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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.

Form 1099-DA Is Here: What It Means for Your Crypto Taxes (2025-2026 and Beyond)

For years, crypto tax reporting has lived in a strange world where taxpayers were expected to self-report everything while the IRS had limited third-party visibility. That era is ending.

Starting with 2025 transactions, custodial crypto platforms must begin reporting certain digital asset sales and exchanges on a new IRS information return: Form 1099-DA (Digital Asset Proceeds From Broker Transactions).

That means more taxpayers will receive crypto tax forms that look and feel a lot like the brokerage forms we have dealt with for decades.

Convenient? Eventually.

Pain-free? Do not get carried away.

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Overtime Tax Break Requires Your Attention

With the passage of the One Big Beautiful Bill Act (OBBBA) of 2025, there's the ability to receive a deduction for overtime pay from your federal tax obligation. Here's a recap of the rule and several tax tips to ensure you receive the full benefit of the deduction.

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2026 Mileage Rates Are Here!

New Mileage Rates Announced by the IRS

Big news for 2026: Updated mileage rates are here! The way you record your travel could earn you extra cash in your pocket.

  • The standard business mileage rate increases by 2.5 cents to 72.5 cents per mile.
  • The medical and moving mileage rates go down 1/2 cent to 20.5 cents per mile.
  • Charitable mileage rates remain unchanged at 14 cents per mile.
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OBBBA: "No Tax on Tips" — What Actually Changes

OBBBA adds a temporary, targeted deduction for tips. It’s not a universal no tax on tips. Many tipped amounts are still taxable, and payroll taxes still apply.

Here’s the clean, CFO-level breakdown:


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Tax-Free Tips Are Here — You Need Tip Tracking Now!

The One Big Beautiful Bill Act (OBBBA) makes tip income tax-free. But as with any new tax law, the fine print matters, and some of these details still need clarification.

Here is what you should know.

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Making Bad News Good Tax News

With the pending tariffs and turbulent markets, the last thing on most taxpayers minds is tax planning. But in the midst of all this turmoil is the potential for tax saving activity available to those willing to plan accordingly. Here is what you need to know.

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Understanding the Tax Gap — Voluntary Tax Compliance Is Measured

While more and more legislation is introduced that penalizes all of us for doing things wrong on our tax returns, please remember that at its origin, tax collection in the U.S. is voluntary. In other words, the tax code is defined, we are given due dates, and the government asks us to voluntarily comply.

When you don’t, there are late filing penalties, underpayment penalties, fines, fees, interest and other imposed compliance incentives including audits. To help guide Congress and the Treasury Department, there are ongoing studies conducted to try to calculate the trends in non-compliance.

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Reminder: Fourth Quarter Estimated Taxes Now Due

Now Is the Time to Make Estimated Tax Payments.

If you have not already done so, now is the time to review your tax situation and make an estimated quarterly tax payment using Form 1040-ES. The 4th quarter due date for the 2025 tax year is due on or before January 15, 2026.

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Reducing the Cost of Higher Education — Ideas to Manage Your Tax Breaks

With kids now back in college, the fact of higher educational costs is impossible to ignore.

As you or your child navigates campus, you are now in position to start navigating the possible tax implications of your new-found college expense.

Outlined here are three of the more popular ways to reduce your taxes in 2025 as a result of this educational expense burden.

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Tips to Organize Your Tax Records – Creating Order Out of Chaos

As important tax records start filling mailboxes, how can you make sure your tax preparation goes smoothly and efficiently this year? Here are some tips.

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Thieves Are Out Now! Tips to Protect Your Tax Information

Hackers and data thieves target personally identifiable information or (PII). They also know their best score can be had by filing information using your tax ID and stealing your withholdings before you are the wiser. But by working together, we can mutually reduce the risk of this happening to you. Here are some tips:

Awareness Is Key

Your number one defense to becoming a victim is to be aware. So whenever you open an email, read a text, answer a phone, or go to a website, keep your awareness switch on high. This is especially true in this age of AI. Fake emails look more real than ever. Voice replication can duplicate a voice and texts come from valid looking vendors.

No Personal Data Over Open Lines

DO NOT send any tax records attached to an email. Only use safe, encrypted paths to do so or simply drop off the material in person. Copies of 1099s and W-2s are needed, but only if they are sent securely.

Three Safeguards: Physical, Technical, Administrative

Your security can be broken down into these three categories:

Physical: Keep your data physically safe. Be sure your records are in locked places and your digital data on your computer is password protected AND encrypted. Destroy old documents, shred the paper ones, and keep backups of your data.

Technical: Keep your software up to date, including antivirus software and computer/phone operating systems. Use secure passwords and turn on multi-factor authentication whenever possible.

