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Table of Contents Acknowledgments...v About the Author...vii Preface...ix Chapter 1: Introduction: The Boundaries of the Problem 1.1 The Bankruptcy Code.........................................1-1 1.2 The Debtor s Alternatives.......................................1-3 [1] Arrangements With Individual Creditors.......................1-3 [2] Assignment for the Benefit of Creditors.......................1-3 [3] Liquidation of the Business.................................1-4 [4] Debtor s Reorganization....................................1-4 [5] Sale of Assets............................................1-5 1.3 Treatment of Secured and Unsecured Creditors.....................1-6 [1] Secured Creditor Defined.................................1-6 [2] Security Interest Defined.................................1-6 [3] Establishing Priority.......................................1-6 1.4 Parties to a Bankruptcy........................................1-7 [1] Debtor..................................................1-7 [2] Creditors................................................1-7 [3] Creditors Committee......................................1-8 [4] Trustee in Bankruptcy.....................................1-8 [5] Debtor-in-Possession......................................1-8 [6] Dispute Resolution: The Bankruptcy Court.....................1-8 1.5 Insolvent Defined...........................................1-9 [1] Intangible Assets........................................1-10 [2] Exempt Assets..........................................1-10 [3] Contingent Liabilities.....................................1-12 1.6 Examples of Tax Problems in Bankruptcy........................1-12 Chapter 2: The Bankruptcy Estate 2.1 Creation of the Bankruptcy Estate............................... 2-2 [1] Statutory Requirements for Filing Tax Returns................. 2-3 [2] Liquidating Trustee Liable for Paying Taxes................... 2-3 [3] Property of the Estate..................................... 2-4 [a] Exempt Property..................................... 2-4 [b] Retirement Plans..................................... 2-4 [c] Other Property and Property Rights...................... 2-6 [d] Effect of Tax Liens................................... 2-7 2.2 Tax Returns and Payments..................................... 2-9 xi

TAX ISSUES IN BANKRUPTCY AND INSOLVENCY xii 2.3 Calculating the Tax When the Bankruptcy Proceedings Are Dismissed.............................................. 2-10 2.4 Election to Terminate Debtor s Tax Year.......................... 2-11 [1] No Income Tax Liability Before or Upon Commencement of Case.................................. 2-13 [2] Income Before Commencement of Case..................... 2-13 [3] Income Before Commencement of Case and NOL Carryover......................................... 2-14 [4] Loss Before Commencement of Case........................ 2-14 [5] Losses From Pass-Through Entities......................... 2-15 [6] Foreclosure Before Petition Is Filed......................... 2-16 [7] Foreclosure After Petition Is Filed.......................... 2-16 [8] Asset Requirement...................................... 2-17 2.5 Computing the Bankruptcy Estate s Taxable Income................ 2-17 [1] Gross Income Defined................................... 2-18 [a] Cash Basis Taxpayer................................. 2-18 [b] Accrual Basis Taxpayer............................... 2-19 [2] Deductions............................................ 2-19 [3] Net Operating Losses.................................... 2-20 [4] Administrative Expenses.................................. 2-21 [5] Carryovers and Carrybacks................................ 2-22 [6] Other Issues............................................ 2-23 2.6 Abandonment of Property.................................... 2-24 [1] Tax Consequences....................................... 2-24 [2] Tax Treatment of Abandoned Assets......................... 2-25 [3] Responsibility for Paying the Tax........................... 2-26 2.7 Tax Returns Filed by the Bankruptcy Estate...................... 2-27 [1] Annualization of Taxable Income........................... 2-27 [2] Making the IRC Section 1398(d) Election.................... 2-28 [3] Special Election for Joint Filers............................ 2-28 2.8 Tax Attributes of the Bankruptcy Estate.......................... 2-28 [1] Importance of Timing.................................... 2-29 [a] Transfer of Tax Attributes............................. 2-29 [b] Termination of Bankruptcy Estate....................... 2-30 [2] Revocation of Discharge.................................. 2-30 [3] Treatment of Certain Carrybacks........................... 2-30 2.9 Trustee s Tax Obligations..................................... 2-31 [1] Discharge of Trustee From Tax Obligations................... 2-32 [2] Debtor s Rights......................................... 2-33

