McGraw Hill’s Taxation of Individuals and Business Entities 2025

By

McGraw Hill’s Taxation of Individuals and Business Entities 2025

Taxation of Individuals and Business Entities 2025

Table of Contents

1 An Introduction to Tax

Who Cares about Taxes and Why? 1-2

What Qualifies as a Tax? 1-4

How to Calculate a Tax 1-5

Different Ways to Measure Tax Rates 1-5

Tax Rate Structures 1-8

Proportional Tax Rate Structure 1-9

Progressive Tax Rate Structure 1-9

Regressive Tax Rate Structure 1-10

Types of Taxes 1-11

Federal Taxes 1-11

Income Tax 1-12

Employment and Unemployment Taxes 1-12

Excise Taxes 1-13

Transfer Taxes 1-13

State and Local Taxes 1-14

Income Taxes 1-14

Sales and Use Taxes 1-14

Property Taxes 1-15

Excise Taxes 1-15

Implicit Taxes 1-16

Evaluating Alternative Tax Systems 1-17

Sufficiency 1-18

Static versus Dynamic Forecasting 1-18

Income versus Substitution Effects 1-19

Equity 1-20

Horizontal versus Vertical Equity 1-21

Certainty 1-22

Convenience 1-22

Economy 1-22

Evaluating Tax Systems—The Trade-Offs 1-23

Conclusion 1-23

2 Tax Compliance, the IRS, and Tax Authorities

Taxpayer Filing Requirements 2-2

Tax Return Due Date and Extensions 2-3

Statute of Limitations 2-3

IRS Audit Selection 2-4

Types of Audits 2-6

After the Audit 2-6

Tax Law Sources 2-9

Legislative Sources: Congress and the Constitution 2-11

Internal Revenue Code 2-11

The Legislative Process for Tax Laws 2-12

Basic Organization of the Code 2-13

Tax Treaties 2-14

Judicial Sources: The Courts 2-14

Administrative Sources: The U.S. Treasury 2-15

Regulations, Revenue Rulings, and Revenue Procedures 2-15

Letter Rulings 2-16

Tax Research 2-17

Step 1: Understand Facts 2-17

Step 2: Identify Issues 2-17

Step 3: Locate Relevant Authorities 2-18

Step 4: Analyze Tax Authorities 2-19

Step 5: Document and Communicate the Results 2-21

Facts 2-21

Issues 2-21

Authorities 2-22

Conclusion 2-22

Analysis 2-22

Client Letters 2-22

Tax Professional Responsibilities 2-23

Taxpayer and Tax Return Preparer Penalties 2-26

Conclusion 2-28

3 Tax Planning Strategies and Related Limitations

Basic Tax Planning Overview 3-2

Timing Strategies 3-2

Present Value of Money 3-3

The Timing Strategy When Tax Rates Are Constant 3-4

The Timing Strategy When Tax Rates Change 3-7

Limitations to Timing Strategies 3-9

Income-Shifting Strategies 3-11

Transactions between Family Members and Limitations 3-11 Page xxviii

Transactions between Owners and Their Businesses and Limitations 3-12

Income Shifting across Jurisdictions and Limitations 3-15

Conversion Strategies 3-15

Limitations of Conversion Strategies 3-18

Additional Limitations to Tax Planning Strategies: Judicially Based Doctrines 3-18

