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JOURNAL OF PASSTHROUGH ENTITIES 51
March–April 2012
Stuart J. Frentz is a Partner with Bradley
Arant Boult Cummings LLP in Birming-
ham, Alabama.
S Corporation Corner
By Stuart J. Frentz
Practitioners Should Schedule Periodic Check-ups
for Their S Corporation Clients
The number of inadvertent termination and inadvertent invalid S
election rulings the IRS continues to issue each year1 suggests
there
are opportunities for tax professionals to provide
more and better services to their clients aimed at
monitoring and maintaining their S elections. Several
recent rulings point out that the inadvertent termina-
tion at issue was fi rst discovered when a sale of the
corporation was under negotiation.2 Unfortunately,
problems giving rise to requests for relief under Code
Sec. 1362(f) are commonly detected during the due
diligence preceding an acquisition.3
The unintentional loss of an S election is serious
whenever it occurs, but discovering an inadvertent
termination during the due diligence leading up to the
sale of an S corporation can be disastrous.4 When the
validity of the target’s S election is critical, as often is
the case, the transaction may have to be delayed for
four to six months or longer while the parties seek
inadvertent termination relief from the IRS through
the ruling process.5 If the IRS refuses to issue an ac-
ceptable ruling, the terms of the deal may have to
be re-negotiated, or the transaction may fall apart
completely. The discovery of a defect in the S elec-
tion while a transaction is pending is akin to having
the family automobile break down during a vacation
trip up the Alaska Highway. Preventive maintenance
can go a long way toward avoiding both kinds of
disappointment (or worse).
Indeed, S corporations need scheduled maintenance
checks nearly as much as the automobiles we drive.
The marketplace is replete with automobile parts
suppliers and other vendors constantly reminding
us that the cost of preventive maintenance is trivial
52 ©2012 CCH. All Rights Reserved.
compared with expenses for towing, rental cars, labor
and parts for emergency repairs or replacements, not
to mention the risk of highway accidents. The market
for comparable maintenance services for S corpora-
tions appears to be relatively underserved.
Once a client decides to have the status of its S
election examined periodically, the frequency of re-
view must be determined. The appropriate timetable
depends in large part on such factors as the number
of shareholders, the nature of the corporation’s
operations, how often stock transfers take place,
whether there is a comprehensive buy-sell agree-
ment, likelihood of the business being sold and the
degree of communication between the corporation
and its shareholders with regard to maintaining the
corporation’s S status. If
the business is relatively
stable and has only a few
shareholders who are
generally knowledgeable
of S corporation require-
ments, a review every
three to fi ve years may be
suffi cient. On the other
hand, most S corporations
would benefi t from having
their elections evaluated
every year.
When Should Reviews Be
Conducted During the Year?
One’s fi rst thought might be to schedule S corpora-
tion reviews as part of the CPA fi rm’s normal year-end
review that typically takes place in January or Febru-
ary for calendar-year S corporations. This timetable
is appealing because it enables the practitioner to
review all transactions that took place during the
previous year. However, conducting the review
before the end of a corporation’s tax year can yield
an important advantage. If a terminating transac-
tion is discovered during September, October or
November for a calendar-year S corporation, it may
be possible to rescind the transaction so that, for tax
purposes, it is treated as though it never happened.6
Typically, rescission will be greatly preferable to
seeking inadvertent termination relief under Code
Sec. 1362(f) after the tax year of the terminating
event has closed.
Rev. Rul. 80-587 establishes two requirements for
rescission: (1) the parties to the transaction must
be restored to “the relative positions they would
have occupied had no contract been made,” and
(2) this restoration must be achieved before the end
of the tax year in which the original transaction
took place. Although Rev. Rul. 80-58 dealt with
the rescission of a sale of property, the IRS has
cited it several times in approving the rescission of
other types of transactions that cause S elections
to terminate.
In LTR 200752035,8 for example, the IRS ruled
that the legal doctrine of rescission applied to a
situation in which an S corporation rescinded the
issuance of its stock to an IRA by voiding the stock
certifi cate and refunding to the IRA the purchase
price of the shares. Because the restoration and
the original transaction
took place within the
same tax year, the IRS
ruled that the rescission
was effective to undo the
corporation’s issuance
of stock to the IRA and
prevent termination of its
S election.
S i m i l a r l y, i n LT R
2005330029 the IRS rec-
ognized a rescission of
a corporation’s sale of
newly issued convertible preferred stock to three
limited partnerships when the sale was rescinded
within the same tax year. The sale would have ter-
minated the corporation’s S election for two reasons:
(1) the preferred stock was an impermissible second
class of stock, and (2) the limited partnerships were
not qualifi ed S corporation shareholders. The IRS
held that the rescission doctrine of Rev. Rul. 80-58
applied, and the corporation’s S election continued
in effect without interruption during the tax year of
the sale and rescission.
On the other hand, a terminating transaction that
is discovered during a subsequent tax year cannot
be rescinded for federal income tax purposes.10 In
order to restore an S election in those circumstances,
the corporation and its shareholders generally must
seek inadvertent termination relief under Code Sec.
1362(f)—a process that can be expensive,11 as well
as time-consuming. However, even if rescission is
not available, it should still be worthwhile to un-
cover and correct any problems through a program
of regularly scheduled check-ups well before a sale
transaction is imminent.
S Corporation Corner
The unintentional loss of an
S election is serious whenever
it occurs, but discovering
an inadvertent termination
during the due diligence
leading up to the sale of an
S corporation can be disastrous.