xiii TABLE OF CONTENTS Chapter 3: Payment of Trust Fund Taxes 3.1 Federal Requirement for Withheld Taxes.......................... 3-2 [1] Mechanics of Withholding................................. 3-2 [2] Filing Requirements...................................... 3-3 3.2 The Statutory Remedy........................................ 3-3 [1] Who Is a Responsible Person?............................ 3-4 [a] Corporate Officers.................................... 3-5 [b] Nonemployees....................................... 3-5 [c] Change of Ownership and Control....................... 3-6 [2] Willful Failure to Truthfully Account for and Pay Over Taxes.......................................... 3-8 [3] Other Liabilities Under Section 6672......................... 3-9 3.3 More Than One Person May Be Responsible..................... 3-9 3.4 Simultaneous Collection From More Than One Party............... 3-10 [1] Concept of Fairness Does Not Affect Outcome.............. 3-10 [2] Interplay Between IRC Sections 6672 and 7421(b)............. 3-11 [3] Doctrine of Estoppel..................................... 3-11 3.5 Rights of Contribution and Interpleader.......................... 3-12 [1] No Legal Right to Contribution or Indemnity Prior Law.............................................. 3-12 [2] Section 6672 Is a Tax, Not a Penalty........................ 3-13 [3] When Responsible Party Pays More Than Proportionate Share...................................... 3-13 [4] Planning to Enforce a Right of Contribution.................. 3-14 3.6 Injunctions................................................. 3-15 3.7 Three-Year Statute of Limitations............................... 3-15 [1] Assessment and Collection of Tax.......................... 3-15 [2] Responsible Person...................................... 3-17 [3] Refunds............................................... 3-17 3.8 Prebankruptcy Planning for Payment of Trust Fund Taxes........... 3-18 3.9 Impact of In re Energy Resources Co............................ 3-20 3.10 Bankruptcy Court Jurisdiction to Determine Responsible Person Liability.................................. 3-24 3.11 Procedural Matters.......................................... 3-25 [1] Pre-Assessment and Assessment........................... 3-25 [2] Litigation Procedure..................................... 3-26 [3] Judgment After Trial..................................... 3-27 3.12 Effect of Personal Bankruptcy on Trust Fund Tax Liability........... 3-28 3.13 Spousal Responsibility for Withheld Taxes....................... 3-29

TAX ISSUES IN BANKRUPTCY AND INSOLVENCY xiv Chapter 4: Bankruptcy Court Proceedings 4.1 Commencement of Bankruptcy Proceedings....................... 4-2 [1] Voluntary Petition........................................ 4-2 [2] Involuntary Petition....................................... 4-3 [3] Dismissal of Petition...................................... 4-3 [4] Abandonment of Assets to Debtor........................... 4-5 4.2 Bankruptcy Code Section 362: The Automatic Stay................. 4-5 [1] What Is Stayed.......................................... 4-5 [2] What Is Not Stayed....................................... 4-6 [a] Immediate Assessment Triggered by Appointment of Receiver............................... 4-8 [b] Conflict Between Tax Law and Bankruptcy Law............ 4-8 [3] Duration of Automatic Stay................................ 4-9 [a] Effect of Court Supervision of a Chapter 11 Plan........... 4-9 [b] Effect of Reinstatement of the Case..................... 4-10 [c] Stay Lifted by Facts of the Case........................ 4-11 [d] Abandoned Property................................. 4-11 [e] Postpetition Taxes................................... 4-12 [4] Obtaining Relief From the Automatic Stay................... 4-12 [5] Violation of the Automatic Stay............................ 4-13 [a] Unintentional Violation............................... 4-13 [b] Intentional Violation................................. 4-13 [c] Taxpayer s Remedies................................. 4-14 [d] IRS Assertion of Sovereign Immunity................... 4-15 4.3 Claims for Taxes............................................ 4-17 [1] Filing a Claim for Taxes.................................. 4-17 [2] Claims Filed by the Taxpayer.............................. 4-18 [3] Late Claims and Amendments to Claims..................... 4-19 [4] No Claim Filed in Bankruptcy Proceeding.................... 4-21 [5] Bankruptcy Claim Setoffs................................. 4-22 [a] Income Tax Refunds................................. 4-23 [b] Supreme Court s View................................ 4-23 [6] Setoffs and the Automatic Stay............................. 4-24 [7] Objections to Claims for Taxes............................. 4-25 4.4 Tax Litigation in Bankruptcy.................................. 4-26 [1] Who Has Jurisdiction.................................... 4-26 [2] Timing the Filing of the Bankruptcy Petition.................. 4-27 [3] Third-Party Liability..................................... 4-28 [4] Determination of Individual Liability May Be Allowed if Plan of Reorganization Is Affected................. 4-28