Tax Avoidance versus Tax Evasion 3-19

Conclusion 3-21

4 Individual Income Tax Overview, Dependents, and Filing Status

The Individual Income Tax Formula 4-2

Gross Income 4-2

Character of Income 4-5

Deductions 4-8

For AGI Deductions 4-9

From AGI Deductions 4-9

Income Tax Calculation 4-11

Other Taxes 4-11

Tax Credits 4-12

Tax Prepayments 4-12

Dependents of the Taxpayer 4-13

Dependency Requirements 4-13

Qualifying Child 4-13

Qualifying Relative 4-15

Filing Status 4-19

Married Filing Jointly and Married Filing Separately 4-19

Married Individuals Treated as Unmarried (Abandoned Spouse) 4-21

Qualifying Surviving Spouse 4-22

Single 4-22

Head of Household 4-22

Summary of Income Tax Formula 4-25

Conclusion 4-28

5 Gross Income and Exclusions

Realization and Recognition of Income 5-2

What Is Included in Gross Income? 5-2

Economic Benefit 5-3

Realization Principle 5-3

Recognition 5-4

Other Income Concepts 5-4

Form of Receipt 5-4

Return of Capital Principle 5-4

Recovery of Amounts Previously Deducted 5-5

When Do Taxpayers Recognize Income? 5-6

Accounting Methods 5-7

Constructive Receipt 5-7

Claim of Right 5-7

Who Recognizes the Income? 5-8

Assignment of Income 5-8

Community Property Systems 5-8

Types of Income 5-10

Income from Services 5-10

Income from Property 5-10

Annuities 5-11

Property Dispositions 5-13

Other Sources of Gross Income 5-14

Income from Flow-Through Entities 5-14

Alimony 5-14

Prizes, Awards, and Gambling Winnings 5-16

Social Security Benefits 5-17

Imputed Income 5-19

Discharge of Indebtedness 5-20

Exclusion Provisions 5-21

Common Exclusions 5-21

Municipal Bond Interest 5-21

Gains on the Sale of Personal Residence 5-22

Fringe Benefits 5-23

Education-Related Exclusions 5-25

Scholarships 5-25

Other Educational Subsidies 5-26

U.S. Series EE Bonds 5-27

Exclusions That Mitigate Double Taxation 5-27

Gifts and Inheritances 5-27

Life Insurance Proceeds 5-27

Foreign-Earned Income 5-28

Sickness and Injury-Related Exclusions 5-30

Workers’ Compensation 5-30

Payments Associated with Personal Injury 5-30

Health Care Reimbursement 5-30

Disability Insurance 5-31

Deferral Provisions 5-31

Income Summary 5-32

Conclusion 5-33

6 Individual Deductions

Deductions for AGI 6-2

Deductions Directly Related to Business Activities 6-2

Trade or Business Expenses 6-3 Page xxix

Rental and Royalty Expenses 6-5

Losses on Dispositions 6-6

Flow-Through Entities 6-6

Excess Business Loss Limitation 6-6

Deductions Indirectly Related to Business Activities 6-7

Moving Expenses 6-7

Health Insurance Deduction by Self-Employed Taxpayers 6-7

Self-Employment Tax Deduction 6-8

Deductions for Individual Retirement Accounts (IRAs) 6-8

Deductions for Health Savings Accounts 6-8

Penalty for Early Withdrawal of Savings 6-9

Deductions Subsidizing Specific Activities 6-10

Deduction for Interest on Qualified Education Loans 6-10

Summary: Deductions for AGI 6-11

Deductions from AGI: Itemized Deductions 6-13

Medical Expenses 6-14

Transportation and Travel for Medical Purposes 6-15

Hospitals and Long-Term Care Facilities 6-15

Medical Expense Deduction Limitation 6-16

Taxes 6-16

Interest 6-18

Charitable Contributions 6-19

Contributions of Money 6-20

Contributions of Property Other Than Money 6-20

Charitable Contribution Deduction Limitations 6-22

Casualty and Theft Losses on Personal-Use Assets 6-25

Other Itemized Deductions 6-25

Summary of Itemized Deductions 6-25

The Standard Deduction 6-27

Standard Deduction 6-27

Bunching Itemized Deductions 6-28

Deduction for Qualified Business Income 6-29

Deduction for Qualified Business Income 6-29

Limitations 6-31

Taxable Income Summary 6-34

Conclusion 6-35

7 Investments

Investments Overview 7-2

Portfolio Income: Interest and Dividends 7-2

Interest 7-3

Corporate and U.S. Treasury Bonds 7-3

U.S. Savings Bonds 7-4

Dividends 7-6

Portfolio Income: Capital Gains and Losses 7-7

