Disputing IRS Actions and Reporting Gambling Winnings and Losses: In this episode of Ask The Hammer, Jeffrey Levine of Buckingham Strategic Wealth tackles a complex gambling-related tax issue: Disputing IRS Actions and Reporting Gambling Winnings and Losses. A listener had received a notice from the IRS for unpaid taxes on gambling winnings, and was unsure how to report his losses against those winnings. Levine explained that while the IRS correctly expects taxpayers to report all gambling winnings, taxpayers are also entitled to deduct their losses, provided they itemize their deductions.

The listener’s situation was complicated by the fact that the IRS had only accounted for his winnings without considering his losses. Levine advised that the listener could indeed dispute the IRS’s action by filing an amended return that included both the reported winnings and documented losses. He emphasized the importance of maintaining detailed records of both wins and losses to substantiate the claims made on the tax return.

Levine also noted that gambling losses could only offset winnings, not other income, and that deductions must be itemized to be effective. This might not always result in tax benefits, depending on the taxpayer’s overall situation and the standard deduction amount. Levine’s guidance illuminated the nuanced approach required in handling gambling winnings and losses for tax purposes, encouraging the listener and others in similar situations to seek professional tax advice to navigate these complex scenarios effectively. Watch more episodes of Ask The Hammer on FinStream TV at this link: https://www.finstream.tv/videos/ask-the-hammer/