Administrative: Keep yourself up-to-date on the newest threats. When you receive breach notices, take security action. And monitor your accounts, especially financial ones.

Use the IRS Identity Protection Program

If you have any concerns whatsoever, understand the IRS has an identity protection program that requires providing a unique ID when filing your tax return. The ID is required if you have had your tax information stolen, but its participation is otherwise voluntary. If you are in the program, understand your tax return CANNOT be filed without this security code.

Final Tips

  • Never give private information when the initial contact comes from another source. Independently verify the source AND only use a separate, known way to communicate.
  • Don't send PII over open lines
  • Never use public Wi-Fi
  • Check statements at least monthly
  • Stay on top of the news and keep updated about breach notices
  • Be alert for any 1099s or other tax forms you receive that do not make sense

If you are the least bit suspicious about a tax-related call or contact, reach out immediately. Help is but a call away.


This publication provides summary information regarding the subject matter at time of publishing. Please call with any questions on how this information may impact your situation. This material may not be published, rewritten or redistributed without permission, except as noted here. All rights reserved.

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Plan Your 2026 Retirement Contributions

As part of your planning for next year, now is the time to review funding your retirement accounts in 2026. Recent cost of living calculations means much higher contribution limits for next year. So plan now to take full advantage of this tax benefit. Here are annual contribution limits for the more popular programs:

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Why Filing a Gift Tax Return Can Actually Help You (2026 Edition)

Overview

Subject: The Hidden Benefits of Filing a Gift Tax Return (Form 709) in 2026

If you’ve made larger gifts to family or others, you may be required to file a federal gift tax return (Form 709), even if you don’t owe any actual gift tax.

Filing can feel like extra paperwork, but it also provides important protection and clarity for you and your estate.

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New Proposed Regulations on Digital Asset Reporting

The IRS has issued 282 pages of proposed digital asset reporting regulations, along with official IRS explanation of the provisions, which cover a range of digital asset issues where there have been questions. Issues addressed include expansive definitions of brokers and a requirement that proceeds from the sale of digital assets be reported to the IRS starting in 2026, on new Form 1099-DA for transactions on, or after January 1, 2025.

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Understanding the Timing of the New One Big, Beautiful Bill Act

Big changes are coming to clean energy incentives — and sooner than many realize. A wide range of popular tax credits for electric vehicles, home energy upgrades, solar installations, commercial clean fleets, and even new energy-efficient construction are all set to phase out starting in late 2025. If you’ve been considering an EV purchase, home solar, or energy-efficient improvements, the window to benefit from these incentives is closing fast. Dive into our full breakdown to see which credits are disappearing, when they end, and how to make the most of them before they’re gone.

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Income & Spending Details — The IRS Lays It All Out

As required by law, in every Form 1040 instruction booklet there's a section that shows where our federal government gets its money and where it is spent. As taxpayers it makes sense to know this information.

Here is the data for the government's fiscal year ending September 30, 2023, as reported by the IRS in the 2024 instruction booklet for Form 1040:

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Research Your Preferred Charities

Throughout the year, natural disasters can strike unexpectedly, from wildfires to hurricanes, and the aftermath often leaves communities in need of support. While the urge to help is strong, it’s important to ensure that the organizations you donate to are legitimate and not scams.

Additionally, while fewer taxpayers are itemizing deductions, those who do want to make sure their charitable contributions are legitimate for tax purposes. Here are some tips on how to research organizations before donating your funds, no matter the time of year.

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California Independent Contractors in 2025 — What the Law Really Cares About (and Where the Carve-Outs Live)

California has a weird hobby: taking normal business relationships and turning them into legal trivia contests with expensive prizes. If you hire independent contractors (ICs) in California, you’re operating in a world shaped by Dynamex and AB 5 (plus later amendments). The big takeaway is simple: California starts from suspicion, not trust. Your job is to structure the relationship so it can survive scrutiny.

This post is a practical, more generic overview of how California looks at ICs, what the main “tests” are, and how the carve-outs work in real life.

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NEW FREE MONEY! — Trump Accounts for Kids

The New Child Savings Plan Parents Need to Know (530A / “Invest America”)

Congress has officially blessed us with yet another account type. This one is built for children and is commonly being called a “Trump Account” (also referred to as a Section 530A / “Invest America” account). The elevator pitch: it’s a tax-advantaged, long-term investment account for a minor, seeded (in some cases) with government money, and designed to push families toward early investing.

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IRS Updates Regulations for New Trump Accounts — What Everyone Needs to Know

Recent tax legislation includes new provisions that allow for the establishment of new investment accounts for children ages 18 or younger. The goal of the account is to have funds available for them when they become adults. While not yet available to create, news out of the IRS in early December makes it important to stay up to date on the rules and benefits as they develop. Here is what you need to know.

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