Types of Capital Gains and Losses 7-10

25 Percent Gains 7-11

28 Percent Gains 7-12

Netting Process for Gains and Losses 7-13

Calculating Tax Liability on Net Capital Gains 7-17

Limits for Capital Loss Deductions 7-22

Losses on the Sale of Personal-Use Assets 7-22

Capital Losses on Sales to Related Persons 7-23

Wash Sales 7-23

Balancing Tax Planning Strategies for Capital Assets with Other Goals 7-24

Portfolio Income Summary 7-25

Investment Interest Expense and Net Investment Income Tax 7-26

Net Investment Income Tax 7-28

Passive Activity Income and Losses 7-29

Passive Activity Definition 7-30

Income and Loss Categories 7-30

Rental Real Estate Exception to the Passive Activity Loss Rules 7-33

Net Investment Income Tax on Net Passive Income 7-33

Conclusion 7-34

8 Individual Income Tax Computation and Tax Credits

Regular Federal Income Tax Computation 8-2

Tax Rate Schedules 8-2

Marriage Penalty or Benefit 8-3

Exceptions to the Basic Tax Computation 8-3

Preferential Tax Rates for Capital Gains and Dividends 8-4

Kiddie Tax 8-5

Alternative Minimum Tax 8-7

Alternative Minimum Tax Formula 8-7

Alternative Minimum Taxable Income 8-8

AMT Exemption 8-11

Tentative Minimum Tax and AMT Computation 8-12 Page xxx

Additional Taxes 8-13

Net Investment Income Tax 8-13

Employment and Self-Employment Taxes 8-14

Employee FICA Taxes Payable 8-14

Self-Employment Taxes 8-16

Employee vs. Self-Employed (Independent Contractor) 8-21

Tax Credits 8-23

Nonrefundable Personal Credits 8-24

Child Tax Credit 8-24

Child and Dependent Care Credit 8-25

Education Credits 8-27

Refundable Personal Credits 8-29

Earned Income Credit 8-29

Other Refundable Personal Credits 8-31

Business Tax Credits 8-31

Foreign Tax Credit 8-32

Tax Credit Summary 8-32

Credit Application Sequence 8-32

Taxpayer Prepayments and Filing Requirements 8-34

Prepayments 8-34

Underpayment Penalties 8-35

Filing Requirements 8-36

Late Filing Penalty 8-37

Late Payment Penalty 8-37

Tax Summary 8-37

Conclusion 8-39

9 Business Income, Deductions, and Accounting Methods

Business Gross Income 9-2

Gross Receipts Test for Identifying Small Businesses 9-2

Business Deductions 9-3

Ordinary and Necessary 9-4

Reasonable in Amount 9-5

Limitations on Business Deductions 9-5

Expenditures against Public Policy 9-6

Political Contributions and Lobbying Costs 9-6

Capital Expenditures 9-6

Expenses Associated with the Production of Tax-Exempt Income 9-7

Personal Expenditures 9-7

Mixed-Motive Expenditures 9-8

Entertainment Expenses 9-9

Business Meals 9-9

Travel and Transportation 9-9

Property Use 9-11

Record Keeping and Other Requirements 9-12

Limitation on Business Interest Deductions 9-12

Calculating the Interest Limitation 9-12

Losses on Dispositions of Business Property 9-13

Business Casualty Losses 9-13

Accounting Periods 9-14

Accounting Methods 9-15

Financial and Tax Accounting Methods 9-15

Overall Accounting Method 9-16

Cash Method 9-16

Accrual Method 9-18

Accrual Income 9-18

All-Events Test for Income 9-18

Taxation of Advance Payments of Income (Unearned Income) 9-18

Inventories 9-19

Uniform Capitalization 9-20

Inventory Cost-Flow Methods 9-21

Accrual Deductions 9-22

Economic Performance 9-23

Bad Debt Expense 9-27

Limitations on Accruals 9-27

Comparison of Accrual and Cash Methods 9-28

Adopting an Accounting Method 9-30

Changing Accounting Methods 9-32

Tax Consequences of Changing Accounting Methods 9-32

Conclusion 9-33

10 Property Acquisition and Cost Recovery

Cost Recovery and Tax Basis for Cost Recovery 10-2

Basis for Cost Recovery 10-3

Depreciation 10-6

Personal Property Depreciation 10-7

Depreciation Method 10-7

Depreciation Recovery Period 10-8

Depreciation Conventions 10-9

Calculating Depreciation for Personal Property 10-10

Applying the Half-Year Convention 10-11

Applying the Mid-Quarter Convention 10-13

Real Property 10-14