JOURNAL OF PASSTHROUGH ENTITIES 53
March–April 2012
The Initial Review12
Certain factors relating to a corporation’s S election
need not be re-checked on every review; once these
elements have been verifi ed during the fi rst review,
they are unlikely to change, and the time and costs of
revisiting them on subsequent reviews are unlikely to
be justifi ed. The following items and considerations
might be included in this category:
Form 2553, the S election itself.
Was the federal election13 fi led during the
tax year prior to the effective date, or by the
15th day of the third month following the
effective date?14
Was the election effective as of the fi rst day of
the corporation’s existence, or as of the fi rst
day of its tax year?15
If a retroactive election was made, was the
corporation eligible to make an S election as
of the effective date and at all times during
the period between the effective date and the
fi ling date?16
Was the corporation a successor corporation
to a corporation whose election under Code
Sec. 1362 was terminated within fi ve tax years
prior to the effective date of the S election?17
Did all persons who were shareholders at the
time of the election properly consent?18
Did the appropriate persons sign on behalf
of each consenting shareholder?19
Determine whether an acceptable proof of fi ling
is available, including at least one of the follow-
ing: (i) certifi ed or registered mail receipt (timely
postmarked), or its equivalent from an acceptable
private delivery service; (ii) the Form 2553 with
an “accepted” stamp or stamped “IRS received”
date; or (iii) an IRS letter stating that the Form
2553 was accepted.20
Was the electing corporation a domestic corporation
that was not ineligible to make an S election?21
Initial and Subsequent Reviews
Additional items should be checked both on the initial
review and on each subsequent review. The follow-
ing is a summary of the documents and information
that the reviewer should obtain and analyze for their
potential impact on the client’s S election.22
Shareholder Eligibility and Number of Share-
holders—Obtain originals or verifi ed copies of
the following documents:
stock ownership records, including a list of
the shareholders;
a list of the outstanding shares of stock owned
by each S corporation shareholder;
a list of outstanding options or warrants to
acquire stock and their terms;
the stock-transfer ledger;
any stock powers or other stock-transfer
documents;
the corporation’s stock certifi cates (outstand-
ing stock certifi cates and cancelled stock
certifi cates);
any investor rights or “buy-sell” agreements;
any voting trust, proxy agreement or similar
arrangement;
any trust documents with respect to any share-
holders of the S corporation that are trusts;
any qualified Subchapter S trust (QSST)
election made by any shareholder of the
corporation that purports to be a QSST;
the confi rmation notice received by the S
corporation from the IRS stating that the trust’s
QSST election has been accepted;
any electing small business trust (ESBT)
election fi led by any shareholder of the cor-
poration that purports to be an ESBT;
the confi rmation notice received by the S
corporation from the IRS stating that the trust’s
ESBT election has been accepted; and
affi rmation of citizenship status or U.S. resi-
dent status of the individual shareholders.
Confi rm that the corporation has no more than
100 shareholders,23 counting husband and wife as
one shareholder and counting the members of a
family (i.e., within six generations of a common
ancestor24) as one shareholder.
Confi rm that none of the following entities is a
shareholder:
a partnership or LLC (other than a single-
member LLC owned by an individual or other
qualifi ed shareholder);
a corporation;
an individual retirement account (IRA)25 or
retirement plan;26
a nonresident alien;27
a trust other than: (i) a QSST;28 (ii) an ESBT;29
(iii) a grantor trust; (iv) a Code Sec. 678
trust, all of which is treated as owned by an
individual citizen or resident of the U.S.; (v)
a voting trust; (vi) certain trusts that receive
stock under a will; (vii) an employee stock
54 ©2012 CCH. All Rights Reserved.
ownership plan (ESOP); or (viii) certain ex-
empt organizations;30
a decedent’s estate undergoing an unduly
prolonged administration period.31
Single Class of Stock—Confi rm that the corpo-
ration has only one class of stock32 issued and
outstanding by obtaining and reviewing the fol-
lowing documents:
a list of any outstanding indebtedness (includ-
ing convertible debt) of the S corporation,
including the terms and conditions and
identity of the holders of the indebtedness;33
any agreements or plans concerning out-
standing or proposed stock options, warrants
or rights, including any employee stock pur-
chase plan,34 and a list of any outstanding
options, warrants or other rights with respect
to stock of the S corporation35;
the original articles of incorporation and all
amendments approved since the last review;
the original bylaws and all amendments ap-
proved since the last review;
minutes of meetings and reports issue by the
shareholders (since the effective date of the S
election or since the date of last review);
minutes of meetings and reports issued by the
corporation’s board of directors (since the effec-
tive date or since the date of the last review);
minutes of meetings and reports issued by any
executive, audit or other committee (since the
effective date or since the date of the most
recent review);
a schedule of distributions made by the S
corporation to or on behalf of each of its share-
holders since the date of the last review;
any shareholder agreements, investor rights
agreements, voting trusts, proxy agreements
or similar arrangements;
any stock purchase agreements with, between
or among any of the shareholders;
any agreements relating to preemptive rights
or other preferential rights of shareholders;
any agreements restricting the sale or other
disposition of stock; and
any phantom stock, stock appreciation rights
or similar deferred-benefi t plan.
