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Contents at a Glance

Introduction...1

Part I: Getting Ready to File ...5

Chapter 1: Understanding the U.S. Tax System ...7

Chapter 2: Tax Return Preparation Options and Tools ...19

Chapter 3: Getting and Staying Organized ...29

Chapter 4: No Form Fits All (Or, What Kind of Taxpayer Are You?) ...41

Part II: Tackling the Various Forms...63

Chapter 5: Easy Filing: 1040EZ and 1040A...65

Chapter 6: Form 1040: Income Stuff ...85

Chapter 7: Form 1040, Part II: Adjustments to Income Stuff...117

Chapter 8: The Rest of the 1040 ...137

Part III: Filling Out Schedules and Other Forms...161

Chapter 9: Itemized Deductions: Schedule A...163

Chapter 10: Interest and Dividend Income: Schedule B (1040), Schedule 1 (1040A) ...203

Chapter 11: Business Tax Schedules: C, C-EZ, and F...217

Chapter 12: Capital Gains and Losses: Schedule D ...249

Chapter 13: Supplemental Income and Loss: Schedule E ...273

Chapter 14: Giving Credits Where Credits Are Due ...285

Chapter 15: Other Schedules and Forms to File...299

Part IV: Audits and Errors: Dealing with the IRS...315

Chapter 16: The Dreaded Envelope: IRS Notices, Assessments, and Audits ...317

Chapter 17: Fixing Mistakes the IRS Makes...337

Chapter 18: Fixing Your Own Mistakes ...353

Part V: Year-Round Tax Planning...375

Chapter 19: Tax-Wise Personal Finance Decisions...377

Chapter 20: Reducing Taxes with Retirement Accounts ...385

Chapter 21: Small Businesses and Tax Planning ...405

Chapter 22: Your Investments and Taxes...419

Chapter 23: Real Estate and Taxes ...435

Chapter 24: Children and Taxes ...451

Chapter 25: Estate Planning ...463

Part VI: The Part of Tens...473

Chapter 26: Ten Tips for Reducing Your Chances of Being Audited...475

Chapter 27: Ten (or So) Often-Overlooked Tax-Reduction Opportunities...479

Chapter 28: Ten (Plus One) Tax Tips for Military Members (and Their Families)...483

Chapter 29: Ten Interview Questions for Tax Advisors...487

Glossary ...491

Index...507

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Contents

Introduction ...1

What’s New in This Edition...1

Why Buy This Tax Book?...2

Your Tax Road Map ...2

Part I: Getting Ready to File ...2

Part II: Tackling the Various Forms ...3

Part III: Filling Out Schedules and Other Forms ...3

Part IV: Audits and Errors: Dealing with the IRS ...3

Part V: Year-Round Tax Planning...3

Part VI: The Part of Tens ...3

Glossary...4

Icons Used in This Book...4

Part I: Getting Ready to File...5

Chapter 1: Understanding the U.S. Tax System ...7

Figuring Out the U.S. Tax System ...8

You can reduce your taxes...9

Beyond April 15: What you don’t know can cost you...9

Understanding Your Income Tax Rates ...11

Total taxes ...11

Your marginal income tax rate ...12

Chapter 2: Tax Return Preparation Options and Tools ...19

Preparing Your Own Return...19

Using IRS Publications...20

Perusing Tax-Preparation and Advice Guides ...21

Buying Software...21

Accessing Internet Tax Resources ...22

Internal Revenue Service...22

Directories...23

Research ...23

Tax preparation sites ...23

Hiring Help ...24

Deciding whether you really need a preparer ...24

Preparers ...25

Enrolled agents (EAs) ...25

Certified public accountants (CPAs)...26

Tax attorneys ...27

Finding Tax Preparers and Advisors...27

Chapter 3: Getting and Staying Organized ...29

Keeping Good Records ...30

Ensuring a complete and accurate tax return ...30

Setting up a recordkeeping system...31

Tracking tax information on your computer ...32

Deciding when to stash and when to trash...33

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Reconstructing Missing Tax Records ...33