Applicable Method 10-15

Applicable Convention 10-15

Depreciation Tables 10-15 Page xxxi

Special Rules Relating to Cost Recovery 10-17

Immediate Expensing (§179) 10-17

Bonus Depreciation 10-20

Listed Property 10-22

Luxury Automobiles 10-25

Depreciation for the Alternative Minimum Tax 10-29

Depreciation Summary 10-29

Amortization 10-31

Section 197 Intangibles 10-31

Organizational Expenditures and Start-Up Costs 10-32

Research and Experimentation Expenditures 10-35

Patents and Copyrights 10-36

Amortizable Intangible Asset Summary 10-36

Depletion 10-37

Conclusion 10-40

11 Property Dispositions

Dispositions 11-2

Amount Realized 11-2

Determination of Adjusted Basis 11-3

Gifts 11-3

Inherited Property 11-3

Property Converted from Personal Use to Business Use 11-3

Realized Gain or Loss on Disposition 11-5

Recognized Gain or Loss on Disposition 11-6

Character of Gain or Loss 11-7

Ordinary Assets 11-7

Capital Assets 11-8

Section 1231 Assets 11-8

Depreciation Recapture 11-10

Section 1245 Property 11-10

Scenario 1: Gain Created Solely through Cost Recovery Deductions 11-11

Scenario 2: Gain Due to Both Cost Recovery Deductions and Asset Appreciation

11-12

Scenario 3: Asset Sold at a Loss 11-12

Section 1250 Depreciation Recapture for Real Property 11-14

Other Provisions Affecting the Rate at Which Gains Are Taxed 11-15

Unrecaptured §1250 Gain for Individuals 11-15

Characterizing Gains on the Sale of Depreciable Property to Related Persons 11-16

Calculating Net §1231 Gains or Losses 11-17

Section 1231 Look-Back Rule 11-17

Gain or Loss Summary 11-20

Tax-Deferred Transactions 11-24

Like-Kind Exchanges 11-24

Definition of Like-Kind Property 11-24

Property Use 11-25

Timing Requirements for a Like-Kind Exchange 11-25

Tax Consequences When Like-Kind Property Is Exchanged Solely for Like-Kind Property

11-26

Tax Consequences of Transfers Involving Like-Kind and Non-Like-Kind Property (Boot)

11-27

Reporting Like-Kind Exchanges 11-29

Involuntary Conversions 11-29

Installment Sales 11-31

Gains Ineligible for Installment Reporting 11-33

Other Tax-Deferred Provisions 11-34

Related-Person Loss Disallowance Rules 11-34

Conclusion 11-35

12 Compensation

Salary and Wages 12-2

Employee Considerations for Salary and Wages 12-2

Tax Withholding 12-2

Employer Considerations for Salary and Wages 12-2

Deductibility of Salary and Wage Payments 12-2

Equity-Based Compensation 12-7

Stock Options 12-9

Employee Tax Considerations for Stock Options 12-10

Employer Tax Considerations for Stock Options 12-14

Restricted Stock 12-16

Employee Tax Considerations for Restricted Stock 12-17

Employer Tax Considerations for Restricted Stock 12-19

Qualified Equity Grants 12-20

Equity-Based Compensation Summary 12-20

Fringe Benefits 12-21

Page xxxii

Taxable Fringe Benefits 12-21

Employee Considerations for Taxable Fringe Benefits 12-22

Employer Considerations for Taxable Fringe Benefits 12-24

Nontaxable Fringe Benefits 12-25

Group-Term Life Insurance 12-26

Health and Accident Insurance and Benefits 12-27

Meals 12-27

Employee Educational Assistance 12-28

Dependent-Care Benefits 12-28

No-Additional-Cost Services 12-28

Qualified Employee Discounts 12-29

Working Condition Fringe Benefits 12-30

De Minimis Fringe Benefits 12-30

Qualified Transportation Fringe Benefits 12-30

Cafeteria Plans and Flexible Spending Accounts 12-31

Employee and Employer Considerations for Nontaxable Fringe Benefits 12-31

Tax Planning with Fringe Benefits 12-31

Fringe Benefits Summary 12-33

Conclusion 12-34

13 Retirement Savings and Deferred Compensation

Employer-Provided Qualified Plans 13-3

Defined Benefit Plans 13-3

Vesting 13-4

Distributions 13-5

Nontax Considerations 13-5

Defined Contribution Plans 13-6

Employer Matching 13-7

Contribution Limits 13-7

Vesting 13-8

After-Tax Cost of Contributions to Traditional (non-Roth) Defined Contribution Plans 13-9

