The Importance of a Mid-Year Tax Planning Check-In

Quick Overview: Why a Mid-Year Check-In Matters

Tax planning works best when it’s proactive, not last-minute. A mid-year check-in gives you the chance to review progress, adjust strategies, and avoid costly surprises when tax season arrives. Families and business owners alike benefit from taking action in the summer or early fall.

  • Mid-year reviews help you spot tax issues early and make corrections.
  • Adjusting withholdings and contributions can save money before year-end.
  • Business owners can update payroll, expenses, and quarterly payments.
  • Life events like marriage, children, or buying a home require updated planning.

These simple steps ensure you finish the year prepared, confident, and in control of your financial future.


 

Most people only think about taxes once a year — and that mistake can cost them thousands. By the time tax season arrives, it’s usually too late to make meaningful changes. A mid-year tax check-in gives you the chance to review your finances, adjust your strategy, and take advantage of opportunities while they still matter. Instead of reacting in April, you’ll be preparing in advance and saving money along the way.

Meeting with your accountant in the middle of the year is one of the smartest financial habits you can build. It puts you in control of your money, helps reduce stress, and ensures you won’t face any last-minute surprises.

Value of a Mid-Year Financial Check In

Why Waiting Until Tax Season Costs You

If you only talk to your accountant once a year, their options are limited. By April, your income and expenses are already locked in. All they can do is file your return with the numbers in front of them. A mid-year meeting opens the door to planning. You can adjust your withholding, update contributions, or take advantage of tax breaks before the year closes. Small changes in the summer can prevent big headaches in the spring.

The IRS even encourages taxpayers to check their withholding mid-year to avoid underpayment penalties — see their official tax withholding estimator as a helpful tool.

What a Mid-Year Check-In Covers

A mid-year review is essentially a financial progress report. Your accountant looks at your income to date and projects where you’ll likely end the year. This helps catch underpayment issues before they snowball into penalties and gives you time to make adjustments through smart tax planning strategies.

The review also takes life changes into account. Getting married, having a child, buying a home, or starting a business all affect your tax strategy. A mid-year check-in ensures these changes are factored into your plan before it’s too late.

If you’re unsure what counts as a life event that changes your tax strategy, HealthCare.gov has a solid glossary entry that defines Qualifying Life Event (QLE) — things like marriage, having a child, or losing health coverage. 

3 Ways Mid-Year Planning Saves You Money

Preventing surprises. A mid-year meeting helps you avoid unexpected tax bills by adjusting your payments and withholding early — and staying ahead of key tax deadlines.

Finding savings opportunities. Whether it’s retirement contributions, charitable giving, or new deductions, you can take advantage of tax breaks before the year ends. The IRS Taxpayer Advocate Service highlights how a mid-year tax checkup can help you spot problems early and uncover savings opportunities.

Improving financial strategy. Planning ahead allows you to align your financial goals with your tax strategy so that every decision works in your favor.

Why Business Owners Benefit Even More

For business owners, a mid-year review is critical. Revenue can shift quickly, and expenses often fluctuate. Waiting until tax season means missed deductions or surprise bills — all of which can be avoided with our small business accounting services. Meeting mid-year gives you the chance to adjust quarterly tax payments, fine-tune payroll, and plan purchases in a way that maximizes tax benefits. The difference between planning and reacting can be thousands of dollars.

The Right Time to Schedule

The best window for a mid-year review is summer through early fall. By then, you have enough data from the first half of the year to spot trends, but still enough months ahead to make changes. If you’ve had a major life event, however, it’s best not to wait. Any big change in your household or your business is a good reason to call your accountant sooner rather than later, especially if you’re managing real estate or investment tax planning.

Why We Recommend Mid-Year Reviews

At Del Real Tax, we see firsthand how mid-year planning changes the game for our clients. Those who take the time to check in mid-year consistently avoid surprises, save more money, and feel more confident about their financial future. Our goal isn’t just to file your return but to help you stay proactive all year long.

Final Thoughts

A mid-year tax check-in is one of the easiest ways to take control of your finances. It reduces stress, prevents costly mistakes, and gives you time to act before the year ends. Tax planning works best when it’s ongoing, not rushed at the last minute.

At Del Real Tax, we make mid-year reviews simple, practical, and tailored to your goals. Schedule your mid-year check-in today and let’s build a plan that saves you money and sets you up for success.

 

Picture of Maribel Salazar,  CPA, CTC, MSA

Maribel Salazar, CPA, CTC, MSA

Maribel Salazar is a Chicago-based CPA, Certified Tax Coach, and QuickBooks ProAdvisor with nearly two decades of experience in tax planning and small business accounting. A former PwC consultant, she holds master’s and bachelor’s degrees in accounting, has received multiple awards, and leads Del Real Tax Group serving clients in Chicago, La Grange, Oak Park, Oak Lawn, and Cicero.