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TAX PRACTICE & PROCEDURES




                                               judicial doctrine is more appro-  addressing whether the doctrine should
              This penalty is                  priate to challenge a transaction,   be applied to the transaction at issue.
                                               an examiner should seek the ad-
                                                                               Finally, IRM Exhibit 4.46.4-4
            strict-liability, with             vice of the examiner’s manager in   required that the taxpayer be notified
          no reasonable-cause                  consultation with local counsel.   as soon as possible that an examiner
              defense and no                 6.  Does recharacterizing a trans-  was considering whether to apply the
                                               action (e.g., recharacterizing
                                                                             economic substance doctrine to a par-
          penalty relief even if               debt as equity, recharacterizing   ticular transaction, but not later than
           a taxpayer receives                 someone as an agent of another,   when the examiner began the four-
                                               recharacterizing a partnership
                                                                             step analysis.
            an opinion on the                  interest as another kind of
                transaction.                   interest, or recharacterizing a   April 2022 memorandum
                                               collection of financial products   In the April 2022 memorandum, the
                                               as another kind of interest)   IRS has quietly but markedly departed
             without specific approval of the   more appropriately address the   from its previously established pro-
             examiner’s manager in consulta-   noncompliance that is being   cedure for raising the economic sub-
             tion with local counsel.          examined? If so, recharacteriza-  stance doctrine argument and asserting
           3.  Does precedent exist (judicial or   tion should be applied and not   related penalties under Secs. 6662(b)
             administrative) that either rejects   the economic substance doctrine.   (6) and 6662(i). Specifically, the Ser-
             the application of the economic   To determine whether rechar-  vice has removed the requirement that
             substance doctrine to the type    acterization is more appropriate   examiners follow the four-step process,
             of transaction or a substantially   to challenge a transaction, an   including obtaining executive-level ap-
             similar transaction or upholds    examiner should seek the advice   proval by the examiner’s territory man-
             the transaction and makes no      of the examiner’s manager in   ager and the DFO. Instead, LB&I or
             reference to the doctrine when    consultation with local counsel.   SB/SE examiners need only obtain ap-
             considering the transaction? If   7.  In considering all the arguments   proval from their immediate supervisor
             so, then the application of the   available to challenge a claimed   to assert a penalty under the economic
             doctrine should not be pursued    tax result, is the application of   substance doctrine.
             without specific approval of the   the doctrine among the strongest   The memorandum also removes
             examiner’s manager in consulta-   arguments available? If not, then   the list of transactions for which the
             tion with local counsel.          the application of the doctrine   economic substance doctrine is likely
           4.  Does the transaction involve tax   should not be pursued without   not appropriate and eliminates the re-
             credits (e.g., low-income housing   specific approval of the exam-  quirement that the taxpayer be notified
             credit, alternative energy credits)   iner’s manager in consultation   that the examiner is considering apply-
             that are designed by Congress to   with local counsel.          ing the economic substance doctrine.
             encourage certain transactions                                  (LB&I senior officials have confirmed,
             that would not be undertaken    IRM Exhibit 4.46.4-4 provided   however, that providing taxpayers with
             but for the credits? If so, then the   that, to comply with Step 4 (DFO   notice would be considered a best
             application of the doctrine should   approval), the examiner, in consulta-  practice even if no longer formally
             not be pursued without specific   tion with his or her manager and   required.)
             approval of the examiner’s man-  territory manager, “should describe   The only long-standing require-
             ager in consultation with local   for the appropriate DFO in writing   ments that remain in place are the
             counsel.                      how the analysis … was completed.”   requirement under Sec. 6751(b) that
           5.  Does another judicial doctrine   The DFO was required to review the   penalties be timely approved in writ-
             (e.g., substance over form or step   written material provided and consult   ing by the immediate supervisor of
             transaction) more appropriately   with Counsel before a decision was   the person who initially determines
             address the noncompliance that is   made. If the DFO believed the request   the penalty, and the mandatory in-
             being examined? If so, those doc-  to impose the economic substance   volvement of Counsel. In addition,
             trines should be applied and not   penalty was appropriate, the DFO was   Attachment 1 to the April 2022 mem-
             the economic substance doctrine.   instructed to provide the taxpayer an   orandum lists facts and circumstances
             To determine whether another   opportunity to explain their position,   that tend to show that application of



         36  January 2023                                                                     The Tax Adviser
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