Distributions from Traditional Defined Contribution Plans 13-9

After-Tax Rates of Return for Traditional Defined Contribution Plans 13-12

Roth 401(k) Plans 13-13

Comparing Traditional Defined Contribution Plans and Roth 401(k) Plans 13-15

Nonqualified Deferred Compensation Plans 13-15

Nonqualified Plans versus Qualified Defined Contribution Plans 13-16

Employee Considerations 13-16

Employer Considerations 13-18

Individually Managed Qualified Retirement Plans 13-19

Individual Retirement Accounts 13-19

Traditional IRAs 13-19

Deductible Contributions 13-19

Nondeductible Contributions 13-22

Distributions 13-22

Roth IRAs 13-23

Contributions 13-23

Distributions 13-24

Converting a Traditional IRA to a Roth IRA 13-25

Comparing Traditional and Roth IRAs 13-27

Self-Employed Retirement Accounts 13-28

Simplified Employee Pension (SEP) IRA 13-29

Nontax Considerations 13-30

Individual 401(k) Plans 13-30

Nontax Considerations 13-30

Saver’s Credit 13-32

Conclusion 13-33

14 Tax Consequences of Home Ownership

Is a Dwelling Unit a Principal Residence, Residence, or Nonresidence? 14-2

Personal Use of the Home 14-4

Exclusion of Gain on Sale of Personal Residence 14-4

Requirements 14-5

Home Mortgage Interest Deduction 14-8

Acquisition Indebtedness 14-9

Limitation on Acquisition Indebtedness 14-10

Points 14-13

Real Property Taxes 14-15

Rental Use of the Home 14-16

Residence with Minimal Rental Use 14-17

Residence with Significant Rental Use (Vacation Home) 14-18

Deducting Rental Expenses of Vacation Home 14-19

Nonresidence (Rental Property) 14-24

Losses on Rental Property 14-24

Business Use of the Home 14-26

Direct versus Indirect Expenses 14-28

Limitations on Deductibility of Expenses 14-29

Conclusion 14-32

15 Business Entities Overview

Business Entity Legal Classification and Nontax Characteristics 15-2

Legal Classification 15-2

Nontax Characteristics 15-2 Page xxxiii

Responsibility for Liabilities 15-3

Rights, Responsibilities, and Legal Arrangements among Owners 15-3

Business Entity Tax Classification 15-5

Business Entity Tax Characteristics 15-7

Taxation of Business Entity Income 15-7

The Taxation of Flow-Through Entity Business Income 15-8

Overall Tax Rate of C Corporation Income 15-18

Owner Compensation 15-23

Deductibility of Entity Losses 15-27

Other Tax Characteristics 15-31

Converting to Other Business Entity Types 15-31

Conclusion 15-35

16 Corporate Operations

Corporate Taxable Income Formula 16-2

Accounting Periods and Methods 16-2

Computing Corporate Taxable Income 16-3

Book–Tax Differences 16-3

Common Permanent Book–Tax Differences 16-4

Common Temporary Book–Tax Differences 16-5

Corporate-Specific Deductions and Associated Book–Tax Differences 16-10

Stock Options 16-10

Net Capital Losses 16-13

Net Operating Losses 16-14

Charitable Contributions 16-16

Dividends-Received Deduction 16-18

Taxable Income Summary 16-22

Corporate Income Tax Liability 16-23

Compliance 16-23

Consolidated Tax Returns 16-26

Corporate Tax Return Due Dates and Estimated Taxes 16-26

Conclusion 16-30

17 Accounting for Income Taxes

Accounting for Income Taxes and the Income Tax Provision Process 17-2

Why Is Accounting for Income Taxes So Complex? 17-3

Objectives of ASC 740 17-3

The Income Tax Provision Process 17-5

Calculating a Company’s Income Tax Provision 17-7

Step 1: Identify All Permanent and Temporary Differences and Tax Carryover Amounts and

Calculate the Current Income Tax Provision (ASC 740 Objective 1) 17-7

Permanent Differences 17-7

Temporary Differences and Tax Carryover Amounts 17-9

Calculate the Current Income Tax Expense or (Benefit) (ASC 740 Objective 1) 17-10

Step 2: Determine the Ending Balances in the Balance Sheet Deferred Tax Asset and

Liability Accounts (ASC 740 Objective 2) 17-12

Identifying Taxable and Deductible Temporary Differences 17-12

Taxable Temporary Difference 17-12

Deductible Temporary Difference 17-12

Step 3: Calculate the Deferred Income Tax Provision and the Total Income Tax Provision

17-17

Deferred Income Tax Provision 17-17

Total Income Tax Provision 17-18

Journal Entries 17-19

Determining Whether a Valuation Allowance Is Needed 17-20

Step 4: Evaluate the Need for a Valuation Allowance for Gross Deferred Tax Assets