QSubs—Determine whether any subsidiary
corporations are properly treated as qualifi ed
Subchapter S subsidiaries (QSubs)36 by obtaining
and reviewing originals or verifi ed copies of the
following documents:
a list of all subsidiaries of the S corporation
and the amounts and classes of stock or other
equity interests held by the S corporation in
those subsidiaries;
any QSub election fi led for any subsidiary of
the S corporation; and
confi rmation received by the S corporation or
any QSub from the IRS stating that the QSub
election has been accepted and the effective
date of the election.
Excess Passive Investment Income—Determine
whether the corporation may have terminated
its S election by having C earnings and profi ts
and excess passive investment income for three
consecutive tax years,37 and, if so, obtain and
review originals or verifi ed copies of the fol-
lowing documents:
workpapers computing the corporation’s ac-
cumulated adjustments account (“AAA”);38
workpapers computing C earnings and prof-
its39 from the tax years prior to the S election
or acquired from C corporations or other S
corporations;
workpapers computing passive investment
income as a percentage of gross receipts40 for
each year of the corporation’s existence since
the effective date of its S election;
any election under Code Sec. 1368(e)(3) to
“fl ush out” C earnings and profi ts through
prior distributions.
Built-in Gains Tax—Determine whether the
corporation is subject to the built-in gains tax
under Code Sec. 1374, as interpreted by Reg.
§§1.1374-1 through 1.1374-10:41
Was the S election made within the previous
10-year period?42
Has the corporation acquired assets from a C
corporation in a carryover basis transaction
within the previous 10-year period?43
If the answer to either of the foregoing ques-
tions is yes, was an appraisal obtained to try
to fi x the amount of built-in gain?
Obtain and analyze the following documents:
the appraisal report (or other basis for
valuation);
workpapers computing the tax basis of
the corporation’s assets as of the effec-
tive date of the S election; and
reports of recognized built-in gain on
federal income tax returns fi led for prior
tax years during the recognition period.
S Corporation Corner
JOURNAL OF PASSTHROUGH ENTITIES 55
March–April 2012
Conclusion
S corporation advisors should not wait until the eve
of sale to review the status of their client’s S election.
Rather, they should offer their S corporation clients
periodic maintenance checks comparable to those
offered to automobile buyers by dealers, indepen-
dent garages and national retail chains. The costs of
reviewing a corporation’s S election on an annual,
biennial or triennial basis pale in comparison with
the costs of deferring the closing of an advantageous
sale due to newly discovered problems with the cor-
poration’s S election or, worse yet, losing out entirely
on a favorable sale opportunity.
ENDNOTES
1 Approximately 435 rulings were issued
under Code Sec. 1362(f) during the four-
year period from January 1, 2008, through
December 31, 2011.
2 See, e.g., LTRs 201123008, 201123009,
201123010 and 201123011 (all dated June
10, 2011), a sequence of near-identical
rulings in which the principal shareholder
discovered “… during subsequent sale nego-
tiations …” that a prior transfer of ownership
interests to a trust “… may have caused an
inadvertent termination of X’s S election.”
See also LTR 201035010 (Sept. 23, 2010)
(an ESBT transferred all of its stock in an S
corporation to an ineligible shareholder; in
a subsequent taxable year, “Z acquired all
the stock of X pursuant to a stock purchase
agreement that required Z and the share-
holders of X to make an election under
§338(h)(10)”); LTR 200952015 (Dec. 24,
2009) (a shareholder of an S corporation
transferred all of her shares to a nonqualify-
ing trust; in a subsequent taxable year, “Y
acquired all of the stock of X pursuant to
a stock purchase agreement that obligates
Y and [all of the shareholders] to make an
election under §338(h)(10) to treat the sale
of X’s stock as an asset sale and liquidation
of X”); and LTR 200945012 (Nov. 6, 2009)
(“In [month], X consulted new legal coun-
sel in preparation of an anticipated stock
transaction and X was advised that X may
be treated as having two classes of stock for
purposes of §1361(b)(1)(D)”).
3 The author is aware of one ruling in which
the terminating event was discovered during
the due diligence for a pending acquisi-
tion, but that fact is not mentioned in the
published ruling. See LTR 200802008 (Jan.
11, 2008).
4 This is especially true where the purchaser
of stock wishes to make a Code Sec. 338(h)
(10) election, and the deal has been priced
on that basis.
5 In some cases it may also be necessary to
seek state-level rulings.
6 See Sheldon I. Banoff, New IRS Rulings Ap-
prove Rescission Transactions that Change
an Entity’s Tax Status, 105 J. TAX’N, JULY 2006,
at 5; Rev. Rul. 80-58, 1980-1 CB 181 (es-
tablishes standards for tax rescission). Note,
however, that the IRS recently announced
that it has decided to stop issuing private
letter rulings in rescission transactions, and
that general area was added to the IRS no-
rule list in Rev. Proc. 2012-3, 2012-1 IRB
113 (Section 5.02).
7 Rev. Rul. 80-58, 1980-1 CB 181.
8 LTR 200752035 (Dec. 28, 2007).
9 LTR 200533002 (Aug. 19, 2005).
10 See LTR 8304134 (Oct. 28, 1982), in which
the IRS ruled that a court-ordered rescission
of a sale of an S corporation’s stock to an-
other corporation that had terminated the S
election did not salvage the election since
the sale took place in 1980, but the rescis-
sion was not ordered until 1982. The ruling
implies that a rescission prior to the end of
the 1980 tax year would have been effective.
State law rules are beyond the scope of this
column, but when an S corporation is orga-
nized in or is doing business in one of the
handful of states that do not automatically
accept the federal S election, e.g., by requir-
ing a separate state election, the impact of
such laws should be considered during a
periodic review of S status.
