Author Archives: Russ

Bozo Tax Tip #10: Email Your Social Security Number

It’s time for our annual rundown of Bozo Tax Tips, strategies that you really, really, really shouldn’t try. But somewhere, somehow, someone will try these. Don’t say I didn’t warn you! This is a repeat for the sixth year in … Continue reading →

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Oklahoma Limits Itemized Deductions; Big Hit for Amateur Gamblers

Suppose you’re an Oklahoma resident and enjoy gambling one of the many casinos in the Sooner State. You have $100,000 of gambling winnings and $100,000 of gambling losses. You itemize on your federal return anyway (you have mortgage interest, state … Continue reading →

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Annual Blog Hiatus

It’s time for our annual blog hiatus. We’ll be back after April 15th. Our annual series of Bozo Tax Tips will come out beginning April 1st, and if something truly remarkable happens in the tax world between now and April … Continue reading →

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Can a California or Massachusetts Professional Gambler Take a Business Loss on His or Her State Tax Return?

The Tax Cuts and Jobs Act (TCJA) eliminated the ability of a professional gambler to take a loss on his Schedule C based on his business expenses; Congress specifically overrode the Mayo v Commissioner decision. But what about state taxes? … Continue reading →

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March 15th Tax Deadlines

Tomorrow, March 15th, is the first big tax deadline day. There are three tax deadlines on Friday: First, partnership and S-Corporation returns are due. If your return isn’t completed, file an extension (Form 7004). If you file by mail, use … Continue reading →

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Arizona Asks Supreme Court to Stop California From Imposing California Tax on Passive LLC Investments

We’ve highlighted this issue before. Suppose you are an Arizona resident, and you form Primary LLC in Arizona. Its main purpose is owning a warehouse in Phoenix. But you have some extra money in the LLC, so you invest in … Continue reading →

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No Man Is an Island

On Saturday a superb editorial appeared in the Providence Journal, “When Taxpayers Flee a State.” Here’s an excerpt: Despite its name, Rhode Island is not an island unto itself. People are free to come and go, including business executives who … Continue reading →

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Tax Help for Gamblers

Jean Scott, the proprietor of the website “Frugal Vegas” (she’s also known as the “Queen of Comps”) called me last year and asked if I would be willing to assist her with the fourth edition of her book, Tax Help … Continue reading →

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No, Manny Machado Can’t Avoid Paying California Tax by Being a Florida Resident

Earlier this week Manny Machado reportedly signed a baseball free agent contract to play with the San Diego Padres. He’s being paid $300 million over ten years…but that’s before taxes. An article on a website called “12up” says that Mr. … Continue reading →

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Online Gambling and Offshore Cryptocurrency Exchange Mailing Addresses for 2019

This list has been superceded by the 2020 list. With the United States v. Hom decision, we must again file an FBAR for foreign online gambling sites. An FBAR (Form 114) is required if your aggregate balance exceeds $10,000 at … Continue reading →

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