xv TABLE OF CONTENTS [5] IRS Collection Policy.................................... 4-29 [6] Bankruptcy Court Has Option to Hear Tax Dispute............. 4-29 [7] Burden of Proof in Bankruptcy Court Tax Litigation............ 4-31 [a] IRS Treated as Any Other Claimant..................... 4-31 [b] IRS Tax Claims..................................... 4-32 [c] Rebuttal of Presumption of Correctness.................. 4-33 [d] The Supreme Court s Raleigh Decision.................. 4-33 [8] Appeals From Bankruptcy Court........................... 4-34 4.5 Limitations on Tax Claims.................................... 4-35 [1] Control or Custody of Court Determines Limitations........... 4-36 [2] Limitations Period in Bankruptcy Proceedings................ 4-36 [3] Limitations Period for Refunds............................. 4-38 [4] Limitations Period for Assessing Postpetition Taxes............ 4-39 [a] Bankruptcy Estate s Final Tax Return.................... 4-40 [b] Filing for a Short Year................................ 4-41 4.6 Declaratory Relief Actions in Bankruptcy........................ 4-41 4.7 Recapture of Assets; Turnover Orders........................... 4-42 Chapter 5: Discharge of Taxes 5.1 Statutory Pattern for Discharge of Tax Liability.....................5-2 [1] Nondischargeable Debts Priority Taxes...................... 5-2 [a] Taxes Due Within Three Years of Filing of Petition.......... 5-3 [b] Taxes Assessed Within 240 Days of Filing of Petition; Offers in Compromise................................. 5-5 [c] Taxes Assessable After Commencement of Case............ 5-6 [d] Statutory Extensions of the Limitations Period............. 5-7 [e] Taxes Other Than Federal Income Tax.................... 5-7 [f] Debts Incurred to Pay Taxes to the United States............ 5-8 [g] Erroneous Refunds................................... 5-8 [2] Tax Returns Not Filed or Filed Late.......................... 5-9 [3] Fraudulent Returns or Attempts to Evade or Defeat the Tax................................................ 5-10 [a] Collateral Estoppel.................................. 5-11 [b] Standard of Proof................................... 5-12 [4] Tolling of Applicable Period The Young Case................ 5-15 [5] Effect of Tax Liens...................................... 5-17 5.2 Dischargeable Tax Debts...................................... 5-20 [1] Dischargeability of Interest................................ 5-20 [2] Dischargeability of Tax Penalties........................... 5-21 [3] Tax Penalties vs. Penalties Imposed for Improper Conduct....... 5-22

TAX ISSUES IN BANKRUPTCY AND INSOLVENCY xvi 5.3 Other Reasons for Nondischargeability of Taxes................... 5-25 [1] Failure to Schedule the Liability............................ 5-25 [2] Engaging in Prohibited Conduct............................ 5-26 [a] Concealed Property.................................. 5-26 [b] Concealed or Destroyed Books and Records.............. 5-28 5.4 Bankruptcy Code Section 507(a)(2) Unsecured Claims............ 5-28 5.5 Chapter 11 Reorganization Discharges........................... 5-28 [1] Tax Requirements of Reorganization Plan.................... 5-29 [2] Treatment of Secured Tax Claims........................... 5-30 [3] Serial Chapter 11 Proceedings............................. 5-31 5.6 Chapter 13 Proceedings...................................... 5-31 [1] Tax Claims............................................ 5-32 [2] Effect of Confirmation................................... 5-33 5.7 Chapter 12 Arrangements..................................... 5-35 5.8 The Right to a Discharge..................................... 5-35 Chapter 6: Income From Cancellation of Debt 6.1 Tax Treatment A Brief History................................ 6-2 6.2 Accounting for Cancellation of Debt............................. 6-3 6.3 Cancellation of Debt Defined................................. 6-4 [1] Original Issue Discount................................... 6-7 [2] Change in the Form of the Debt............................. 6-8 [a] Change in Payment Terms.............................. 6-9 [b] Change in Interest Rate............................... 6-10 [c] Change in Maturity Date.............................. 6-11 [d] Change in Both Interest Rate and Maturity Date........... 6-11 [e] Change in Principal Amount........................... 6-11 [f] Cancellation of Accrued Interest for Increased Principal........................................... 6-12 [i] Dollar for Dollar Debt Modification................. 6-12 [ii] Unequal Dollar Amounts.......................... 6-12 [3] Debt Modification....................................... 6-13 [a] Modification Defined.............................. 6-13 [b] Change in Yield..................................... 6-15 [c] Change in Timing, Amount of Payment.................. 6-15 [d] Substitution of Obligor............................... 6-16 [e] Change in Form of Security............................ 6-16 [f] Change in the Nature of the Instrument.................. 6-17 6.4 Cancellation of Debt in Exchange for Property.................... 6-18 [1] A Taxable Event........................................ 6-18 [2] Tax Treatment.......................................... 6-18

