifications
offered by commentators for the capital gains p reference have
obvious weaknesses. For example, it is sometime s argued that a
capital gains ra te preference is needed to prevent “bunching”—that
is, taxation of income at an inappropriately high marginal tax rate

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