Contents

Foreword by Phil Gordon

Author’s Notes

Part I—Federal Taxes

1     The Basics

Gaming Wins as Income

Online Gambling

Defining a “Win”

2     Player Record-Keeping

IRS Guidelines for Records

Defining a “Session”

Casino Win/Loss Statements

The Gaming Log

How Jean Keeps Records

Always An Exception

3     Special Gaming Situations

Casino Comps and Gifts

Cashback and Free Play

Casino Tournaments and Drawings

Gambling Groups

4     Filing Your Tax Return

The Recreational Gambler

The Professional Gambler

5     Federal Government Issues

The W-2G

Income Tax Withholding

Social Security Numbers

Big Brother is Watching You

Gambling Issues for non-U.S. Citizens

6     Tax Help for the Poker Player

Poker Reporting and record-keeping

Poker Paperwork

Poker Gambling Groups

From Recreational to Professional Poker Player

7     Audits and Other Scary

Tax Problems for the Gambler

“The IRS Isn’t Fair”

The 1040 Line 21 Problem

Getting Information From an IRS Human

Surviving an Audit

The Taxpayer Advocate

Part II—State Taxes

8     States Add Insult to Injury

State Withholding Taxes

Taxes on Non-Resident Gaming

The Biggest Problem with State Taxation

Mississippi—A Category of Its Own

Any Relief from State Taxes?

9     How All 50 States Handle Gambling Wins/Losses

Summary

Who’s Who in the Tax Business

Useful Websites

Part III—Appendices

Government Forms

Appendix A1—Form W-2G

Appendix A2—Form 1099-MISC

Appendix A3—Form 5754

Appendix A4—Form W-7

Appendix A5—Form 1042-S

Appendix A6—Form W-9

Sample Tax Forms

Appendix B1—Recreational Gambler—Non-Itemized

Appendix B2—Recreational Gambler—Itemized

Appendix B3—Professional Gambler

Appendix B4—State and Federal Tax Forms for Indiana Residents

Basic IRS Information for Gamblers

Appendix CRevenue Procedure 77-29

Section 1—Purpose

Section 2—Background

Section 3—Procedures

Section 4—Limitations

Appendix D—Groetzinger Case Gambling as a Business

Syllabus

Majority Opinion

Judge White’s Dissenting Opinion

About the Authors