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taxes. Currently, 31 international social                           agreement to terminate a contract for
         security agreements, often referred                                 the sale of certain of the taxpayer’s assets.
         to as “totalization agreements,” are in                             The taxpayer deducted the termination
         place to address employment and self-                               fees as ordinary Sec. 162 expenses on its
         employment arrangements for social                                  Form 1120, U.S. Corporation Income Tax
         security taxation. These agreements are                             Return. On audit, the IRS sought to dis-
         separate from the income tax treaties.                              allow the deductions and characterize all
           U.S. Social Security applies to all U.S.                          or part of the amounts as capital losses
         citizens and residents, whether their                               under Secs. 165 and 1234A.
         work is performed inside or outside the
         United States. By virtue of being a U.S.                            The termination fees and
         resident and resident of another country                            capitalized transaction expenses
         while living and working there, an indi-                            were Sec. 165 losses
         vidual may find that he or she has paid                             In the CCA, the IRS held that the ter-
         social security taxes to both countries.                            mination of the agreements resulted in
           In the case of self-employed in-                                  dispositions under Sec. 1001, which gave
         dividuals, the applicable totalization                              rise to losses under Sec. 165 rather than
         agreement between the United States                                 to business expenses under Sec. 162.
         and the other country should be re-                                   In support of its conclusion, the IRS
         viewed to determine which country is                                cited multiple authorities that require a
         entitled to assess social security taxes                            taxpayer’s facilitative costs to be recov-
         on self-employed earnings. Though the   termination fees and capitalized transac-  ered as Sec. 165 losses if an acquisition
         details of each client situation must be   tion expenses paid in connection with a   is terminated or abandoned (see Rev.
         confirmed by reviewing the agreement,   terminated merger agreement were capi-  Rul. 73-580; Regs. Sec. 1.263(a)-5(l),
         often the United States will permit   tal losses to the extent the merger prop-  Examples (3) and (4); Santa Fe Pacific
         an exemption from self-employment   erty consisted of capital assets. Generally,  Gold Co., 132 T.C. 240 (2009); Federated
         taxes where a taxpayer is resident in the   such capital losses may only be deducted   Department Stores, Inc., 171 B.R. 603
         other country and subject to the other   by a corporate taxpayer to the extent of   (S.D. Ohio 1994); and A.E. Staley Man-
         country’s self-employment tax system. In   capital gains, with any excess loss carried   ufacturing Co., 119 F.3d 482, 490–92
         this instance, no self-employment taxes   over or back for a limited period.  (7th Cir. 1997)).
         would be assessed on the individual’s                                 Regs. Sec. 1.263(a)-5(a) generally
         federal income tax return.        Facts of the CCA                  requires capitalization of costs that
                                           According to the heavily redacted CCA,   facilitate capital transactions, including
         Mistakes can be expensive         the taxpayer entered into a merger   an acquisition of assets that constitute
         The U.S. worldwide system of taxing its   agreement to acquire the assets of a   a trade or business. Significantly, the
         citizens and resident aliens creates prob-  target entity in an “A reorganization”   IRS noted that the regulations under
         lems for those who live outside of the   under Sec. 368(a)(1)(A). Under the   Sec. 263(a) do not require or imply
         United States. The rules are complex,   arrangement, the taxpayer or target   that transaction expenses are deduct-
         and foot faults can be expensive. The   could terminate the agreement if the   ible as Sec. 162 expenses if they are not
         better you know the rules, the better you   acquisition was not consummated by a   required to be capitalized under these
         can serve your clients.           specified date. In the event a termination   regulations as facilitating the transac-
           From Kelly Young, CPA, Philadelphia
                                                                             tion. Rather, the taxpayer must look to
                                           was triggered and certain other circum-
     IMAGE BY STEVEN PUETZER/GETTY IMAGES  Gains & Losses  to pay the target a termination fee. Prior   the law to determine the appropriate
                                           stances existed, the taxpayer was required  other potentially applicable sections of
                                                                             treatment of the costs (e.g., capitaliza-
                                           to completion of the transaction, the
                                           taxpayer and target agreed to terminate
                                                                             tion provisions under Sec. 195, 263(g),
         Capital loss rules limit
                                           the merger agreement, and the taxpayer
                                                                             263(h), or 263A). Accordingly, the IRS
         deduction of fees paid to
                                                                             rejected the taxpayer’s interpretation of
                                           paid the termination fee to the target.
         terminate merger agreement
                                                                             the “mutual exclusivity” rule in Regs.
                                           Additionally, the taxpayer paid a second
                                                                             Sec. 1.263(a)-5(c)(8). Under this rule,
         In Chief Counsel Advice (CCA)
                                           termination fee to another transaction
         202224010, the IRS concluded that
                                                                                              October 2022  15
         www.thetaxadviser.com             party (buyer) pursuant to a separate   termination payments are generally
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