11 The user fee may be as much as $18,000;
see Rev. Proc. 2012-1, 2012-1 IRB 1.
12 For a checklist and in-depth discussion of
the many due-diligence items that should be
addressed in an acquisition of S corporation
stock, see Stephen R. Looney and Ronald
A. Levitt, Due Diligence Issues Arising in
Connection With the Acquisition of an S
Corporation, J. TAX’N, July 2011, at 4.
13 Also consider any state-specifi c election.
14 Code Sec. 1362(b); Reg. §1.1362-6(a).
15 Code Sec. 1362(b)(1); Reg. §1.1362-1(b).
16 Code Sec. 1362(b)(2); Reg. §1.1362-6(a)(2)
(ii).
17 Reg. §1.1362-5(b).
18 Code Sec. 1362(a)(2); Reg. §1.1362-6(b).
19 Reg. §1.1362-6(b)(2).
20 IRS Instructions for Form 2553 (Rev. Dec.
2007): “The service center will notify the
corporation if its election is accepted and
when it will take effect. The corporation will
also be notifi ed if its election is not accepted.
The corporation should generally receive a
determination on its election within 60 days
after it has fi led Form 2553.”
21 The corporation cannot be a financial
institution using the reserve method of
accounting for bad debts under Code Sec.
585, an insurance company, a possessions
corporation, or a DISC or former DISC. Code
Sec. 1361(b)(2).
22 For ease of reference, the discussion
throughout this column is couched exclu-
sively in corporate terms—shareholders,
stock, etc. Suitable adjustments should be
made for limited liability companies and
other forms of business entities that elect
to be taxed as S corporations. See Reg.
§301.7701-3(c)(1)(v)(C) (an eligible entity
that makes a timely and valid election to be
an S corporation under Code Sec. 1362(a)
(1) will also be treated as having made an
election to be classifi ed as an association).
23 Code Sec. 1361(b)(1)(A).
24 Code Sec. 1361(c)(1); Reg. §1.1361-1(e)(3).
25 But see Code Sec. 1361(c)(2)(A)(vi), which
permits an IRA that on October 22, 2004,
held stock of an S corporation that was a
bank or depositary institution holding com-
pany to continue holding that stock without
terminating the corporation’s S election.
26 Rev. Rul. 92-73, 1992-2 CB 224. There is a
steady stream of rulings granting relief from
inadvertent terminations caused by share-
holders transferring S corporation stock to
IRAs or by S corporations issuing stock to
IRAs. As discussed in two previous S Cor-
poration Corner columns, however, several
of these rulings have limited the retroactivity
of the relief to tax years that remain open as
of the date the ruling is issued. See Stuart J.
Frentz, S Corporation Corner, Developments
in IRS Policy on Inadvertent Termination
Relief, J. PASSTHROUGH ENTITIES, Nov.-Dec.
2008, at 29, and Stuart J. Frentz, S Corpora-
tion Corner, The IRS Will Extend Inadvertent
Termination Relief to Closed Years—For a
Price, J. PASSTHROUGH ENTITIES, Mar.-Apr. 2010,
at 39. Another such ruling was issued within
the past year; see LTR 201119022.
27 Code Sec. 1361(b)(1)(C).
28 Code Sec. 1361(d).
29 Code Sec. 1361(e).
30 Code Secs. 1361(b)(1)(B) and 1361(c)(6).
31 Old Virginia Brick Co., Inc., CA-4, 66-2 USTC
¶ 9708, 367 F2d 276, aff’g, 44 TC 724, Dec.
27,532 (the estate of a decedent who died in
1941 consented to an S election in 1959; the
S election was invalid because under Reg.
§1.641(b)-3(a) the estate had terminated and
had become a trust for federal income tax
purposes).
32 Code Sec. 1361(b)(1)(D), Code Sec. 1361(c)
(4) and (c)(5); Reg. §1.1361-1(l).
33 Determine whether any such indebtedness
56 ©2012 CCH. All Rights Reserved.
constitutes a second class of stock under
Reg. §1.1361-1(l).
34 Code Sec. 423.
35 Determine whether any such option, warrant
or other stock right may constitute a second
class of stock under Reg. §1.1361-1(l).
36 Code Sec. 1361(b)(3); Regs. §§1.1361-2
through 1.1361-6.
37 Code Sec. 1362(d)(3); Reg. §1.1362-2(c).
38 Code Sec. 1368(e)(1).
39 Code Secs. 1371(c) and 312.
40 Code Sec. 1362(d)(3).
41 Exposure to the built-in gains tax may re-
duce or eliminate the benefi ts of the target
S corporation’s shareholders joining in an
election under Code Sec. 338(h)(10) and
Reg. §1.338(h)(10)-1. Accordingly, an as-
sessment of the corporation’s preparedness
to limit the impact of the built-in gains tax
should be reviewed for any S corporation
that either made a mid-stream election after
a prior history as a C corporation or acquired
appreciated assets from a C corporation in a
carry-over basis transaction. See Code Sec.
1374(d)(8) and Reg. §1.1374-8.
42 I.e., the applicable “recognition period”
under Code Sec. 1374(d)(7).
43 Code Sec. 1374(d)(8); Reg. §1.1374-8.
ENDNOTES
S Corporation Corner
This article is reprinted with the publisher’s permission from
the JOURNAL OF PASSTHROUGH ENTITIES,
a bi-monthly journal published by CCH, a Wolters Kluwer
business. Copying or distribution
without the pub lish er’s permission is pro hib it ed. To
subscribe to the JOURNAL OF PASSTHROUGH
ENTITIES or other CCH Journals please call 800-449-8114 or
visit www.CCHGroup.com.
