Chris Dierkes just wrote the IRS a very big check. The professional gambler pays quarterly taxes, does everything by the book, and welcomes scrutiny. But come January 2026, he’s looking at a nightmare ...

The end of the tax year is nigh, which means wage earners will soon be operating under President Donald Trump’s signature tax bill, which passed in July and takes effect Jan. 1. But while the vast ...

As the crisp New Hampshire fall approaches, bringing with it football season and weekend casino trips, there’s a new tax rule on the horizon that might change how you think about your next bet.

On social media, Shane Hennen posted his sportsbook picks along with glamorous photos jetting around to Vegas or Dubai, or sitting courtside at Sixers games ...

It's a decent bet: Professional gamblers will become the first taxpayers ever to pay Uncle Sam for unrealized or "phantom" income in 2026. Processing Content That's because, barring changes to the One ...

I am a professional gambler and fill out a Schedule C for the business. Is it true that in 2026 according to the One Big Beautiful Bill I will only be able to deduct 90 percent of my wagers? So if I ...

Ripple effects mean a gambling tax provision in the One Big Beautiful Bill Act will damage not just professional gamblers but the larger Nevada economy. (Photo by Ethan Miller/Getty Images) A ...

Sports gambling scandals are as old as sports and gambling. More than a century ago, eight players on the Chicago White Sox were banned from professional baseball after they were accused of throwing ...