Property received by inheritance or gift...34

Securities received by inheritance or gift ...36

Improvements to a residence ...37

Casualty losses ...37

Business records ...38

Requesting Copies of Lost Tax Returns ...38

Understanding the Cohan Rule ...39

Chapter 4: No Form Fits All (Or, What Kind of Taxpayer Are You?) ...41

What Rendition of 1040 Shall We Play? ...41

Form 1040EZ...42

Form 1040A (the short form) ...42

Form 1040 (the long form) ...43

Choosing a Filing Status ...43

Single...43

Married filing jointly ...44

Married filing separately ...45

Head of household ...48

Qualifying widow(er) with dependent child ...50

Figuring Personal and Dependent Exemptions ...51

Personal exemptions ...51

Dependent exemptions...52

Securing Social Security Numbers for Dependents ...55

Filing for children and other dependents ...55

Defining Who Is a Qualifying Child ...56

Age test ...56

Relationship test...57

Residency test...57

Support test ...57

Filing a Return for a Deceased Taxpayer...57

Must I File? ...58

When to file ...59

If you don’t file ...60

Where to file...60

How to file ...60

A Final Bit of Advice...61

Part II: Tackling the Various Forms ...63

Chapter 5: Easy Filing: 1040EZ and 1040A...65

Who Can File a 1040EZ?...65

Filling Out a 1040EZ ...66

Line 1: Total wages, salaries, and tips ...67

Line 2: Taxable interest income of $1,500 or less...67

Line 3: Unemployment compensation and Alaska Permanent Fund dividends ...67

Line 4: Adjusted gross income...67

Line 5: Deductions and exemptions...67

Line 6: Taxable income ...68

Line 7: Federal income tax withheld ...68

Line 8a: Earned income credit (EIC) ...68

Line 8b: Nontaxable combat pay election...69

Line 9: Credit for federal telephone excise tax paid ...69

Line 10: Total payments...69

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Line 12a: Refund time!...70

Line 13: Amount you owe ...70

Finishing up...71

Who Can File a 1040A?...72

Completing Form 1040A ...72

Line 6: Exemptions through line 9b: Qualified dividends ...72

Line 10: Capital gain distributions ...73

Lines 11a and 11b: Total IRA distributions ...74

Lines 12a and 12b: Total pensions and annuities...74

Line 13: Unemployment compensation, Alaska Permanent Fund dividends, and jury duty fees...74

Lines 14a and 14b: Social Security benefits ...75

Line 15: Total income ...76

Line 16: Penalty on early withdrawal of savings ...76

Line 17: Your (and your spouse’s) IRA deduction...76

Line 18: Student loan interest deduction ...76

Line 19: Jury duty pay you gave your employer ...77

Line 20: Total adjustments ...77

Line 21: Adjusted gross income...77

Line 22: Successful transcription of adjusted gross income to back of Form 1040A ...77

