With sports betting apps everywhere and major wagering events like the Super Bowl and March Madness right around the corner, gambling is no longer a niche activity. What many taxpayers don’t realize is that recent federal tax law changes make gambling income — and especially gambling losses — far more punitive starting in 2026.
The One Big Beautiful Bill Act (OBBBA) permanently rewrote the rules under Internal Revenue Code §165(d). While the headline sounds technical, the real-world impact is simple: even gamblers who break even economically may owe tax on “phantom income.”
Here’s what changed, why it matters, and what taxpayers should be doing now.
Under longstanding tax rules, gambling losses were deductible only to the extent of gambling winnings. In practice, that meant:
Even after the TCJA tightened the rules, a gambler who truly broke even still broke even for tax purposes.
Starting with tax years beginning after December 31, 2025 (i.e., 2026 and later), OBBBA permanently amended IRC §165(d) to impose two separate limitations:
The statute now provides that the deductible amount of wagering losses for a year:
In plain English: Even if you lose exactly what you win, you will still be taxed on 10% of your “net” winnings.
This rule is especially punishing for gamblers who operate on small margins, like sports bettors, poker players, and frequent casino patrons.
Example
Result
The taxpayer owes tax on income they never actually kept.
This is where things get murky and risky, because “session” netting still matters.
The Tax Court has long allowed gamblers to net wins and losses within the same gambling session, even if a W-2G reports a single large win. This can produce surprising results:
Courts have accepted session-based netting, but what counts as a “session” is not clearly defined. Recent cases suggest the IRS and courts may be moving toward:
This uncertainty matters more than ever because the 90% limitation applies after session netting is determined.
IRS guidance requires gamblers to maintain:
Yes, the guidance even references “names of persons present,” but in practice, contemporaneous, verifiable financial records matter most.
As major wagering events approach, like the Super Bowl and March Madness, taxpayers should keep a few key points in mind:
For frequent gamblers, professionals, and anyone wagering significant dollars, this is no longer a DIY tax area.
The OBBBA quietly transformed gambling into one of the most unforgiving areas of the tax code. What used to be an inconvenience is now a structural tax cost — one that disproportionately affects those who gamble often but profit little.
With the Super Bowl and March Madness coming up, now is the time to understand the rules, tighten recordkeeping, and avoid being surprised next April.
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