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We Do Books™ Blog

Michael DiSabatino of We Do Books™ shares expert insights to help you unlock your business's full potential by delivering proven strategies for maximizing tax savings, streamlining operations, and driving sustainable growth.

The information provided on this site is for general informational purposes only and should not be construed as professional financial, tax, or legal advice. For advice tailored to your specific situation, we recommend consulting with a qualified professional. We Do Books is here to assist by calling 855-922-WeDo (9336)

Do You Need to File a Tax Return?

Laptop and Form 1040 tax return next to a manila envelope with a blue sticky note question mark on a blue and yellow background, symbolizing uncertainty about whether you need to file a federal tax return.

Getting This Wrong Can Cost You

One of the more common tax questions is whether you need to file a federal tax return this year. The answer is: it depends. But not filing a tax return when you should can cost you plenty, especially with the passage of a major piece of tax legislation like the One Big Beautiful Bill Act. Here are some quick tips to help you determine your answer.

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Net Unrealized Appreciation (NUA): A Little-Known Tax Strategy for Company Stock in Retirement Plans

Net Unrealized Appreciation (NUA) concept with 401k jar, stacks of company stock, gold bull, U.S. flag, tax forms, and rising bar graph, illustrating a little-known tax strategy for retirement plan company stock.

Net Unrealized Appreciation (NUA): A Tax Opportunity Hidden Inside Some Retirement Plans

Many employees accumulate company stock inside their retirement plans over the course of their careers. When retirement approaches, that stock may qualify for a little-known tax treatment called Net Unrealized Appreciation (NUA).

When handled correctly, NUA can significantly reduce the tax burden associated with distributing company stock from a retirement plan. When handled incorrectly, the opportunity disappears and the entire distribution may become taxable as ordinary income.

Understanding the mechanics of NUA is therefore important before taking any action with employer stock held inside a retirement account.

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2026 Gambling Taxes — The IRS Just Added a 10% "House Edge" to Your Losses

A confident man in a suit holding cash outside a brightly lit casino, symbolizing gambling winnings and looming IRS tax changes for 2026.

If you’ve gotten used to reporting gambling winnings and then “washing them out” with gambling losses on your tax return, 2026 is where that muscle memory can betray you. A federal law change effective for tax years beginning after December 31, 2025 rewrote the wagering-loss rule in IRC §165(d) so the deductible amount is now generally 90% of your wagering losses, and it’s still capped at your wagering gains (winnings). Translation: even a break-even gambling year can create taxable “phantom income” that you’re not accustomed to seeing.

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Five Big Tax Mistakes — Don't Let Them Happen to You!

Stressed taxpayer holding tax documents and cash at home, surrounded by receipts and laptop, highlighting common tax mistakes like retirement and bank forms.

Every year taxpayers are hit with tax surprises that could be avoided if they just knew the rules.

Here are five big ones that are easy to avoid with some simple planning.

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GREAT! You Have a Large Refund — Now What?

A close-up of a U.S. Treasury check on a laptop keyboard, symbolizing the moment of receiving a large tax refund.

For some reason, some believe it's better to receive than to give when it comes to filing taxes.

While that may help your savings account, it's not always a great idea. Here's why:

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