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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)

Common Overlooked Taxable Events

Overhead view of a wooden desk illustrating seven common tax pitfalls, including gambling winnings with casino check and poker chips, CD statements, 1099-R retirement forms, gift tax receipt, mileage logs, unemployment insurance stamens, and cryptocurrency charts on a tablet, arranged in a dramatic, realistic setting.

Some issues fly under the radar until they trigger an unexpected tax return notice, penalty, or tax bill. What may seem like routine financial activity can quickly turn into a costly mistake if it’s reported incorrectly.

Below are seven commonly misunderstood tax situations that deserve careful attention before filing.

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Understanding Tax Terms — Head of Household

A realistic household scene illustrating an unmarried adult supporting a home with a dependent, showing bills, groceries, and tax forms. Warm, detailed, and inviting, capturing the essence of head of household responsibilities.

The tax term head of household is one of the more misunderstood tax phrases inside the U.S. tax code.

However, if your situation warrants head of household status, there are two big tax benefits:


First, a higher standard deduction.

Second, lower effective tax rates for virtually every income level.

This is great, but only if you qualify.

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Personal Exemptions Gone Plus $6,000 New Deduction

Elderly couple over 65 reviewing 2025 tax documents at a kitchen table with a laptop, papers, and calculator. Realistic, warm scene showing seniors managing finances and planning for a new senior tax deduction.

What Everyone Should Know

The recently passed One Big Beautiful Bill Act (OBBBA) addresses some tax law uncertainty while creating several benefits impacting your 2025 tax return. One of these benefits is a new $6,000 deduction for seniors. Here is what you need to know.

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The IRS Says Late Filing of S Corporation and Partnership Returns Can Be Costly

A stressed small business owner couple sits at a table reviewing an S corporation or partnership tax return after receiving an IRS penalty notice, illustrating the financial and emotional impact of filing business tax returns late.

The IRS is penalizing late filers of S corporation and partnership tax returns. This despite the fact that late filing of the tax returns (Forms 1120S and 1065), due March 15th, often does not impact the receipt of the taxes due on April 15th. Those that are getting this penalty are often couples and other small firms who have formed these business entities to provide legal protection for their shareholders.

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Be Prepared — Audits Still Happen

Detailed home office scene of a person reviewing and organizing tax records, including W-2s, 1099s, receipts, and a checklist. Perfect for audit preparation and record keeping, shown in soft natural light over the shoulder.

Better to Be Surprised Now Than During an Audit

Before you file away your tax return and all its related records, now is the time to make a final review of the material. This can be in either paper or digital form as long as you know where it is, it's securely stored, and you feel it will meet the requirements of substantiation. Here are some tips:

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