Lines 23a and 23b: Standard deduction questions ...77

Line 24: Standard deduction ...78

Line 25: IRS subtraction quiz ...78

Line 26: Total number of exemptions times $3,300...78

Line 27: Taxable income ...78

Line 28: Find your tax...79

Line 29: Credit for child and dependent care expenses ...79

Line 30: Credit for the elderly or the disabled...79

Line 31: Education credits...79

Line 32: Retirement contributions credit ...80

Line 33: Child tax credit...80

Line 34: Total credits...80

Line 35: Another IRS subtraction problem...80

Line 36: Advance earned income payments ...80

Line 37: Total tax ...81

Line 38: Total federal income tax withheld ...81

Line 39: 2006 estimated tax payments and amount applied from 2005 return...81

Line 40a and 40b: Earned income credit and nontaxable combat pay election ...81

Line 41: Additional child tax credit ...82

Line 42: Credit for federal telephone excise tax paid ...82

Line 43: Total payments...82

Line 44: We smell refund!...82

Lines 45a and 46: What to do with your refund...83

Lines 45b–d: Direct deposit of your refund...83

Line 47: Amount you owe ...83

Line 48: Estimated tax penalty...83

Final Instructions ...84

Chapter 6: Form 1040: Income Stuff ...85

Lines 6a–6d: Exemptions...85

Lines 7–22: Income...86

Line 7: Wages, salaries, tips...86

What those W-2 boxes mean...87

Line 8a: Taxable interest income...90

Line 8b: Tax-exempt interest...90

Line 9a: Ordinary dividends income...90

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Line 9b: Qualified dividends ...91

Line 10: Taxable refunds, credits, or offsets of state and local income taxes ...91

Line 11: Alimony received (by you) ...93

Line 12: Business income (or loss) ...93

Line 13: Capital gain (or loss) ...93

Line 14: Other gains (or losses)...94

Lines 15a and 15b: Total IRA distributions ...94

Distributions before 591⁄2...97

Transfers pursuant to divorce...98

Inherited IRAs ...98

Surviving spouse ...99

Beneficiary other than a surviving spouse ...100

Withdrawal of nondeductible contributions ...101

Loss on an IRA ...101

Lines 16a and 16b: Total pensions and annuities...101

Line 17: Rental real estate, royalties, partnerships, S Corporations, trusts ...108

Line 18: Farm income (or loss) ...108

Line 19: Unemployment compensation ...108

Lines 20a and 20b: Social Security benefits ...109

Line 21: Other income...113

Line 22: Your total income...116

Chapter 7: Form 1040, Part II: Adjustments to Income Stuff ...117

Adjusted Gross Income (AGI) ...117

Line 23: Archer MSA (Medical Savings Account) deduction ...118

Line 24: Certain business expenses of reservists, performing artists, and fee-basis government officials ...119

Line 25: Health Savings Account Deduction (Form 8889) ...120

Line 26: Moving expenses (Form 3903) ...120

Line 27: One-half of self-employment tax ...121

Line 28: Self-employed SEP, SIMPLE, and qualified plans...121

Line 29: Self-employed health insurance deduction ...124

Line 30: Penalty for early withdrawal of savings...124

Lines 31a and b: Alimony paid...125

Line 32: You and your spouse’s IRA deduction ...127

Your spouse’s IRA deduction ...132

Line 33: Student loan interest deduction ...133

Line 34: Jury pay returned to your employer ...135

Line 35: Domestic production activities deduction (Form 8903)...135

Line 36: Total adjustments ...136

Line 37: Adjusted gross income...136

Chapter 8: The Rest of the 1040 ...137

Tax and Credits...137

Line 38: Adjusted gross income...137

Line 39a...138

Line 39b ...138

Line 40: Itemized deductions (from Schedule A) or your standard deduction ...138

Line 41: Subtract line 40 from line 38...139

Line 42: Exemptions ...139

Line 43: Taxable income ...140

Line 44: Tax ...140

Capital gains and qualified dividends tax worksheet ...142

Line 45: Alternative Minimum Tax (Form 6251) ...144

Line 46: Add lines 44 and 45...146

Credits: Lines 47 to 55 ...146

Line 47: Foreign tax credit (Form 1116)...146

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Line 49: Credit for the elderly or the disabled (Schedule R) ...147

Line 50: Education credits (Form 8863)...147

Line 51: Retirement savings contributions credit ...149

Line 52: Residential energy credits (Form 5695) ...149

Line 53: Child tax credit...150

Line 54: Form 8396, Form 8839, and Form 8859...150

Line 55: Other credits ...151

Line 56: Total credits...152

Line 57: Subtract line 56 from line 46...152

Other Taxes...152

Line 58: Self-employment tax (Schedule SE) ...153

Line 59: Social Security and Medicare tax on unreported tip income (Form 4137)...153

