Don't Mess With Taxes
Translating taxes into money-saving English
sports pays off for tax collectors too
NFL (and gambling) season is here. Records of winning (and losing) bets can help at tax-filing time.

August 9, 2026

Bettors place around $30 billion on National Football League games each season. As the NFL’s 2026 preseason games start this week, remember that gambling winnings are taxable income.

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BLOG POSTS

Featured Posts
April 15, 2026

It’s crunch day for millions of taxpayers. In addition to finishing their current tax return, many have other April 15 tax tasks to complete. It all adds up in dollars and time.

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April 14, 2026

If you’ve put off your tax filing until the very last minute, don’t panic. You still have (a little) time to finish. But get to work on that return or filing extension request. Now!

Featured Posts
April 13, 2026

If you owe taxes, paying Uncle Sam electronically is a fast and easy way to go. Most who e-pay the Internal Revenue Service do so via credit or debit card. But there are other electronic ways to pay your tax bill. Here are six options.

Featured Posts
April 12, 2026

As Tax Day nears, scammers are in high gear. Crooks are using fake tax-related email, texts, and phone calls to try to steal your tax and financial data. Don’t fall for any of it!

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April 10, 2026

Owe the IRS, but don’t have the money? A payment plan could be the answer. The Internal Revenue Service offers a variety of ways to pay your tax bill over time.

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April 9, 2026

The annual Tax Day filing deadline is fast approaching. You can get more time to file by requesting an extension. Just be sure to pay what you owe. Here’s how to do both.

Featured Posts
April 8, 2026

The key April 15 tasks are filing your return and paying any due tax. But there are some other tax responsibilities that must meet the Tax Day deadline.

Person analyzing financial reports and using a calculator, surrounded by various graphs and charts on a desk, indicating data review and analysis.

We all know Benjamin Franklin’s observation that death and taxes are the only two certainties. But what Ben didn’t note was just how much taxes affect us while we’re enjoying our lives. Taxes are a consideration from the day your parents gaze down lovingly at you in your crib, and continue until they converge in Franklin’s famous quote.

Don’t Mess With Taxes, the award-winning blog from tax journalist and author Kay Bell, will help you deal with the many taxes you’ll encounter during that long and happy process, hopefully making taxes less, well, taxing throughout your lifetime.

Smiling individual with medium-length brown hair, wearing a light blue blazer, set against a blurred background. Conveys warmth and approachability.

Don’t Mess With Taxes is a tax blog written by journalist and author Kay Bell. Although Kay is not a tax professional – she doesn’t prepare taxes for clients for a living – her experience in Washington, D.C., first as a staff member of the tax-writing U.S. House Ways and Means committee and then in the government relations offices for two major Fortune 100 companies, has provided her valuable insight into the tax process. Based on her experiences and continuing tax education, Kay shares her tax observations, tips, and commentary in Don’t Mess With Taxes.  

Simplify Your Taxes, Maximize Your Savings

Your Comprehensive Tax Blog

Taxes have been a part of your life since your parents welcomed you into this world. From that beginning as a spanking new tax break for mom and dad, taxes have had an important role in all your major life events, from getting a job, saying “I do,” buying and selling homes, having kids of your own, and even retiring.

Yes, the involvement of the Internal Revenue Service is not welcome when Uncle Sam is collecting your money. But in many ways, the tax code can be your best friend. You just need to know how it applies to your personal circumstances so you can take advantage of it. This comprehensive tax blog, Don’t Mess With Taxes, is here to help you do just that!

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Inflation is a double-edged sword for retirees. Cost-of-living increases will bump up Social Security payments next year. But some could face tax on those bigger benefits.

While some put prediction markets on par with psychic readings, millions disagree, buying contracts on anything, including sports outcomes. A gaming trade group says that’s no more than illegal, unregulated sports betting. And that it costs states needed tax revenue.

Broadway’s Tony Awards highlight the shows and performances along that famed thoroughfare. But the attention also puts a spotlight on New York’s tax credit that many of the productions say is vital to their existence. But is it really?

Uncle Sam’s tax collector wants you. This time, though, it could be to your benefit. The IRS is looking to hire customer service reps and tax examining techs this summer.

Blog Posts

The More Tax Posts tab at the top of this page will take you to, well, more tax posts. You also can search below for a tax topic. 

Latest Posts
That IRS online digital assets compliance portal? It’s a tax scam

September 6, 2026

As more people own digital assets, crooks are cooking up new tax-themed schemes to steal…

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Tax Season 2026 Continues!

We made it. Tax Day 2025 is finally over. For most of us. When the filing season started on Jan. 26, millions who were expecting refunds filed immediately. Most of us got our returns to the Internal Revenue Service by April 15. But plenty of taxpayers also got extensions. They are looking at an Oct. 15 filing deadline.

Those procrastinating filers aren’t a problem. In fact, the IRS appreciates taxpayers who take time to fill out their 1040 forms correctly. It also is grateful that tax submissions are spread out a bit, especially now that the IRS is a leaner agency. Processing returns is easier when they arrive throughout the year instead of in massive bunches.

But enough about Uncle Sam’s tax collection issues. The focus now is on all y’all who filed for extensions, giving you another six months to complete your return. Since your new mid-October due date will be here before you know it, let’s get started now on meeting it.

The ol’ blog is here to help you finish up your extended Form 1040. You can start with January’s tax tips page, which has links to the rest of the year’s tips by-month collections. You also can peruse various tax categories for more tailored advice by clicking on the More Tax Posts drop-down menu at the top of this (and every) page.

And to make sure you don’t miss your new filing deadline, the count-down clock below will let you know just how much time you to file by Oct. 15. At the latest.e. (Note: I’m in the Central Time Zone, so adjust accordingly for where you live.)