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as a capital contribution. For example,
         Corporations & Shareholders                                         if the stock and bonds of a corporation
                                                                             are publicly held, and the creditor also
         Shareholder’s forgiveness of                                        happens to be a shareholder, the cancel-
         insolvent corporation’s debt                                        lation of indebtedness on the exchange
         A debt cancellation or forgiveness by a                             of the bonds for stock is not treated as a
         corporation’s shareholder is a common                               contribution to capital by a shareholder
         transaction. Despite the prevalence of                              for purposes of Sec. 108(e)(6) (S. Rep’t
         these transactions, some critical tax                               No. 96-1035, 96th Cong., 2d Sess., at
         consequences are uncertain, includ-                                 19, note 22 (Nov. 25, 1980)).
         ing the determination of any income
         from the cancellation of debt (COD                                  Past guidance
         income) under certain circumstances.                                To some extent, there has been uncer-
         Recently, the IRS concluded in Let-                                 tainty regarding whether a voluntary
         ter Ruling 202112003 (March 26,                                     cancellation of a debt by a shareholder
         2021) that an insolvent corporation                                 still constitutes a contribution to capital
         should determine whether it had any                                 that does not create COD income to the
         COD income by applying Sec. 108(e)                                  extent that a canceled debt is worthless.
         (6), which addresses the effect of a                                The IRS and the courts have touched on
         shareholder’s forgiveness of a cor-                                 the matter on several occasions.
         poration’s indebtedness. In the letter                                In Letter Ruling 5411085730A
         ruling’s analysis, it made no difference                            (Nov. 8, 1954), the IRS ruled that a
         in determining the effect of the share-                             cancellation of a worthless debt by the
         holder’s debt forgiveness whether the   the insolvency exception must be applied   shareholders of a corporation did not
         corporation was insolvent. This was   to reduce the taxpayer’s tax attributes as   constitute a gratuitous cancellation be-
         a noteworthy ruling because the IRS   specified under Sec. 108(b).  cause “there is nothing to forgive.” A few
         had reached a different conclusion in   In general, if a shareholder gra-  years later, the Tax Court held in Mayo,
         the past on similar facts involving a   tuitously forgives debt owed by a   T.C. Memo. 1957-9, that a shareholder’s
         shareholder’s cancellation of an insol-  corporation, the transaction constitutes   forgiveness of a corporation’s debt was
         vent corporation’s indebtedness. This   a contribution to the capital of the cor-  not a contribution to the corpora-
         item first summarizes the relevant   poration to the extent of the principal   tion’s capital because the corporation
         Code provisions, then looks at past   of the debt (Regs. Sec. 1.61-12(a)). Sec.   remained “hopelessly insolvent” after
         IRS guidance on this issue, and finally   108(e)(6), the key provision in the pres-  the cancellation.
         discusses Letter Ruling 202112003.  ent discussion, further provides that if   However, the Second Circuit in
                                           a debtor corporation acquires its debt   Lidgerwood Manufacturing Co., 229 F.2d
         Background                        from a shareholder as a contribution to   241 (2d Cir. 1956), cert. denied, 351 U.S.
         Sec. 61(a)(11) provides the general rule   capital: (1) Sec. 118, which concerns   951 (1956), held that a parent corpora-
         that gross income includes income from   contributions to the capital of a corpora-  tion’s cancellation of its subsidiary’s debt
         cancellation of debt except as provided   tion, does not apply; and (2) such debtor   was a capital contribution, which pre-
         by law. If a debtor repurchases a debt   corporation is treated as having satisfied   cluded the parent’s bad debt deduction,
         instrument for an amount less than its   the debt with an amount of money equal   even when the corporation remained
         adjusted issue price (within the meaning   to the shareholder’s adjusted basis in   insolvent after the cancellation. The
         of Regs. Sec. 1.1275-1(b), the debtor   the debt.                   court stated:
                                             The legislative history indicates that
         realizes COD income (Regs. Secs.   to fall within the scope of Sec. 108(e)(6),   [E]ven on the assumption that the
     IMAGE BY OLAFSPEIER/ISTOCK  income does not include COD income   the shareholder’s action in canceling the   debtors were insolvent after as well as
         1.61-12(c)(2)(ii)).
           Under Sec. 108(a), a taxpayer’s gross
                                           debt must be related to their status as a
                                                                               before the cancellations, wiping out
                                                                               the debts was a valuable contribution
                                           shareholder. If the shareholder-creditor
         in certain circumstances. One example
         is when the discharge occurs and the
                                           acts merely as a creditor attempting to
                                                                               to the financial structure of the sub-
         taxpayer is insolvent (the insolvency
                                                                               sidiaries. . . . Where a parent corpora-
                                           maximize the satisfaction of a claim,
         exception). The amount excluded under
                                                                               tion voluntarily cancels a debt owed
                                           the cancellation of debt is not treated
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