Line 60: Tax on IRAs, other retirement plans, and other tax-favored accounts (Form 5329) ...153

Line 61: Advance earned income credit payments ...154

Line 62: Household employment taxes (Schedule H)...154

Line 63: IRS pop quiz...154

Payments...154

Line 64: Federal income tax withheld ...154

Line 65: Estimated tax payments...155

Line 66a and 66b: Earned income credit (EIC) and nontaxable combat pay election...155

Line 67: Excess Social Security and RRTA tax withheld ...156

Line 68: Additional child tax credit (Form 8812)...156

Line 69: Amount paid with extension request (Form 4868)...156

Line 70: Other payments ...156

Line 71: Credit for federal telephone excise tax paid ...157

Line 72: Total payments...157

Refund or Amount You Owe ...157

Line 73: The amount that you overpaid ...157

Line 74a: Amount that you want refunded to you...158

Line 75: Amount of line 73 you want applied to your 2007 estimated tax ...159

Line 76: The gosh darn AMOUNT YOU OWE line ...159

Line 77: Estimated tax penalty (Form 2210) ...159

Finishing Up ...160

Part III: Filling Out Schedules and Other Forms ...161

Chapter 9: Itemized Deductions: Schedule A ...163

The Standard Deduction ...163

Older than 65 or blind...164

Standard deduction for dependents ...164

Itemized Deductions ...165

Separate returns and limits on deductions...166

But if you change your mind...167

Lines 1–4: Medical and Dental Costs ...167

Medical and dental expense checklist...167

Deductible travel costs...171

Special medical expense situations ...171

Meals and lodging ...172

Insurance premiums ...172

Reimbursements and damages ...173

Special schooling...173

Nursing home...173

Improvements to your home ...174

Figuring your medical and dental deduction...174

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Lines 5–9: Taxes You Paid ...174

Line 5: State and local income taxes ...175

Line 6: Real estate taxes ...175

When you buy or sell real estate...175

The downside of property tax refunds and rebates ...176

Line 7: Personal property taxes...176

Line 8: Other taxes (foreign income taxes) ...177

Lines 10–14: Interest You Paid ...177

Lines 10–11: Home mortgage interest and points reported to you on Form 1098 ...178

Line 12: Points not reported to you on Form 1098...181

Line 13: Investment interest...181

Lines 15–18: Gifts to Charity ...182

Qualifying charities ...182

Nonqualifying charities ...183

Contributions of property ...184

Charitable deduction limits ...186

Line 17: (For the world’s great humanitarians) ...187

Line 19: Casualty and Theft Losses...187

Victims of terrorist attacks or military action...188

Do you have a deductible loss? ...189

Figuring the loss ...189

Lines 20–26: Job Expenses and Most Other Miscellaneous Deductions...191

Line 20: Unreimbursed employee expenses ...191

Line 21: Tax preparation fees...198

Line 22: Other expenses — investment,safe-deposit box, and so on ...199

Lines 23–26: Miscellaneous math ...200

Line 27: Other Miscellaneous Deductions ...200

Line 28: Total Itemized Deductions...201

Chapter 10: Interest and Dividend Income:

Schedule B (1040), Schedule 1 (1040A)...203

Part I, Lines 1–4: Interest Income ...205

Understanding Form 1099-INT ...205

Completing lines 1–4 ...206

Interest-free loans...211

Part II, Lines 5–6: Dividend Income...212

Line 5: Name, payer, and amount ...212

Line 6: Total dividends...212

Your 1099-DIV: Decoding those boxes ...213

Reduced tax rates on dividends ...214

Part III, Lines 7–8: Foreign Accounts and Trusts...215

Chapter 11: Business Tax Schedules: C, C-EZ, and F ...217

Schedule C-EZ ...217

Schedule C ...218

Basic Information (A–E) ...219

Accounting Method Stuff (F–H)...219

Part I, Lines 1–7: Income ...220

Line 1: Gross receipts or sales...220

Line 2: Returns and allowances ...221

Line 3: Subtraction quiz...221

Line 4: Cost of goods sold ...221

Line 5: Gross profit ...222

Line 6: Other income...222

Line 7: Gross income...222

Part II, Lines 8–27: Expenses...222

Line 8: Advertising ...223

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Line 10: Commissions and fees...225