17-20

Determining the Need for a Valuation Allowance 17-20

Future Reversals of Existing Taxable Temporary Differences 17-20

Taxable Income in Prior Carryback Year(s) 17-21

Expected Future Taxable Income Exclusive of Reversing Temporary Differences and

Carryovers 17-21

Tax Planning Strategies 17-21

Negative Evidence That a Valuation Allowance Is Needed 17-21

Valuation Allowance Journal Entries 17-21

Accounting for Uncertainty in Income Tax Positions 17-24

Step 5: Evaluate the Need for an Uncertain Tax Benefit Reserve 17-24

Application of ASC Topic 740 to Uncertain Tax Positions 17-25

Step 1: Recognition 17-25

Step 2: Measurement 17-25

Uncertain Tax Benefit Reserve Journal Entries 17-26

Subsequent Events 17-27

Interest and Penalties 17-28 Page xxxiv

Disclosures of Unrecognized Tax Benefits 17-28

Schedule UTP (Uncertain Tax Position Statement) 17-29

Financial Statement Disclosure and Computing a Corporation’s Effective Tax Rate 17-29

Balance Sheet Classification 17-29

Income Tax Footnote Disclosure 17-29

Computation and Reconciliation of the Income Tax Provision with a Company’s

Hypothetical Tax Provision (Effective Tax Rate Reconciliation) 17-31

Importance of a Corporation’s Effective Tax Rate 17-32

FASB Projects Related to Accounting for Income Taxes 17-33

Interim Period Effective Tax Rates 17-33

Conclusion 17-33

18 Corporate Taxation: Nonliquidating Distributions

Taxation of Property Distributions 18-2

Determining the Dividend Amount from Earnings and Profits 18-2

Overview 18-2

Computing Earnings and Profits 18-3

Nontaxable Income Included in Current E&P 18-4

Deductible Expenses That Do Not Reduce Current E&P 18-4

Nondeductible Expenses That Reduce Current E&P 18-4

Items Requiring Separate Accounting Methods for E&P Purposes 18-5

Ordering of E&P Distributions 18-6

Positive Current E&P and Positive Accumulated E&P 18-7

Positive Current E&P and Negative Accumulated E&P 18-10

Negative Current E&P and Positive Accumulated E&P 18-10

Negative Current E&P and Negative Accumulated E&P 18-11

Distributions of Noncash Property to Shareholders 18-12

Effect of Noncash Property Distributions on Taxable Income 18-13

Liabilities 18-13

Effect of Noncash Property Distributions on E&P 18-14

Stock Distributions 18-16

Tax Consequences to Shareholders Receiving a Stock Distribution 18-17

Nontaxable Stock Distributions 18-17

Taxable Stock Distributions 18-18

Stock Redemptions 18-18

The Form of a Stock Redemption 18-19

Redemptions That Reduce a Shareholder’s Ownership Interest 18-20

Redemptions That Are Substantially Disproportionate 18-20

Complete Redemption of the Stock Owned by a Shareholder 18-23

Redemptions That Are Not Essentially Equivalent to a Dividend 18-24

Tax Consequences to the Distributing Corporation 18-26

Partial Liquidations 18-26

Conclusion 18-27

19 Corporate Formation, Reorganization, and Liquidation

Review of the Taxation of Property Dispositions 19-2

Tax-Deferred Transfers of Property to a Corporation 19-3

Transactions Subject to Tax Deferral 19-4

Meeting the Section 351 Tax Deferral Requirements 19-4

Section 351 Applies Only to Transferors of Property to the Corporation 19-4

The Property Transferred to the Corporation Must Be Exchanged for Stock of the

Corporation 19-5

The Transferor(s) of Property to the Corporation Must Control the Corporation

Immediately after the Transfer 19-5