All views ex pressed in the articles and col umns are those of
the author and
not necessarily those of CCH or any other person. All Rights
Reserved.
JOURNAL OF PASSTHROUGH ENTITIES 51March–April 2012Stua.docx

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JOURNAL OF PASSTHROUGH ENTITIES 51March–April 2012Stua.docx

  • 1. JOURNAL OF PASSTHROUGH ENTITIES 51 March–April 2012 Stuart J. Frentz is a Partner with Bradley Arant Boult Cummings LLP in Birming- ham, Alabama. S Corporation Corner By Stuart J. Frentz Practitioners Should Schedule Periodic Check-ups for Their S Corporation Clients The number of inadvertent termination and inadvertent invalid S election rulings the IRS continues to issue each year1 suggests there are opportunities for tax professionals to provide more and better services to their clients aimed at monitoring and maintaining their S elections. Several recent rulings point out that the inadvertent termina- tion at issue was fi rst discovered when a sale of the corporation was under negotiation.2 Unfortunately, problems giving rise to requests for relief under Code Sec. 1362(f) are commonly detected during the due diligence preceding an acquisition.3 The unintentional loss of an S election is serious whenever it occurs, but discovering an inadvertent termination during the due diligence leading up to the sale of an S corporation can be disastrous.4 When the validity of the target’s S election is critical, as often is
  • 2. the case, the transaction may have to be delayed for four to six months or longer while the parties seek inadvertent termination relief from the IRS through the ruling process.5 If the IRS refuses to issue an ac- ceptable ruling, the terms of the deal may have to be re-negotiated, or the transaction may fall apart completely. The discovery of a defect in the S elec- tion while a transaction is pending is akin to having the family automobile break down during a vacation trip up the Alaska Highway. Preventive maintenance can go a long way toward avoiding both kinds of disappointment (or worse). Indeed, S corporations need scheduled maintenance checks nearly as much as the automobiles we drive. The marketplace is replete with automobile parts suppliers and other vendors constantly reminding us that the cost of preventive maintenance is trivial 52 ©2012 CCH. All Rights Reserved. compared with expenses for towing, rental cars, labor and parts for emergency repairs or replacements, not to mention the risk of highway accidents. The market for comparable maintenance services for S corpora- tions appears to be relatively underserved. Once a client decides to have the status of its S election examined periodically, the frequency of re- view must be determined. The appropriate timetable depends in large part on such factors as the number of shareholders, the nature of the corporation’s operations, how often stock transfers take place, whether there is a comprehensive buy-sell agree-
  • 3. ment, likelihood of the business being sold and the degree of communication between the corporation and its shareholders with regard to maintaining the corporation’s S status. If the business is relatively stable and has only a few shareholders who are generally knowledgeable of S corporation require- ments, a review every three to fi ve years may be suffi cient. On the other hand, most S corporations would benefi t from having their elections evaluated every year. When Should Reviews Be Conducted During the Year? One’s fi rst thought might be to schedule S corpora- tion reviews as part of the CPA fi rm’s normal year-end review that typically takes place in January or Febru- ary for calendar-year S corporations. This timetable is appealing because it enables the practitioner to review all transactions that took place during the previous year. However, conducting the review before the end of a corporation’s tax year can yield an important advantage. If a terminating transac- tion is discovered during September, October or November for a calendar-year S corporation, it may be possible to rescind the transaction so that, for tax purposes, it is treated as though it never happened.6 Typically, rescission will be greatly preferable to seeking inadvertent termination relief under Code Sec. 1362(f) after the tax year of the terminating event has closed.
  • 4. Rev. Rul. 80-587 establishes two requirements for rescission: (1) the parties to the transaction must be restored to “the relative positions they would have occupied had no contract been made,” and (2) this restoration must be achieved before the end of the tax year in which the original transaction took place. Although Rev. Rul. 80-58 dealt with the rescission of a sale of property, the IRS has cited it several times in approving the rescission of other types of transactions that cause S elections to terminate. In LTR 200752035,8 for example, the IRS ruled that the legal doctrine of rescission applied to a situation in which an S corporation rescinded the issuance of its stock to an IRA by voiding the stock certifi cate and refunding to the IRA the purchase price of the shares. Because the restoration and the original transaction took place within the same tax year, the IRS ruled that the rescission was effective to undo the corporation’s issuance of stock to the IRA and prevent termination of its S election. S i m i l a r l y, i n LT R 2005330029 the IRS rec- ognized a rescission of a corporation’s sale of
  • 5. newly issued convertible preferred stock to three limited partnerships when the sale was rescinded within the same tax year. The sale would have ter- minated the corporation’s S election for two reasons: (1) the preferred stock was an impermissible second class of stock, and (2) the limited partnerships were not qualifi ed S corporation shareholders. The IRS held that the rescission doctrine of Rev. Rul. 80-58 applied, and the corporation’s S election continued in effect without interruption during the tax year of the sale and rescission. On the other hand, a terminating transaction that is discovered during a subsequent tax year cannot be rescinded for federal income tax purposes.10 In order to restore an S election in those circumstances, the corporation and its shareholders generally must seek inadvertent termination relief under Code Sec. 1362(f)—a process that can be expensive,11 as well as time-consuming. However, even if rescission is not available, it should still be worthwhile to un- cover and correct any problems through a program of regularly scheduled check-ups well before a sale transaction is imminent. S Corporation Corner The unintentional loss of an S election is serious whenever it occurs, but discovering an inadvertent termination during the due diligence leading up to the sale of an S corporation can be disastrous.
