Category Archives: Gambling

Three Gambling Questions

Three interesting questions were recently emailed to me regarding gambling tax issues. Let’s take a look at some of the issues of concern: 1. “I’m planning on playing at an upcoming poker tournament in Los Angeles and heard that if … Continue reading

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Two Gambling Cases at the Tax Court

The Tax Court looked at two gambling related tax cases today. In the first case the petitioners thought there was discrimination; in the second case the question was whether or not the petitioners were professionals or amateurs. In the first … Continue reading

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More on the World Series of Poker and Income Tax

Earlier this week I posted on the tax bite that the top nine finishers at this year’s main event of the World Series of Poker faced. This year’s winner, Peter Eastgate, hails from Denmark. Assuming he is subject to Danish … Continue reading

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The Real Winners at the World Series of Poker

This year’s World Series of Poker concluded early this morning at the Rio Hotel and Casino in Las Vegas. The winner of the main event won $9,152,416 but would he actually end up with all that money? This year’s winner … Continue reading

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He Gambled…And He Lost

Renato Medina used to own Lucky Chances, a Colma, California cardroom (poker club). Colma, which may have more tombstones than people, was the target of a federal corruption investigation. Mr. Medina was found to have been taking personal deductions on … Continue reading

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We Get Questions on Gambling Income

Over the past few weeks we received a couple of questions. Here they are with answers. Timing of Online Gambling Income Question—What if you are gambling on an online site over the course of a year and you win some … Continue reading

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A Very Unlucky Spendthrift Lottery Winner

If you are lucky enough to win the lottery definitely plan on paying your taxes. Indeed, you’ll find that the government will be quite helpful in that regard, and that taxes will be withheld from your winnings. Do remember, though, … Continue reading

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We Get Questions on Gambling and Taxes

Question 1. “Good afternoon Russ, “I am a regular [poker] player online and I was wondering the policy in the state of California? Is there a certain amount and above that needs to be reported on your taxes? Since the … Continue reading

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A New York Doctor/Gambler Hits Three Lemons

The TaxProf Blog alerted me to an interesting Tax Court case decided earlier this week. Once again the Court looked at whether or not an individual can be a professional gambler when that individual specializes in video poker. In video … Continue reading

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What If You Win the Big One

We get mail. Now, I don’t answer all of it, but this weekend I got quite a bit of interesting email. A reader asks, “I caught your appearance on the Ante Up podcast last week, so I thought I’d take … Continue reading

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