Category: Corporations; Deductions &
Credits Subject: Stock Redemptions Title: Various Issues IRC Sections: 302, 318, 311, 166, 368 Filename: 1333.html Date Produced: 07/94 Copyright 1998, The Tax Resource Group. All rights reserved.
Telephone 800-578-3498. Internet: www.taxresourcegroup.com Taxpayer (TP) is 100% owner of an S corporation. TP wishes
to retire from the business. TP plans to gift his shares in several
stages to various individuals, one of whom is TP's brother. TP
also wishes to have two parcels of appreciated real estate owned
by the corporation. One parcel consists of vacant land with a
fair market value of $184,000 and a tax basis of $25,400. The
other parcel is a resort home with a fair market value of $100,000
and a tax basis of $50,000. Both parcels are debt free. The value
of TP's stock is approximately $1 million. The corporation also
has a receivable on the books at $225,000. TP also wishes to have
this asset. The receivable is worth substantially less than face
and perhaps has only nominal value. The full face value of the
receivable is taken into account in TP's stock value. TP has no
basis in his corporate stock. The corporation's S election was
made before 1986. The corporation has significant C corporation
earnings and profits. Issues: 1) Can TP withdraw the desired assets from the corporation
in such a way that the withdrawal will be considered a redemption
of his stock? 2) Will the distribution of assets create corporate-level taxation? 3) Can TP take advantage of the provisions which allow reinvestment
of certain stock proceeds in a Small Business Investment Company? Based on my preliminary findings which I related to you by
telephone on July 14, 1994, we changed the scope of the project.
Following is a summary of my findings regarding the original issues
as well as my thoughts on the new issues we discussed. 1. The transaction could be arranged as a redemption by completing
the gifting program prior to redeeming the stock of the existing
shareholder. The concept is to give away stock with a value equal
to all the assets of the corporation except the three assets desired
by the existing shareholder. Assume arguendo that the receivable
is really only worth $10,000 instead of its face value of $225,000,
the total value of the corporation is $785,000 of which the existing
shareholder wishes to have assets valued at $294,000 ($184,000
vacant land plus $100,000 resort property plus $10,000 receivable).
These assets represent about 37.5% of the total value of the corporation.
Accordingly, it would be necessary to gift 62.5% of the existing
shareholder's stock in order to make the value of his resulting
holdings equal to the value of the desired assets inside the corporation.
Once the gifting program is completed, the assets desired by the
existing shareholder would be distributed in complete redemption
of all his remaining stock. Under §302(b)(3), the redemption
of a taxpayer's entire interest in a corporation is treated as
sale or exchange of the taxpayer's shares thus making the transaction
eligible for capital gain treatment assuming the taxpayer's stock
is a capital asset. The pre-redemption transfer of stock to the taxpayer's brother
does not affect the outcome in this case. While it is true that
the constructive ownership provisions come into play in determining
whether a shareholders entire interest has been redeemed, the
constructive ownership rules of §318 are used. See §302(c)(1).
Stock owned by the taxpayer's brother is not attributed back to
the taxpayer under §318. The family attribution rules of
§318 only take into account the taxpayer's spouse, children,
grandchildren, and parents. §318(a)(1). 2A. §311(b) provides that gain shall be recognized if
a corporation uses appreciated property to redeem its stock. That
gain is measured as though the corporation had sold the property
at its fair market value. Under the scenario set forth above,
the corporation would recognize gain of $208,600 based on the
values and adjusted bases of the properties distributed. This
gain would be allocated to all the shareholders of the corporation. 2B. Given that the receivable desired by the existing shareholder
has a current tax basis equal to its face and the collectability
of that receivable is in doubt, a bad deduction could be available
in the amount of $215,000 ($225,000 minus $10,000). If the bad
debt deduction were triggered at the same time as the gain under
§311(b), the resulting deduction would offset the gain at
the corporate level and no net gain would be passed through to
the shareholders.
There is exposure with respect to the timing of the bad debt deduction
which stems from the factual determination of whether the receivable
is totally or partially worthless. Under §166(a)(1), a bad
debt deduction is allowable in the year in which it is determined
that the debt is totally worthless. Under the total worthlessness
scenario, the taxpayer has no discretion whatsoever regarding
when the bad debt deduction is claimed. The deduction is allowable
only in the year the debt becomes totally worthless. If the receivable
in question is in fact totally worthless now (or becomes so prior
to the year of the redemption), the deduction would not be available
in the year of redemption to offset the gain under §311(b). On the other hand, if the receivable has some value now and
continues to have some value through the year of the redemption,
the taxpayer has total discretion regarding the timing of the
bad debt deduction. §166(a)(2) and Regulation §1.166-3
provide that a deduction for partial worthlessness of a business
bad debt can be claimed in the year in which the taxpayer takes
a charge-off on his books for a portion of the debt. Thus, the
taxpayer can control the timing of the deduction by controlling
the year in which the debt is partially charged off on the books. Ultimately, it becomes a question of fact as to which treatment
(total worthlessness or partial worthlessness) applies. If a bad
debt deduction is claimed in the year of redemption based on the
position that the debt is only partially worthless, there is exposure
that the IRS would claim that the debt became totally worthless
in a prior year. The taxpayer at that point would bear the burden
of proving that the receivable had some value at the time of the
charge-off. Otherwise, the deduction under §166(a)(2) would
be disallowed thus exposing all the shareholders to the gain produced
under 311(b). 2C. There is no corporate level tax as a result of the redemption.
Since the S election was made prior to 1986, the built in gains
tax of present-law §1374 is inapplicable. The corporate-level
capital gains tax on pre-1986 §1374 is potentially applicable,
but has no effect in this case since the assets were acquired
more than three years prior to their disposition. 3. Finally, the reinvestment provision you mentioned is not
applicable. This is §1044 and it applies only to the disposition
of publicly traded stock. Having found some unfavorable news with respect to the original
issues, we discussed the possibility of using other measures to
achieve the taxpayer's goals. Specifically, we discussed the possibility
of leaving the land, resort home, and the receivable in the existing
corporate shell and spinning off the active business into a new
corporation the stock of which would be gifted to the new shareholders
over time. Unfortunately, more careful consideration has revealed
that this plan is not viable. Separation of the assets of a corporation
into two corporations one containing active business assets and
the other containing inactive assets would present taxpayers with
a means of bailing out corporation earnings at capital gains rates.
Although bail out of earnings is not the goal of this transaction,
the Code contains anti-abuse provisions which prohibit the treatment
the taxpayer would like to have in this case. In order to have
a valid tax-free spin-off under §355 and/or the D reorganization
provisions of §368(a)(1)(D), both the transferor corporation
(the existing company) as well as the transferee corporation (the
newly-formed company to which the active business assets would
be transferred) must each contain immediately after the transfer
the assets of an active trade or business which has been conducted
for at least five years. While it is possible to separate a single
active business into two corporate shells by dividing the business
along functional lines for example, it is not possible to divide
a single business into an active component and a non-active component
as in this case. Accordingly, the tax free spin-off provisions
under §355 and 368(a)(1)(D) are not available in this case. |