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The Other Awards Show

March 4, 2025 by Bill Bourbonnais

The IRS doesn’t host anything quite so glamorous as the Oscars. There’s no red carpet. There aren’t any reporters asking who the stars are wearing (and for the IRS, it wouldn’t be more glamorous than Kohl’s). There aren’t any all-night after-parties in Beverly Hills or Bel Air. But they do have their own awards list. Last week, the IRS released its 2025 Dirty Dozen list: “the worst of the worst tax scams.”

Filed Under: taxes Tagged With: IRS, tax, tax strategy, taxes, taxpolicy

Top 10 Words That (Sort Of) Rhyme With “Tax”

February 26, 2025 by Bill Bourbonnais

Late-night talk show host David Letterman delighted audiences with his wry, subversive “Top Ten” lists for an impressive 33 years. Since he left his show, BuzzFeed has taken over the listicle game. So here, in their honor, we present The Top 10 Taxing Words That (Sort Of) Rhyme With “Tax.” Drumroll, please!

Filed Under: taxes Tagged With: IRS, tax, tax reduction, tax savings, tax strategy, taxes, taxpolicy

Check, Bet, Fold

February 11, 2025 by Bill Bourbonnais

Right now, there are more than 1.3 million lawyers practicing in America. (How’s that for a scary opener?)

At the same time, the United States Supreme Court accepts just 100-150 cases per year.

That means most lawyers never get within sniffing distance of arguing in front of the nine justices. For those who do, it’s usually the honor of a lifetime. They leave the building with handcrafted souvenir quill pens the Court gives to lawyers who appear before them.

Filed Under: taxes Tagged With: IRS, tax, tax strategy

“Don’t Drive Angry!”

February 5, 2025 by Bill Bourbonnais

Three hundred sixty-four days out of the year, Punxsutawney, Pennsylvania is a sleepy one-horse town of 5,800 souls, nestled in the foothills of the Appalachians 84 miles northeast of Pittsburgh. But on that other glorious day of the year, it’s the center of the universe. On February 2, a mangy groundhog named Phil dons a top hat and comes out of his hole to look for his shadow. If he sees it, we’re doomed to six more weeks of winter. If not, spring is on its way.

Filed Under: tax cuts and jobs act, taxes, TCJA Tagged With: IRS, tax, tax reduction, tax savings, tax strategy, taxes, taxpolicy, wealth tax

Membership Has Its Privileges

January 21, 2025 by Bill Bourbonnais

Who wouldn’t want to join the 21st-century equivalent of those old-school clubs where stuffy men sit around in leather chairs reading the Wall Street Journal while white-jacked waiters keep them stocked with gin-and-tonics? But make no mistake about it, American Express is a business, and a profitable one at that. That means, behind the scenes, they sometimes cut a corner or two, including a little light tax fraud.

Filed Under: taxes Tagged With: IRS, tax, tax strategy, taxpolicy

You Can’t Spell Crypto Without “Cry”

January 15, 2025 by Bill Bourbonnais

On January 3, 2009, an unknown figure calling himself Satoshi Nakamoto “mined” the first Bitcoin and launched a modern-day Gold Rush. Fifteen years later, there’s still no significant use case for cryptocurrency; wild price swings have failed to establish it as any sort of store of value, and a rogues’ gallery of actual rogues has hijacked, rug-pulled, swindled, and scammed millions of hapless “investors” across the globe. Most famously, crypto whiz kid Sam Bankman-Fried is arbitraging cans of tinned mackerel in the same prison where Epstein didn’t kill himself, while he appeals his conviction on federal fraud charges.

Filed Under: taxes Tagged With: blockchain, crypto, cryptocurrency, IRS, tax, tax savings, tax strategy, taxpolicy

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