  • 6. JOURNAL OF PASSTHROUGH ENTITIES 53 March–April 2012 The Initial Review12 Certain factors relating to a corporation’s S election need not be re-checked on every review; once these elements have been verifi ed during the fi rst review, they are unlikely to change, and the time and costs of revisiting them on subsequent reviews are unlikely to be justifi ed. The following items and considerations might be included in this category: Form 2553, the S election itself. Was the federal election13 fi led during the tax year prior to the effective date, or by the 15th day of the third month following the effective date?14 Was the election effective as of the fi rst day of the corporation’s existence, or as of the fi rst day of its tax year?15 If a retroactive election was made, was the corporation eligible to make an S election as of the effective date and at all times during the period between the effective date and the fi ling date?16 Was the corporation a successor corporation to a corporation whose election under Code Sec. 1362 was terminated within fi ve tax years prior to the effective date of the S election?17 Did all persons who were shareholders at the time of the election properly consent?18
  • 7. Did the appropriate persons sign on behalf of each consenting shareholder?19 Determine whether an acceptable proof of fi ling is available, including at least one of the follow- ing: (i) certifi ed or registered mail receipt (timely postmarked), or its equivalent from an acceptable private delivery service; (ii) the Form 2553 with an “accepted” stamp or stamped “IRS received” date; or (iii) an IRS letter stating that the Form 2553 was accepted.20 Was the electing corporation a domestic corporation that was not ineligible to make an S election?21 Initial and Subsequent Reviews Additional items should be checked both on the initial review and on each subsequent review. The follow- ing is a summary of the documents and information that the reviewer should obtain and analyze for their potential impact on the client’s S election.22 Shareholder Eligibility and Number of Share- holders—Obtain originals or verifi ed copies of the following documents: stock ownership records, including a list of the shareholders; a list of the outstanding shares of stock owned by each S corporation shareholder; a list of outstanding options or warrants to acquire stock and their terms; the stock-transfer ledger; any stock powers or other stock-transfer documents; the corporation’s stock certifi cates (outstand- ing stock certifi cates and cancelled stock
  • 8. certifi cates); any investor rights or “buy-sell” agreements; any voting trust, proxy agreement or similar arrangement; any trust documents with respect to any share- holders of the S corporation that are trusts; any qualified Subchapter S trust (QSST) election made by any shareholder of the corporation that purports to be a QSST; the confi rmation notice received by the S corporation from the IRS stating that the trust’s QSST election has been accepted; any electing small business trust (ESBT) election fi led by any shareholder of the cor- poration that purports to be an ESBT; the confi rmation notice received by the S corporation from the IRS stating that the trust’s ESBT election has been accepted; and affi rmation of citizenship status or U.S. resi- dent status of the individual shareholders. Confi rm that the corporation has no more than 100 shareholders,23 counting husband and wife as one shareholder and counting the members of a family (i.e., within six generations of a common ancestor24) as one shareholder. Confi rm that none of the following entities is a shareholder: a partnership or LLC (other than a single- member LLC owned by an individual or other qualifi ed shareholder); a corporation; an individual retirement account (IRA)25 or retirement plan;26 a nonresident alien;27
  • 9. a trust other than: (i) a QSST;28 (ii) an ESBT;29 (iii) a grantor trust; (iv) a Code Sec. 678 trust, all of which is treated as owned by an individual citizen or resident of the U.S.; (v) a voting trust; (vi) certain trusts that receive stock under a will; (vii) an employee stock 54 ©2012 CCH. All Rights Reserved. ownership plan (ESOP); or (viii) certain ex- empt organizations;30 a decedent’s estate undergoing an unduly prolonged administration period.31 Single Class of Stock—Confi rm that the corpo- ration has only one class of stock32 issued and outstanding by obtaining and reviewing the fol- lowing documents: a list of any outstanding indebtedness (includ- ing convertible debt) of the S corporation, including the terms and conditions and identity of the holders of the indebtedness;33 any agreements or plans concerning out- standing or proposed stock options, warrants or rights, including any employee stock pur- chase plan,34 and a list of any outstanding options, warrants or other rights with respect to stock of the S corporation35; the original articles of incorporation and all amendments approved since the last review; the original bylaws and all amendments ap- proved since the last review; minutes of meetings and reports issue by the
  • 10. shareholders (since the effective date of the S election or since the date of last review); minutes of meetings and reports issued by the corporation’s board of directors (since the effec- tive date or since the date of the last review); minutes of meetings and reports issued by any executive, audit or other committee (since the effective date or since the date of the most recent review); a schedule of distributions made by the S corporation to or on behalf of each of its share- holders since the date of the last review; any shareholder agreements, investor rights agreements, voting trusts, proxy agreements or similar arrangements; any stock purchase agreements with, between or among any of the shareholders; any agreements relating to preemptive rights or other preferential rights of shareholders; any agreements restricting the sale or other disposition of stock; and any phantom stock, stock appreciation rights or similar deferred-benefi t plan. QSubs—Determine whether any subsidiary corporations are properly treated as qualifi ed Subchapter S subsidiaries (QSubs)36 by obtaining and reviewing originals or verifi ed copies of the following documents: a list of all subsidiaries of the S corporation and the amounts and classes of stock or other equity interests held by the S corporation in those subsidiaries; any QSub election fi led for any subsidiary of the S corporation; and