Line 11: Contract labor ...225

Line 12: Depletion...226

Line 13: Depreciation ...226

Line 14: Employee benefit programs ...235

Line 15: Insurance (other than health)...235

Line 16a: Mortgage interest...235

Line 16b: Other interest...235

Line 17: Legal and professional services...236

Line 18: Office expense ...236

Line 19: Pension and profit-sharing plans ...236

Lines 20a and b: Rent or lease ...236

Line 21: Repairs and maintenance ...237

Line 22: Supplies...238

Line 23: Taxes and licenses ...238

Lines 24a–b: Travel, meals, and entertainment...238

Line 25: Utilities ...238

Line 26: Wages...238

Line 27: Other expenses ...239

Line 28: Total expenses...239

Line 29: Tentative profit (loss)...239

Line 30: Form 8829...239

Line 31: Net profit (or loss) ...239

Lines 32a and b: At-risk rules...239

Start-up expenses ...240

Operating Loss ...240

Schedule F: Profit or Loss from Farming ...241

Figuring out Schedule F ...242

Identifying tax issues specific to farmers...246

Chapter 12: Capital Gains and Losses: Schedule D...249

Collectibles and Real Estate ...249

What Part of Schedule D?...250

Schedule D: Columns ...250

Calculating Your Adjusted Basis ...252

What’s the starting point? ...253

Part I, Lines 1–7a and b: Short-Term Capital Gains and Losses — Assets Held One Year or Less ...255

Line 2: Enter your short-term totals, if any, from Schedule D-1, Line 2 ...255

Line 3: Total short-term sales price amounts ...255

Line 4: Short-term gain from Form 6252, and short-term gain or <loss> from Forms 4684, 6781, and 8824...255

Line 5: Net short-term gain or <loss> from partnerships, S Corporations, estates, and trusts from Schedule(s) K-1...256

Line 6: Short-term capital loss carry-over...256

Line 7: Net short-term gain or <loss>...256

Part II, Lines 8–15: Long-Term Capital Gains and Losses — Assets Held More than One Year...256

Line 8: Columns (a), (b), (c), (d), (e), and (f) ...256

Line 9: Enter your long-term totals, if any, from Schedule D-1, Line 9...257

Line 10: Total long-term sales price amounts ...257

Line 11: Gain from Form 4797, Part I; long-term gain from Forms 2439 and 6252; and long-term gain or <loss> from Forms 4684, 6781, and 8824 ...257

Line 12: Net long-term gain or <loss> from partnerships, S Corporations, estates, and trusts from Schedule(s) K-1...259

Line 13: Capital gain distributions ...259

Line 14: Long-term capital loss carry-over...259

Line 15: Combine lines 8–14 in column (f) ...260

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Part III, Lines 16-22: Summary of Parts I and II ...260

Line 16: Combine lines 7 and 15 ...260

Line 17: Comparing lines 15 and 16...260

Line 18: 28 percent gains ...260

Line 19: 25 percent gains ...260

Line 20...260

Line 21: Capital losses...261

Line 22: Qualified dividends...261

Using Schedule D When You Sell Your Home ...261

Computing your profit ...264

Reporting a profit that exceeds the exclusion ...265

Following the home office and rental rules...265

Use Schedule D for Other Issues Involving Stocks (Worthless and Otherwise) ...266

