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Disclaimer: I'm confident about the accuracy of this article, and I cite my sources very well, but I'm not a tax expert. I did study accounting at the university level (with an A in Financial Accounting) and got the highest possible score …
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But did you know that the Internal Revenue Service expects you to report all of those winnings on your tax return? And in some cases, the gaming organization ...
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Gambling Winnings & Losses - File Taxes Online w/ Free Tax ... While you may be able to deduct your gambling losses, gambling winnings are not directly offset by gambling losses in your tax return. You must be able to itemize deductions on Schedule A of your return in order to deduct the gambling losses, and then can only deduct an amount up to the amount of your gambling winnings.