Tax Consequences When a Shareholder Receives No Boot 19-7

Tax Consequences When a Shareholder Receives Boot 19-9

Assumption of Shareholder Liabilities by the Corporation 19-11

Tax-Avoidance Transactions 19-11

Liabilities in Excess of Basis 19-12

Tax Consequences to the Transferee Corporation 19-13

Other Issues Related to Incorporating an Ongoing Business 19-17

Depreciable Assets Transferred to a Corporation 19-17

Contributions to Capital 19-18

Section 1244 Stock 19-18

Taxable and Tax-Deferred Corporate Acquisitions 19-19

The Acquisition Tax Model 19-20

Tax Consequences to a Corporate Acquisition 19-22 Page xxxv

Taxable Acquisitions 19-22

Tax-Deferred Acquisitions 19-25

Judicial Doctrines That Underlie All Tax-Deferred Reorganizations 19-25

Continuity of Interest 19-25

Continuity of Business Enterprise 19-25

Business Purpose Test 19-25

Type A Asset Acquisitions 19-25

Forward Triangular Merger 19-28

Reverse Triangular Merger 19-29

Type B Stock-for-Stock Reorganizations 19-30

Complete Liquidation of a Corporation 19-32

Tax Consequences to the Shareholders in a Complete Liquidation 19-33

Tax Consequences to the Liquidating Corporation in a Complete Liquidation 19-34

Liquidating Distributions of Loss Property 19-34

Liquidating Distributions by a Controlled Subsidiary 19-37

Conclusion 19-37

20 Forming and Operating Partnerships

Flow-Through Entities Overview 20-2

Aggregate and Entity Concepts 20-2

Partnership Formations and Acquisitions of Partnership Interests 20-3

Acquiring Partnership Interests When Partnerships Are Formed 20-3

Contributions of Property 20-3

Contribution of Services 20-10

Organizational Expenditures, Start-Up Costs, and Syndication Costs 20-12

Acquisitions of Partnership Interests after Formation 20-13

Partnership Accounting: Tax Elections, Accounting Periods, and Accounting Methods

20-13

Tax Elections 20-14

Accounting Periods 20-14

Required Year-Ends 20-14

Accounting Methods 20-16

Reporting the Results of Partnership Operations 20-17

Ordinary Business Income (Loss) and Separately Stated Items 20-17

Guaranteed Payments 20-19

Self-Employment Tax 20-20

Limitation on Business Interest Expense 20-22

Deduction for Qualified Business Income 20-22

Page xxxvi

Net Investment Income Tax 20-23

Allocating Partners’ Shares of Income and Loss 20-23

Partnership Compliance Issues 20-24

Adjusting a Partner’s Tax Basis in Partnership Interest 20-28

Cash Distributions in Operating Partnerships 20-30

Loss Limitations 20-30

Tax-Basis Limitation 20-30

At-Risk Amount Limitation 20-31

Passive Activity Loss Limitation 20-32

Passive Activity Defined 20-32

Income and Loss Baskets 20-33

Excess Business Loss Limitation 20-35

Conclusion 20-36

21 Dispositions of Partnership Interests and Partnership Distributions

Basics of Sales of Partnership Interests 21-2

Seller Issues 21-2

Hot Assets 21-3

Buyer and Partnership Issues 21-7

Varying Interest Rule 21-8

Basics of Partnership Distributions 21-9

Operating Distributions 21-9

Operating Distributions of Money Only 21-9

Operating Distributions That Include Property Other Than Money 21-10

Liquidating Distributions 21-12

Gain or Loss Recognition in Liquidating Distributions 21-13

Basis in Distributed Property 21-13

Partner’s Outside Basis in an Interest Is Greater Than Inside Bases of Distributed Assets

21-14

Partner’s Outside Basis in an Interest Is Less Than Inside Bases of Distributed Assets