Worthless securities ...266

Wash sales ...267

Small business stock...267

Stock options ...267

Short sales...269

Stock for services ...270

Appreciated employer securities ...270

Using Schedule D for Nonbusiness Bad Debts ...271

Day traders...271

Mark-to-market traders ...272

Chapter 13: Supplemental Income and Loss: Schedule E ...273

Part I: Income or Loss from Rental Real Estate and Royalties ...273

Line 1: Kind and location of each real estate property ...274

Line 2: Vacation home questions...274

Lines 3–4: Income ...274

Lines 5–18: Expenses ...274

Lines 19–26 ...276

IRS math quiz ...279

The tax shelter rules ...279

Part II: Income or Loss from Partnerships and S Corporations ...280

Line 27: The at-risk and other tax shelter rules ...281

Lines 28–32: Name . . . and so on! ...281

Part III: Income or Loss from Estates and Trusts...282

Lines 33–37: Name . . . and so on! ...283

Part IV: Lines 38–39: Income or Loss from Real Estate Mortgage Investment Conduits (REMIC)...283

Part V: Summary ...283

Chapter 14: Giving Credits Where Credits Are Due...285

Child- and Dependent-Care Expenses: Form 2441 (1040) and Schedule 2 (1040A) ...286

Parts I and II ...287

Part III...288

Credit for the Elderly or the Disabled: Schedule R (1040) and Schedule 3 (1040A)...288

Education Credits (Form 8863) ...289

Child Tax Credit...290

Retirement Savings Contributions Credit (Form 8880) ...291

Residential Energy Credits (Form 5695)...291

Adoption Credit (Form 8839)...292

Understanding the adoption credit and exclusion rules ...292

Figuring out Form 8839 ...293

Alternative Motor Vehicle Credit (Form 8910) ...294

Earned Income Credit (EIC) ...294

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Chapter 15: Other Schedules and Forms to File ...299

Estimated Tax for Individuals (Form 1040-ES) ...299

Calculating your Safe Harbor estimated tax payments ...299

Completing and filing your Form 1040-ES ...300

Moving Expenses (Form 3903) ...301

Nondeductible IRAs (Form 8606)...303

Part I: Traditional IRAs ...303

Part II: Conversions from traditional IRAs to Roth IRAs ...305

Part III: Distributions from Roth IRAs ...305

Forms 8615 and 8814, the Kiddie Tax ...306

Form 8829, Expenses for Business Use of Your Home ...307

Measuring your home office ...308

Figuring your allowable home office deduction...309

Determining your home office’s depreciation allowance...309

Deducting what’s left ...310

Form W-4, Employee Withholding ...310

Household Employment Taxes: Schedule H (the Nanny Tax) ...311

Schedule SE: Self-Employment Tax Form ...313

Part IV: Audits and Errors: Dealing with the IRS ...315

Chapter 16: The Dreaded Envelope: IRS Notices, Assessments, and Audits ...317

Finding Strength in Numbers...317

Understanding the IRS Notice Process...318

Receiving your typical notice ...318

Deciphering a notice ...319

Assessing Assessment Notices...320

General assessment notices — the CP series forms and other notices...321

Income verification notice — Form CP-2501...321

Request for your tax return — Forms CP-515 and CP-518 ...322

We are proposing changes to your tax return — CP-2000 ...323

Backup withholding notice ...323

Federal tax lien notice — Form 668(F) ...323

Collection Due Process Hearing...324

Property levy notice — Form 668-A(c)...324

Wage levy notice — Form 668-W(c) ...325

Handling Nonassessment Notices...326

Paying interest on additional tax ...326

Receiving a delinquent tax return notice ...327

What You Must Know about Audits...327

Surviving the Four Types of Audits ...328

Office audits ...328

Field audits...329

Correspondence audits ...330

Random statistical audits...331

Questioning Repetitive Audits...331

Getting Ready for an Audit...331

Winning Your Audit...333

Understanding the Statute of Limitations on Audits ...333

Extending the statute of limitations...334

The statute of limitations on tax collection is . . . ...334

Appealing the results of an audit ...335

Receiving a Statutory Notice of Deficiency...335

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Chapter 17: Fixing Mistakes the IRS Makes...337

