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June 13, 2025 | Posted in:

Mid-Year Tax Check-In: A Smart Move for Your Bottom Line

As we head into the second half of the year, it’s the perfect time for a mid-year tax check-in. Whether you’re a business owner, self-employed, or an employee, taking stock of your tax situation now, not in December, can make a big difference by helping you avoid surprises, taking advantage of opportunities, and staying in control of your finances.

Here’s what to focus on during your mid-year review:

1. Review Your Withholdings

If you’re a W-2 employee, check your most recent pay stub and compare it with your last tax return. Are you withholding too much, or too little?

  • Too much? You could be missing out on money each paycheck.

  • Too little? You might owe a big bill (and potential penalties) next spring.

Use the IRS Withholding Estimator or talk to your accountant to fine-tune your W-4.

2. Revisit Deductions and Credits

Your life may have changed since January. Maybe you bought a home, had a child, changed jobs, or started school. These changes can affect what you’re eligible to deduct or claim.

Some key areas to review:

  • Retirement contributions (Are you maxing out your IRA/401(k)?)

  • Charitable donations

  • Education expenses

  • Business mileage and home office use

  • Health savings account (HSA) contributions

Catching these now means more time to adjust and potentially lower your tax bill.

3. Evaluate Business Income and Expenses

If you’re self-employed or own a small business, your mid-year check-in is essential. Take this time to:

  • Track profit and loss so far this year

  • Plan for estimated tax payments

  • Identify deductions you may have missed

  • Forecast cash flow and set aside money for Q3 and Q4 taxes

Bonus tip: Mid-year is also a great time to consider big-ticket purchases or investments that could offer tax benefits by year-end.

Why This Matters

Waiting until year-end or tax season to make financial decisions can limit your options. A proactive mid-year check-in helps you:

  • Avoid underpayment penalties

  • Reduce stress and guesswork

  • Make smart, timely financial moves

Need help reviewing your tax strategy or business finances? Our team is here to make sure you’re on track for a smooth tax season.

Let’s schedule your mid-year review today. Reach out to an Alloy Silverstein advisor to get started today.

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