21-17

Character and Holding Period of Distributed Assets 21-21

Disproportionate Distributions 21-24

Special Basis Adjustments 21-26

Special Basis Adjustments for Dispositions 21-27

Special Basis Adjustments for Distributions 21-29

Conclusion 21-30

22 S Corporations

S Corporation Elections 22-2

Formations 22-2

S Corporation Qualification Requirements 22-2

S Corporation Election 22-3

S Corporation Terminations 22-5

Voluntary Terminations 22-5

Involuntary Terminations 22-6

Failure to Meet Requirements 22-6

Excess of Passive Investment Income 22-6

Short Tax Years 22-7

S Corporation Reelections 22-8

Operating Issues 22-8

Accounting Methods and Periods 22-8

Income and Loss Allocations 22-9

Separately Stated Items 22-10

Shareholder’s Basis 22-12

Initial Basis 22-12

Annual Basis Adjustments 22-13

Loss Limitations 22-14

Tax-Basis Limitation 22-14

At-Risk Amount Limitation 22-15

Post-Termination Transition Period Loss Limitation 22-15

Passive Activity Loss Limitation 22-16

Excess Business Loss Limitation 22-17

Self-Employment Income 22-17

Net Investment Income Tax 22-18

Fringe Benefits 22-18

Distributions 22-19

Operating Distributions 22-19

S Corporation with No C Corporation Accumulated Earnings and Profits 22-19

S Corporation with C Corporation Accumulated Earnings and Profits 22-20

Property Distributions 22-22

Post-Termination Transition Period Distributions 22-22

Liquidating Distributions 22-23

S Corporation Taxes and Filing Requirements 22-24

Built-in Gains Tax 22-24

Excess Net Passive Income Tax 22-26

LIFO Recapture Tax 22-27

Estimated Taxes 22-28

Filing Requirements 22-28

Comparing C and S Corporations and Partnerships 22-31

Conclusion 22-32

23 State and Local Taxes

State and Local Taxes 23-2

Sales and Use Taxes 23-5

Sales Tax Nexus 23-5

Sales Tax Liability 23-7

Income Taxes 23-9

Income Tax Nexus 23-10

Economic Presence 23-11

Protection under Public Law 86-272 23-11

Entities Included on Income Tax Return 23-15

Separate Tax Returns 23-15

Unitary Tax Returns 23-16

State Taxable Income 23-17

Dividing State Tax Base among States 23-19

Business Income 23-20

Nonbusiness Income 23-25

State Income Tax Liability 23-25

Nonincome-Based Taxes 23-26

Conclusion 23-27

24 The U.S. Taxation of Multinational Transactions

The U.S. Framework for Taxing Multinational Transactions 24-2

U.S. Taxation of a Nonresident 24-3

Definition of a Resident for U.S. Tax Purposes 24-4

Overview of the U.S. Foreign Tax Credit System 24-5

U.S. Source Rules for Gross Income and Deductions 24-6

Source-of-Income Rules 24-7

Interest 24-7

Dividends 24-8

Compensation for Services 24-8

Rents and Royalties 24-9

Gain or Loss from Sale of Real Property 24-9

Gain or Loss from Sale of Purchased Personal Property 24-10

Gross Income from Sale of Manufactured Inventory 24-10

Source-of-Deduction Rules 24-10

General Principles of Allocation and Apportionment 24-10

Special Apportionment Rules 24-11

Operating Abroad through a Foreign Corporation 24-15

Foreign-Derived Intangible Income 24-16

Treaties 24-16 Page xxxvii

Foreign Tax Credits 24-19

FTC Limitation Categories of Taxable Income 24-19

Passive Category Income 24-19

Foreign Branch Income 24-19

GILTI Income 24-19

General Category Income 24-19

Creditable Foreign Taxes 24-20

Direct Taxes 24-20

In Lieu of Taxes 24-20

Planning for International Operations 24-21

Check-the-Box Hybrid Entities 24-22

U.S. Anti-Deferral Rules 24-24

Definition of a Controlled Foreign Corporation 24-24

Definition of Subpart F Income 24-25

Planning to Avoid Subpart F Income 24-27

Global Intangible Low-Taxed Income 24-29

Base Erosion and Profit-Shifting Initiatives around the World 24-30

Conclusion 24-31

25 Transfer Taxes and Wealth Planning

Introduction to Federal Transfer Taxes 25-2

Beginnings 25-2

Common Features of Integrated Transfer Taxes 25-2

The Federal Gift Tax 25-4

Transfers Subject to Gift Tax 25-5

Valuation 25-7

The Annual Exclusion 25-9

Taxable Gifts 25-10

Gift-Splitting Election 25-10

Marital Deduction 25-10

Charitable Deduction 25-12

Computation of the Gift Tax 25-12

Tax on Current Taxable Gifts 25-13

Applicable Credit 25-14

The Federal Estate Tax 25-17

The Gross Estate 25-17

Specific Inclusions 25-19

Valuation 25-21

Gross Estate Summary 25-22

The Taxable Estate 25-23

Administrative Expenses, Debts, Losses, and State Death Taxes 25-23

Marital and Charitable Deductions 25-24

Computation of the Estate Tax 25-25

Adjusted Taxable Gifts 25-25

Applicable Credit 25-27

Wealth Planning Concepts 25-30

The Generation-Skipping Tax 25-30

Income Tax Considerations 25-30

Transfer Tax Planning Techniques 25-31

Serial Gifts 25-31

Step-Up in Tax Basis 25-31

Integrated Wealth Plans 25-33

Conclusion 25-34

Appendix A Tax Forms A-1

Appendix B Tax Terms Glossary B-1

Appendix C Tax Rates C-1

Code Index CI-1

Subject Index SI-1

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