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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)
The IRS Fresh Start Program: Separating Fact from Gimmickry
Michael DiSabatino
Business
IRS Fresh Start: The Reality Check Don't let tax debt keep you in the dark. The IRS Fresh Start initiative offers genuine avenues for relief, but it’s not a magic trick. It requires careful navigation and compliance. Think of it as a well-lit path toward financial stability—if you have the right map. While marketing emails might make it sound like an automatic "get out of debt free" card, the reality is that the program streamlines existing IRS tools, such as Offers in Compromise, Installment Agreements, and tax lien relief. To find your way through, you must meet specific criteria, provide detailed financial information, and stay current on future filings. Success isn't about wishing your debt away; it’s about strategic action and professional guidance. Taking a reality check on your situation is the first step toward a clearer, secure financial horizon. Let WeDoBooks.com help you find the way.
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When One Dollar of Income Can Cost You $18,000: The ACA Subsidy Cliff Returns in 2026
Michael DiSabatino
Business
ACA Subsidy Cliff 2026: How Exceeding 400% of Poverty Can Trigger Premium Tax Credit Repayment Why a Small Income Miscalculation Could Trigger a Big Tax Bill For several years, the Affordable Care Act (ACA) marketplace included a safety feature that helped taxpayers avoid catastrophic repayment of health insurance subsidies. That protection is sche
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10 Sources of Tax-Free Income
Michael DiSabatino
Business
What Everyone Should Know Wouldn't it be nice to have a source of nontaxable income? You may be more fortunate than you realize. Listed here are a number of income items that the IRS does not tax.
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Tax Surprises for the Newly Retired
Michael DiSabatino
Business
You've got it all planned out. Your retirement savings accounts are full, you have started receiving Social Security benefits and your pension is ready to go. Everything is planned. What could go wrong? Here are five surprises that can turn your plan on a dime.
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NON-Retiree Retirement Ideas
Michael DiSabatino
Business
Want money when you retire? Here are some tips. Here are five common retirement planning tips and what you can do to take advantage of them. The key is retirement planning starts today, not decades from now when you are reaching retirement age.
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Your Home — A Bundle of Tax Benefits
Michael DiSabatino
Business
There are many tax benefits built into home ownership. Here's a summary of the most common.It may be worth a quick review to ensure you are maximizing your home ownership tax benefits.
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Do You Need to File a Tax Return?
Michael DiSabatino
Business
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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2026 Gambling Taxes — The IRS Just Added a 10% "House Edge" to Your Losses
Michael DiSabatino
Business
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!
Michael DiSabatino
Business
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?
Michael DiSabatino
Business
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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Tax-Free Rental of Your Property
Michael DiSabatino
Business
Most income you receive is taxable income that is reported to the federal and state tax authorities. However, renting out your home or vacation property on a short-term basis can be done tax-free if you follow the rules.
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Gone Phishing?
Michael DiSabatino
Business
Each year the IRS publishes the top dozen tax scams it encounters over the prior year. One of them that makes an all too common appearance on their list is the phishing scam. Here is what you need to know.
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Common Overlooked Taxable Events
Michael DiSabatino
Business
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
Michael DiSabatino
Business
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
Michael DiSabatino
Business
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
Michael DiSabatino
Business
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
Michael DiSabatino
Business
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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The 10% Early Withdrawal Penalty
Michael DiSabatino
Business
It's one thing to be taxed on retirement contributions and their related earnings when you withdraw funds from your IRA or 401(k) during retirement. It's quite another when you pay the tax PLUS a 10% penalty for an early withdrawal. Need funds prior to retirement and want to avoid the early withdrawal penalty? Here is what you need to know.
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Understanding Tax Terms — Contemporaneous Records (What You Need To Know)
Michael DiSabatino
Business
If you have problems getting to sleep at night and you turn to the IRS tax code for help, you might find some vocabulary that is very foreign to words you use every day. One of the more common words used by the IRS is the term contemporaneous. So what does it mean and why should you care?
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IRS Is Moving Away from Paper Refund Checks (What Taxpayers Need to Know for 2026)
Michael DiSabatino
Business
If you’re used to getting your tax refund as a paper check, that era is basically over. In March 2025, a presidential executive order directed federal agencies to move federal payments and collections away from paper and into electronic systems “to the extent permitted by law.” That includes IRS refunds and, eventually, payments to the IRS as well. Following that order, the IRS announced that it would begin phasing out paper refund checks for individual taxpayers starting September 30, 2025. For the 2026 filing season and beyond, taxpayers should assume that refunds will normally be paid electronically, with paper checks reserved for a shrinking set of exceptions.
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