Big Gambling Losses

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Before he took the break from gambling, his goal was to win a million dollars on every trip to Vegas, which often led to big losses. But Barkley said that he has learned to stop gambling when he's. Gambling losses do not impact your tax return nearly as much as gambling winnings. Losses only partially offset the tax effects of gambling winnings. If you’re a regular gambler in retirement, this means your fun can cost you thousands more in taxes and increased Medicare Part B premiums each and every year.

Gamblers understand the concept of win some, lose some. But the IRS? It prefers exact numbers. Specifically, your tax return should reflect your total year’s gambling winnings – from the big blackjack score to the smaller fantasy football payout. That’s because you’re required to report each stroke of luck as taxable income — big or small, buddy or casino.


If you itemize your deductions, you can offset your winnings by writing off your gambling losses.

It may sound complicated, but TaxAct will walk you through the entire process, start to finish. That way, you leave nothing on the table.

How much can I deduct in gambling losses?

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You can report as much as you lost in 2019 , but you cannot deduct more than you won. And you can only do this if you’re itemizing your deductions. If you’re taking the standard deduction, you aren’t eligible to deduct your gambling losses on your tax return, but you are still required to report all of your winnings.

Big Gambling Losses

Where do I file this on my tax forms?

Let’s say you took two trips to Vegas this year. In Trip A, you won $6,000 in poker. In the Trip B, you lost $8,000. You must list each individually, with the winnings noted on your return as taxable income and the loss as an itemized deduction in Schedule A. In this instance, you won’t owe tax on your winnings because your total loss is greater than your total win by $2,000. However, you do not get to deduct that net $2,000 loss, only the first $6,000.

Now, let’s flip those numbers. Say in Trip A, you won $8,000 in poker. In Trip B, you lost $6,000. You’ll report the $8,000 win on your return, the $6,000 loss deduction on Schedule A, and still owe taxes on the remaining $2,000 of your winnings.

Huge gambling losses

What’s a W-2G? And should I have one?

A W-2G is an official withholding document; it’s typically issued by a casino or other professional gaming organization. You may receive a W-2G onsite when your payout is issued. Or, you may receive one in the mail after the fact. Gaming centers must issue W-2Gs by January 31. When they send yours, they also shoot a copy to the IRS, so don’t roll the dice: report those winnings as taxable income.

Don’t expect to get a W-2G for the $6 you won playing the Judge Judy slot machine. Withholding documents are triggered by amount of win and type of game played.

Expect to receive a W-2G tax form if you won:

  • $1,200 or more on slots or bingo
  • $1,500 or more on keno
  • $5,000 or more in poker
  • $600 or more on other games, but only if the payout is at least 300 times your wager
Big cat gambling losses

Tip: Withholding only applies to your net winnings, which is your payout minus your initial wager.

What kinds of records should I keep?

Keep a journal with lists, including: each place you’ve gambled; the day and time; who was with you; and how much you bet, won, and lost. You should also keep receipts, payout slips, wagering tickets, bank withdrawal records, and statements of actual winnings. You may also write off travel expenses associated with loss, so hang on to airfare receipts.

Big Cat Gambling Losses

Use TaxAct to file your gambling wins and losses. We’ll help you find every advantage you’re owed – guaranteed.

Big Gambling Losses

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Huge Gambling Losses

I've just lost over £65000 through sports betting in the recent built up, i have maybe around £10000 or little over, i recovered over £50000 last year and just this month i ended up losing back 50000 plus another 15000, i dont know how to deal with these losses, i want to get over it but its almost impossible. my head is spinning out of control and im feeling sick every moment of my life now. I dont know if i can tell my parents i've lost this much money because it would be a burden to them! should i be telling my parents about my huge loss? i don't want to commit suicide either because it would burden them also, i need any advice which would help, i want to avoid gambling ever again because its making me sick and been a waste of my life in the past year.