Preparing a Return with W-2Gs

For any return with Forms W-2G. The W-2G total is where the work starts, not the answer. Measure the session results first, then decide how to present them.

Step 1 Wagering gains are income

Every wagering gain is gross income, reported or not. The question is what a gain is: under Glenshaw Glass and Doyle, gross proceeds minus basis, not gross winnings.

Leading cases

All 20 authorities on Gambling income →

Step 2 Confirm the activity is wagering

Confirm that each activity is a wager. Prizes with no wager are Section 74 income and are not netted against wagering losses.

Leading cases

All 38 authorities on What is a wager →

Step 3 Measure each session

Build a session worksheet: for each session, what the client brought (basis) and what the client left with (gross proceeds). Jackpots played back within a session are not income (CCA 2008-011; Shollenberger; Park).

Leading cases

All 16 authorities on Sessions, netting, and the wagering transaction →

Step 4 Tie the W-2Gs to the sessions

Assign every W-2G to its session. Report the full W-2G total on the gambling line so the matching program is satisfied, and reduce it by a labeled Gambling Session Offset to net session gains.

Leading cases

All 92 authorities on Form W-2G and section 6041 →

Step 5 Losing sessions

Losses from losing sessions are wagering losses: an itemized deduction for a casual gambler, limited to wagering gains. If the client takes the standard deduction, those losses are lost.

Leading cases

All 187 authorities on Losses limited to gains →

Step 6 The 90 percent limit

For 2026 and later, only 90 percent of wagering losses are deductible. Apply the limit to losing-session losses, not to the jackpots netted within sessions.

Authority

Research Guide: 90 percent limit (2026 and later) →

Step 7 Records

Check the records that support the worksheet: a contemporaneous diary under Rev. Proc. 77-29, win/loss statements by day, and bank and ATM records.

Leading cases

All 51 authorities on Diaries and logs →

Step 8 Disclose

Attach a Form 8275 disclosure stating the item, the facts, the position and the authority. Disclosure with a reasonable basis protects against the substantial understatement penalty.

Leading cases

All 57 authorities on Reasonable cause →

In the treatise: Chapter 5 · Chapter 6 · Chapter 13 · Chapter 22 · Chapter 23 · Chapter 24

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