  • 11. confi rmation received by the S corporation or any QSub from the IRS stating that the QSub election has been accepted and the effective date of the election. Excess Passive Investment Income—Determine whether the corporation may have terminated its S election by having C earnings and profi ts and excess passive investment income for three consecutive tax years,37 and, if so, obtain and review originals or verifi ed copies of the fol- lowing documents: workpapers computing the corporation’s ac- cumulated adjustments account (“AAA”);38 workpapers computing C earnings and prof- its39 from the tax years prior to the S election or acquired from C corporations or other S corporations; workpapers computing passive investment income as a percentage of gross receipts40 for each year of the corporation’s existence since the effective date of its S election; any election under Code Sec. 1368(e)(3) to “fl ush out” C earnings and profi ts through prior distributions. Built-in Gains Tax—Determine whether the corporation is subject to the built-in gains tax under Code Sec. 1374, as interpreted by Reg. §§1.1374-1 through 1.1374-10:41 Was the S election made within the previous 10-year period?42 Has the corporation acquired assets from a C corporation in a carryover basis transaction
  • 12. within the previous 10-year period?43 If the answer to either of the foregoing ques- tions is yes, was an appraisal obtained to try to fi x the amount of built-in gain? Obtain and analyze the following documents: the appraisal report (or other basis for valuation); workpapers computing the tax basis of the corporation’s assets as of the effec- tive date of the S election; and reports of recognized built-in gain on federal income tax returns fi led for prior tax years during the recognition period. S Corporation Corner JOURNAL OF PASSTHROUGH ENTITIES 55 March–April 2012 Conclusion S corporation advisors should not wait until the eve of sale to review the status of their client’s S election. Rather, they should offer their S corporation clients periodic maintenance checks comparable to those offered to automobile buyers by dealers, indepen- dent garages and national retail chains. The costs of reviewing a corporation’s S election on an annual, biennial or triennial basis pale in comparison with the costs of deferring the closing of an advantageous sale due to newly discovered problems with the cor-
  • 13. poration’s S election or, worse yet, losing out entirely on a favorable sale opportunity. ENDNOTES 1 Approximately 435 rulings were issued under Code Sec. 1362(f) during the four- year period from January 1, 2008, through December 31, 2011. 2 See, e.g., LTRs 201123008, 201123009, 201123010 and 201123011 (all dated June 10, 2011), a sequence of near-identical rulings in which the principal shareholder discovered “… during subsequent sale nego- tiations …” that a prior transfer of ownership interests to a trust “… may have caused an inadvertent termination of X’s S election.” See also LTR 201035010 (Sept. 23, 2010) (an ESBT transferred all of its stock in an S corporation to an ineligible shareholder; in a subsequent taxable year, “Z acquired all the stock of X pursuant to a stock purchase agreement that required Z and the share- holders of X to make an election under §338(h)(10)”); LTR 200952015 (Dec. 24, 2009) (a shareholder of an S corporation transferred all of her shares to a nonqualify- ing trust; in a subsequent taxable year, “Y acquired all of the stock of X pursuant to a stock purchase agreement that obligates Y and [all of the shareholders] to make an election under §338(h)(10) to treat the sale of X’s stock as an asset sale and liquidation of X”); and LTR 200945012 (Nov. 6, 2009) (“In [month], X consulted new legal coun-
  • 14. sel in preparation of an anticipated stock transaction and X was advised that X may be treated as having two classes of stock for purposes of §1361(b)(1)(D)”). 3 The author is aware of one ruling in which the terminating event was discovered during the due diligence for a pending acquisi- tion, but that fact is not mentioned in the published ruling. See LTR 200802008 (Jan. 11, 2008). 4 This is especially true where the purchaser of stock wishes to make a Code Sec. 338(h) (10) election, and the deal has been priced on that basis. 5 In some cases it may also be necessary to seek state-level rulings. 6 See Sheldon I. Banoff, New IRS Rulings Ap- prove Rescission Transactions that Change an Entity’s Tax Status, 105 J. TAX’N, JULY 2006, at 5; Rev. Rul. 80-58, 1980-1 CB 181 (es- tablishes standards for tax rescission). Note, however, that the IRS recently announced that it has decided to stop issuing private letter rulings in rescission transactions, and that general area was added to the IRS no- rule list in Rev. Proc. 2012-3, 2012-1 IRB 113 (Section 5.02). 7 Rev. Rul. 80-58, 1980-1 CB 181. 8 LTR 200752035 (Dec. 28, 2007). 9 LTR 200533002 (Aug. 19, 2005).
  • 15. 10 See LTR 8304134 (Oct. 28, 1982), in which the IRS ruled that a court-ordered rescission of a sale of an S corporation’s stock to an- other corporation that had terminated the S election did not salvage the election since the sale took place in 1980, but the rescis- sion was not ordered until 1982. The ruling implies that a rescission prior to the end of the 1980 tax year would have been effective. State law rules are beyond the scope of this column, but when an S corporation is orga- nized in or is doing business in one of the handful of states that do not automatically accept the federal S election, e.g., by requir- ing a separate state election, the impact of such laws should be considered during a periodic review of S status. 11 The user fee may be as much as $18,000; see Rev. Proc. 2012-1, 2012-1 IRB 1. 12 For a checklist and in-depth discussion of the many due-diligence items that should be addressed in an acquisition of S corporation stock, see Stephen R. Looney and Ronald A. Levitt, Due Diligence Issues Arising in Connection With the Acquisition of an S Corporation, J. TAX’N, July 2011, at 4. 13 Also consider any state-specifi c election. 14 Code Sec. 1362(b); Reg. §1.1362-6(a). 15 Code Sec. 1362(b)(1); Reg. §1.1362-1(b). 16 Code Sec. 1362(b)(2); Reg. §1.1362-6(a)(2) (ii).