xvii TABLE OF CONTENTS 6.5 Cancellation of Debt in Exchange for Stock...................... 6-20 [1] Stock Issued Before January 1, 1995........................ 6-20 [a] Impact of Case Law.................................. 6-21 [b] Bankruptcy Exception................................ 6-22 [c] Insolvent Debtors.................................... 6-23 [d] Disqualified Stock................................... 6-23 [e] The De Minimis Rule................................ 6-24 [2] Stock Issued After December 31, 1994...................... 6-25 [3] Issuance of Parent Stock.................................. 6-25 6.6 Contribution to Capital....................................... 6-27 [1] For Cancellation of Indebtedness........................... 6-27 [2] Stock for Debt Transaction................................ 6-28 [3] Shareholder Is One of Many Creditors....................... 6-28 6.7 Acquisition of Debt by Related Party............................ 6-29 6.8 Purchase Money Debt Reduction............................... 6-31 [1] Assigned Debts......................................... 6-32 [2] Debtor Becomes Solvent.................................. 6-32 [3] Exception to Income Recognition........................... 6-33 6.9 Mortgage Foreclosures....................................... 6-33 [1] Nonrecourse Debt Foreclosures............................ 6-34 [2] Recourse Debt Foreclosures............................... 6-35 [3] When Is Mortgage Debt Foreclosure Income Realized?.............................................. 6-37 6.10 Expiration of Statute of Limitations............................. 6-38 Chapter 7: Consequences of Cancellation of Debt Income 7.1 Relationship Between IRC Sections 61(a)(12) and 108............... 7-2 7.2 Exclusion of Cancellation of Indebtedness From Gross Income..................................................... 7-3 [1] Prepackaged Bankruptcy.................................. 7-4 [2] Title 11 Cases........................................... 7-4 [3] Insolvency Situations..................................... 7-6 [4] Qualified Farm Indebtedness............................... 7-8 [5] Qualified Real Property Business Indebtedness................. 7-8 [6] Priority of Exclusions..................................... 7-9 7.3 Reduction of Tax Attributes of IRC Section 108(b)................. 7-10 [1] Net Operating Losses.................................... 7-11 [2] General Business Credit.................................. 7-12 [3] Capital Loss Carryover................................... 7-13 [4] Reduction of Basis...................................... 7-13 [a] Available Amount of Basis Reduction.................... 7-14

TAX ISSUES IN BANKRUPTCY AND INSOLVENCY xviii [b] Limitations of Basis Reduction IRC Section 1017....................................... 7-14 [c] Basis Reduction Under IRC Section 108(b)(5)............. 7-16 [5] Special Rules for Application of IRC Section 1017............. 7-17 [a] Trade or Business Property............................ 7-17 [b] Exempt Property.................................... 7-19 [c] Partnership Interests................................. 7-19 [d] Affiliated Corporate Groups........................... 7-20 [e] Election as to Certain Inventory........................ 7-20 [f] Recapture of Reductions.............................. 7-21 [6] Special Agreements With the IRS.......................... 7-21 [7] Minimum Tax Credit..................................... 7-21 [8] Carryover of Passive Activity Losses and Credits................................................ 7-22 [9] Foreign Tax Credits...................................... 7-22 [10] When Cancellation of Indebtedness Income Exceeds Tax Attributes................................... 7-22 7.4 Bankruptcy Estate Is Responsible for Adhering to IRC Sections 108(b)(5) and 1017............................... 7-24 7.5 Effect of Alternative Minimum Tax on Cancellation of Indebtedness Income.......................................7-25 Chapter 8: Partnerships and S Corporations 8.1 Taxation of Partnerships and Limited Liability Companies............ 8-2 [1] Allocation of Income and Losses............................ 8-3 [2] Basis of Partnership Interest and Limitation of Losses........... 8-3 [3] Treatment of Partnership Debt.............................. 8-3 [4] Distributions and Deemed Distributions...................... 8-4 8.2 Cancellation of Partnership Debts............................... 8-5 [1] Partners Level of Recognition of Income on Cancellation of Indebtedness............................... 8-6 [a] Allocation of Canceled Debt............................ 8-6 [b] Partners Recognition of Income......................... 8-7 [2] Special Allocations....................................... 8-8 [3] Nonrecognition of Cancellation of Indebtedness Income................................................. 8-9 [a] Bankruptcy or Insolvency of a Partner.................... 8-9 [b] Partner-Creditor s Contribution to Capital................ 8-11 [c] Outside Creditor s Contribution to Capital................ 8-13 [d] Lost Deductions..................................... 8-13 [e] Purchase Money Reduction............................ 8-14

