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disparate treatment between recourse
                                                                             debt and nonrecourse debt makes it crit-
                                                                             ical for taxpayers to determine whether
                                                                             debt is nonrecourse or recourse under
                                                                             these circumstances.
                                                                               In Letter Ruling 202050014, LLC1
                                                                             was a DRE of Distributing, and Distrib-
                                                                             uting was not personally liable for any of
                                                                             the LLC1 debt. Then, in the proposed
                                                                             transactions, the LLC1 lenders canceled
                                                                             all of the LLC1 debt in exchange for
                                                                             all of the assets of LLC1. In the let-
         redesignation as Sec. 61(a)(11) by Sec-  than the amount of the debt canceled,   ter ruling, the IRS first ruled that the
         tion 11051 of the law known as the Tax   the consequences are bifurcated. First,   LLC1 debt was treated as a nonrecourse
         Cuts and Jobs Act, P.L. 115-97) and Sec.  the debtor will recognize Sec. 1001 gain   liability of Distributing for purposes
         108(a) did not apply to the cancellation   (or loss) to the extent that the FMV of   of Regs. Sec. 1.1001-2. Therefore, the
         of debt owed by its disregarded entity   the property received exceeds (or is less   cancellation of the LLC1 debt fell under
         (DRE).                            than) the basis of the property. Second,   Tufts, resulting in an amount realized
                                           the debtor will recognize cancellation-  equal to the amount of the outstanding
         Facts of Letter Ruling 202050014  of-debt (COD) income under Sec.   debt, and former Sec. 61(a)(12) and Sec.
         In Letter Ruling 202050014, a corpora-  61(a)(11) in an amount equal to the   108(a) did not apply to the cancellation
         tion, Distributing, was the common   excess of the adjusted issue price of   of the LLC1 debt. Second, the IRS ruled
         parent of a group that included corpo-  the debt (within the meaning of Regs.   that the potential Tufts gain would not
         rations and DREs (the Distributing   Sec. 1.1275-1(b)) and the FMV of   be recognized by Distributing, provided
         Group). Distributing directly owned   the property.                 that the proposed transaction qualified
         100% of LLC1, which was a DRE.      The consequences for the same   as a tax-free reorganization under Sec.
         LLC1 had outstanding debt consisting   transaction can be different if the debt is   368(a)(1)(G).
         of first lien debt, second lien debt, and   nonrecourse (i.e., debt where the lender   Letter Ruling 202050014 is not
         unsecured debt (the LLC1 debt). The   is only permitted to seize the collateral   the first letter ruling in which the
         LLC1 debt was not, and never had been,   specified in the loan agreement). Gen-  IRS has ruled the debt of a DRE was
         guaranteed by Distributing.       erally, if nonrecourse debt is canceled   nonrecourse debt of a regarded entity.
           Pursuant to a proposed plan of   in exchange for the property that is   Under similar facts, the taxpayer in
         restructuring, the Distributing Group   subject to the debt, then the debtor will   Letter Ruling 201644018 sought to
         contributed all the assets that it directly   instead treat the amount of the debt as   engage in a proposed transaction pursu-
         owned to LLC1, then LLC1 formed   the amount realized in exchange for the   ant to a bankruptcy. In Letter Ruling
         a new corporation (Newco) and con-  property for purposes of Sec. 1001, even   201644018, the IRS also held that debt
         tributed all of its assets to Newco in   if the amount of the debt exceeds the   of a DRE, where the regarded owner
         exchange for Newco stock, cash, and   value of the property exchanged. Thus,   was not personally liable, was treated as a
         newly issued Newco debt. LLC1 then   the debtor will have gain under Sec.   nonrecourse debt of the regarded owner.
         planned to distribute all of the property   1001 to the extent the amount of the   The IRS also ruled that the cancellation
         that it held to LLC1’s creditors in satis-  debt exceeds the basis of the property   of the DRE debt resulted in an amount
         faction of the LLC1 debt. Finally, LLC1   (Tufts gain), unless another provision of   realized under Sec. 1001 in the amount
         planned to liquidate, and any equity   the Code (e.g., Sec. 361) provides for   of the debt, that former Sec. 61(a)(12)
     IMAGE BY ANTON MELNYK/ISTOCK  Background of cancellation of   COD income) and Sec. 108(a) (regard-  recognition treatment under Sec. 361(c).
                                                                             and Sec. 108(a) did not apply, and any
                                           tax-free treatment (see Tufts, 461 U.S.
         held by Distributing was canceled for
                                                                             potential Tufts gain was eligible for non-
                                           300 (1983)).
         no consideration.
                                             Therefore, Sec. 61(a)(11) (regarding
         nonrecourse debt: Tufts
                                                                             Planning considerations
                                           ing exclusion of COD income) may
         Generally, when a lender cancels re-
                                           not apply when there is a cancellation
                                                                             Based on Letter Ruling 201644018 and
                                                                             Letter Ruling 202050014, taxpayers may
                                           of nonrecourse debt in exchange for
         course debt in exchange for property
         that has fair market value (FMV) less
                                                                                             February 2022  17
         www.thetaxadviser.com             the property subject to that debt. This   be able to support the position that debt
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