  • 16. 17 Reg. §1.1362-5(b). 18 Code Sec. 1362(a)(2); Reg. §1.1362-6(b). 19 Reg. §1.1362-6(b)(2). 20 IRS Instructions for Form 2553 (Rev. Dec. 2007): “The service center will notify the corporation if its election is accepted and when it will take effect. The corporation will also be notifi ed if its election is not accepted. The corporation should generally receive a determination on its election within 60 days after it has fi led Form 2553.” 21 The corporation cannot be a financial institution using the reserve method of accounting for bad debts under Code Sec. 585, an insurance company, a possessions corporation, or a DISC or former DISC. Code Sec. 1361(b)(2). 22 For ease of reference, the discussion throughout this column is couched exclu- sively in corporate terms—shareholders, stock, etc. Suitable adjustments should be made for limited liability companies and other forms of business entities that elect to be taxed as S corporations. See Reg. §301.7701-3(c)(1)(v)(C) (an eligible entity that makes a timely and valid election to be an S corporation under Code Sec. 1362(a) (1) will also be treated as having made an election to be classifi ed as an association). 23 Code Sec. 1361(b)(1)(A). 24 Code Sec. 1361(c)(1); Reg. §1.1361-1(e)(3). 25 But see Code Sec. 1361(c)(2)(A)(vi), which
  • 17. permits an IRA that on October 22, 2004, held stock of an S corporation that was a bank or depositary institution holding com- pany to continue holding that stock without terminating the corporation’s S election. 26 Rev. Rul. 92-73, 1992-2 CB 224. There is a steady stream of rulings granting relief from inadvertent terminations caused by share- holders transferring S corporation stock to IRAs or by S corporations issuing stock to IRAs. As discussed in two previous S Cor- poration Corner columns, however, several of these rulings have limited the retroactivity of the relief to tax years that remain open as of the date the ruling is issued. See Stuart J. Frentz, S Corporation Corner, Developments in IRS Policy on Inadvertent Termination Relief, J. PASSTHROUGH ENTITIES, Nov.-Dec. 2008, at 29, and Stuart J. Frentz, S Corpora- tion Corner, The IRS Will Extend Inadvertent Termination Relief to Closed Years—For a Price, J. PASSTHROUGH ENTITIES, Mar.-Apr. 2010, at 39. Another such ruling was issued within the past year; see LTR 201119022. 27 Code Sec. 1361(b)(1)(C). 28 Code Sec. 1361(d). 29 Code Sec. 1361(e). 30 Code Secs. 1361(b)(1)(B) and 1361(c)(6). 31 Old Virginia Brick Co., Inc., CA-4, 66-2 USTC ¶ 9708, 367 F2d 276, aff’g, 44 TC 724, Dec. 27,532 (the estate of a decedent who died in 1941 consented to an S election in 1959; the
  • 18. S election was invalid because under Reg. §1.641(b)-3(a) the estate had terminated and had become a trust for federal income tax purposes). 32 Code Sec. 1361(b)(1)(D), Code Sec. 1361(c) (4) and (c)(5); Reg. §1.1361-1(l). 33 Determine whether any such indebtedness 56 ©2012 CCH. All Rights Reserved. constitutes a second class of stock under Reg. §1.1361-1(l). 34 Code Sec. 423. 35 Determine whether any such option, warrant or other stock right may constitute a second class of stock under Reg. §1.1361-1(l). 36 Code Sec. 1361(b)(3); Regs. §§1.1361-2 through 1.1361-6. 37 Code Sec. 1362(d)(3); Reg. §1.1362-2(c). 38 Code Sec. 1368(e)(1). 39 Code Secs. 1371(c) and 312. 40 Code Sec. 1362(d)(3). 41 Exposure to the built-in gains tax may re- duce or eliminate the benefi ts of the target S corporation’s shareholders joining in an election under Code Sec. 338(h)(10) and
  • 19. Reg. §1.338(h)(10)-1. Accordingly, an as- sessment of the corporation’s preparedness to limit the impact of the built-in gains tax should be reviewed for any S corporation that either made a mid-stream election after a prior history as a C corporation or acquired appreciated assets from a C corporation in a carry-over basis transaction. See Code Sec. 1374(d)(8) and Reg. §1.1374-8. 42 I.e., the applicable “recognition period” under Code Sec. 1374(d)(7). 43 Code Sec. 1374(d)(8); Reg. §1.1374-8. ENDNOTES S Corporation Corner This article is reprinted with the publisher’s permission from the JOURNAL OF PASSTHROUGH ENTITIES, a bi-monthly journal published by CCH, a Wolters Kluwer business. Copying or distribution without the pub lish er’s permission is pro hib it ed. To subscribe to the JOURNAL OF PASSTHROUGH ENTITIES or other CCH Journals please call 800-449-8114 or visit www.CCHGroup.com. All views ex pressed in the articles and col umns are those of the author and not necessarily those of CCH or any other person. All Rights Reserved.