Pointing the Finger: Common IRS Flubs ...337

Fixing IRS Mistakes: Just the Facts, Ma’am...339

Sending a Simple Response to a Balance Due Notice...340

Sending Generic Responses to Generic Notices ...341

Misapplied payments...341

Misunderstood due date ...341

Wrong income ...343

Exempt income ...343

Double-counted income ...343

Lost return...344

Lost check ...344

Tax assessed after statute of limitations...345

Partially corrected error ...345

Erroneous refund...345

Data processing error ...346

Incorrect 1099 ...346

Wrong year ...346

Never received prior notices ...346

Getting Attention When the IRS Ignores You ...347

Getting to know your local Taxpayer Advocate ...347

Meeting the criteria for a Taxpayer Advocate case ...347

Contacting the local Taxpayer Advocate ...348

Finding Your Refund When It Doesn’t Find You ...348

How to locate your refund ...349

Uncashed refund checks ...349

Interest on refunds ...350

Refunds and estimated tax payments ...350

Joint refunds ...350

Joint estimated payments ...350

Deceased taxpayer ...350

Statute of limitations...350

Protective claims...351

Refund offset program ...351

Chapter 18: Fixing Your Own Mistakes ...353

Amending a Return ...353

More expenses than income (net operating losses)...354

The tax benefit rule ...355

When You Can’t Pay Your Taxes ...355

Requesting an installment agreement ...356

Making an offer ...358

Declaring bankruptcy ...359

Planning ahead to avoid these problems ...360

Abating a Penalty ...360

The Internal Revenue Manual (IRM) ...360

Court cases that define reasonable cause ...361

Excuses that won’t fly...362

IRS rulings and announcements ...363

Penalty appeals...364

Abating Interest ...366

When interest is incorrectly charged ...366

Erroneous refunds...366

IRS delays ...367

When the IRS doesn’t send a bill ...368

When the IRS sends a bill ...368

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Protecting Yourself with Innocent Spouse Relief ...368

Getting innocent spouse relief: Determining if you’re eligible under the new rules ...369

Receiving relief by separation of liability...370

Obtaining equitable relief...370

Additional innocent spouse rules ...371

The Taxpayer Bill of Rights...371

The Taxpayer Bill of Rights — Parts 2 and 3 ...372

Part V: Year-Round Tax Planning ...375

Chapter 19: Tax-Wise Personal Finance Decisions ...377

Taxing Mistakes ...378

Seeking advice after a major decision ...378

Failing to withhold enough taxes ...378

Overlooking legal deductions ...379

Passing up retirement accounts ...379

Ignoring tax considerations when investing...379

Not buying a home ...379

Ignoring the financial aid tax system ...380

Neglecting the timing of events you can control ...380

Not using tax advisors effectively ...381

Comprehending the Causes of Bad Tax Decisions...381

“Financial planners” and brokers’ advice ...381

Advertising ...382

Advice from publications ...382

Overspending...383

Financial illiteracy ...383

Chapter 20: Reducing Taxes with Retirement Accounts...385

Identifying Retirement Account Benefits ...385

Contributions are (generally) tax-deductible ...386

Special tax credit for lower-income earners ...386

Tax-deferred compounding of investment earnings ...386

Don’t go overboard ...388

Naming the Types of Retirement Accounts ...388

Employer-sponsored plans ...389

Self-employed plans ...390

Individual Retirement Accounts (IRAs)...392

Annuities...396

Taxing Retirement Account Decisions ...397

Prioritizing retirement contributions ...397

Transferring existing retirement accounts ...397

Taking money out of retirement accounts ...398

Chapter 21: Small Businesses and Tax Planning ...405

Organizing Your Business Accounting ...405

Leave an “audit” trail ...407

Separate business from personal finances ...407

Keep current on income and payroll taxes ...407

Minimizing Your Small-Business Taxes ...408

Depreciation versus deduction ...409

Cars ...410

Travel, meal, and entertainment expenses ...410

Home alone or outside office space? ...410

Independent contractors versus employees ...411

Insurance and other benefits...412

Retirement plans ...413

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To Incorporate or Not to Incorporate ...413