xix TABLE OF CONTENTS [f] Related Party Acquisitions............................. 8-15 8.3 Special Rule for Tax Attribute Reductions........................ 8-15 8.4 Taxation of S Corporations.................................... 8-17 [1] Limitations on Losses.................................... 8-18 [2] Basis Adjustments for Income and Loss...................... 8-19 8.5 Tax Treatment of Cancellation of Debt.......................... 8-20 [1] Effect of Cancellation of Indebtedness Income Tax Attribute Reductions..................................8-21 [2] Net Operating Losses and Loss Limitations................... 8-22 8.6 Scenario 1: Shopping Center, Ltd. (Interplay Between IRC Sections 108, 1017, and 1366)............................. 8-23 [1] Income and Loss; Balance Sheet........................... 8-24 [2] Cancellation of Indebtedness.............................. 8-26 [3] Tax Consequences to the Partners.......................... 8-27 [a] Analysis of C Corporation............................. 8-27 [b] Analysis of S Corporation............................. 8-28 [c] Analysis of G Partnership............................. 8-28 [d] Analysis of H Partnership............................ 8-29 [4] Summary.............................................. 8-30 8.7 Debt Adjustment Contrasted to Foreclosure....................... 8-30 8.8 Scenario 2: Manufacturing Partnership, Ltd....................... 8-31 Chapter 9: Corporate Reorganizations Under the Bankruptcy Code 9.1 Basic Concepts of Reorganization............................... 9-2 [1] Continuity of Interest Test.................................. 9-2 [2] Continuity of Business Enterprise Test........................ 9-2 [3] Plan of Reorganization..................................... 9-3 9.2 IRC Section 382 Net Operating Loss Carryovers.................. 9-3 [1] Exception for Bankruptcy Situations.......................... 9-4 [2] IRC Section 382(1)(5) General Rule........................ 9-4 [a] Reduction for Interest Payments to Creditors............... 9-5 [b] Accrued Interest on Indebtedness........................ 9-6 [3] IRC Section 382(1)(6) Alternate Provision................... 9-7 [4] Regulations Under IRC Section 382(1)(6)..................... 9-8 [a] Coordination Provisions................................ 9-8 [b] Valuation Rules....................................... 9-8 [5] Election Out of Treatment Under IRC Section 382(1)(5)......................................... 9-9 [6] Changes in Corporate Ownership........................... 9-10 [a] The 5 Percent Test.................................... 9-10 [b] Equity Structure Shift................................. 9-11

TAX ISSUES IN BANKRUPTCY AND INSOLVENCY xx [7] Built-In Gains and Losses................................. 9-12 [a] Purpose of the Rules.................................. 9-12 [b] Threshold Requirement............................... 9-13 9.3 IRC Section 368(a)(1)(E) Reorganizations....................... 9-13 9.4 IRC Section 368(a)(1)(G) Reorganizations....................... 9-14 [1] Requirements of IRC Sections 354, 355, and 356.............. 9-15 [2] Title 11 or Similar Case Requirement........................ 9-15 [3] G Reorganizations That Qualify as Other Reorganizations......................................... 9-16 [4] Agency Receivership Proceedings........................... 9-16 [5] Use of Parent Stock...................................... 9-16 9.5 Examples of Corporate Reorganization.......................... 9-17 [1] Creditors Receive Stock in Debtor Corporation................ 9-18 [2] New Corporation Old Shareholders and Creditors Receive Stock........................................... 9-19 [3] New Corporation Only Creditors Receive Stock.............. 9-20 Appendixes Appendix 1 Sample Motion for Contempt Sanctions..................... A-2 Appendix 2 IRS Form 982, Reduction of Tax Attributes Due to Discharge of Indebtedness (and Section 1082 Basis Adjustment).......................... A-5 Appendix 3 Sample Complaint to Determine Dischargeability of Debt: Debtor as Plaintiff.............................. A-6 Appendix 4 Sample Complaint to Determine Dischargeability of Debt: Debtor as Defendant.................................... A-8 Appendix 5 IRC Section 1398(d) Worksheet......................... A-10 Appendix 6 Internal Revenue Code Section 108 Income From Discharge of Indebtedness......................... A-11 Appendix 7 Bankrupcty Code Section 507(a)(8)...................... A-22 Appendix 8 Bankruptcy Code Section 523 Exceptions to Discharge........................................... A-24 Table of Cases...............................................T-1 Table of Federal Statutes and Regulations....................... T-7 Index...................................................... I-1