Liability protection...413

Corporate taxes ...414

S Corporations ...415

Limited liability companies (LLCs) ...416

Other incorporation issues ...416

Where to get advice ...416

Investing in Someone Else’s Business ...417

Buying or Selling a Business ...417

Chapter 22: Your Investments and Taxes...419

Tax-Reducing Investment Techniques...419

Buy and hold for “long-term” capital gains...420

Pay off high-interest debt ...420

Fund your retirement accounts...421

Use tax-free money market and bond funds ...421

Invest in tax-friendly stock mutual funds...423

Tax-Favored Investments to Avoid ...425

Limited partnerships ...425

Cash-value life insurance...426

Load mutual funds and the like ...427

Annuities ...428

Selling Decisions ...429

Selling selected shares...429

Selling securities with (large) capital gains ...430

Selling securities at a loss ...431

Mutual funds and the average cost method ...431

Stock options and taxes ...432

Selling securities whose costs are unknown ...433

Chapter 23: Real Estate and Taxes ...435

Surveying Real Estate Tax Breaks ...435

Mortgage interest and property tax write-offs ...436

Home ownership capital gains exclusion...437

Home office deductions...437

Purchasing Your Humble Home ...437

Exploring the tax savings in home ownership ...438

Deciding how much to spend on a home ...439

Tracking your home expenditures ...440

Reporting revenue if you sometimes rent...441

Making Tax-Wise Mortgage Decisions ...441

15-year or 30-year mortgage?...442

How large a down payment? ...443

Refinancing decisions and taxes ...444

Selling Your House ...445

Not wanting to sell at a loss ...445

Converting a home into rental property ...446

House sales, taxes, and divorce ...446

Investing in Real Estate ...446

Deciding whether real estate investing is for you...447

Enjoying rental property tax breaks ...447

Chapter 24: Children and Taxes ...451

Bringing Up Baby ...451

Getting Junior a Social Security number ...451

Childcare tax goodies ...452

(15)

Education Tax Breaks and Pitfalls...455

The (hidden) financial aid tax system ...455

College cost tax deductions...455

Education Savings Accounts: Tread carefully ...456

Section 529 plans — state tuition plans ...457

Hope Scholarship and Lifetime Learning Credits ...458

Minimizing your taxes and paying for college ...459

Taxes on Your Kids’ Investments ...460

Taxes for kids under 18 ...461

Tax-wise and not-so-wise investments for educational funds ...461

Chapter 25: Estate Planning...463

Figuring Whether You May Owe Estate Taxes...463

Understanding the federal estate tax exemption ...463

Determining your taxable estate ...464

How High Are Estate Taxes? ...464

Reducing Expected Estate Taxes (If You’re Rich) ...465

Giving it away...465

Leaving all your assets to your spouse ...467

Establishing a bypass trust ...467

Buying cash-value life insurance ...468

Setting up trusts ...469

Getting advice and help...471

Part VI: The Part of Tens ...473

Chapter 26: Ten Tips for Reducing Your Chances of Being Audited...475

Chapter 27: Ten (or So) Often-Overlooked Tax-Reduction Opportunities ...479

Chapter 28: Ten (Plus One) Tax Tips for Military Members

(and Their Families) ...483

Chapter 29: Ten Interview Questions for Tax Advisors...487

Glossary...491

Index ...507

xxv

Table of Contents

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References

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