Your Estimated Tax Problem
Quarterly Tax Payments: Are You Paying Too Much — or Not Enough?
How a simple year-end review can protect your wallet and your peace of mind.
Most small business owners think estimated taxes are straightforward: make four payments, stay out of trouble. But in reality, life changes. Income changes. Markets change. Cash flow changes.
And that means your quarterly tax payments may be off-track — without you knowing it.
This can lead to two avoidable problems:
- Overpaying (which hurts your cash flow and keeps money out of your business)
- Underpaying (which triggers IRS penalties and stress at tax time)
Here’s how to stay in the safe zone.
1. Review Your Year-to-Date Income
If this year was higher or lower than last year, your estimated payments may no longer match reality.
- Earned more → You may owe more.
- Earned less → You might be overpaying.
A small adjustment now can prevent a surprise later.
2. Check Your Year-to-Date Expenses
Big business purchases, equipment, software, repairs, or slow months change your tax picture. These may reduce the tax you actually owe.
3. Run a Safe-Harbor Check
The IRS wants one of two things:
- 90% of this year’s total tax, or
- 100% of last year’s total
Meeting either one keeps you penalty-free.
4. Adjust Your Final 2024 Payment
This is where the magic happens — you can “true-up” your final payment in January to bring everything back into alignment.
A little planning now = big relief later.
Common Objections & Responses
“I’ll just deal with it in April.”
Waiting until April is how people get hit with penalties and big balances due. A 10-minute review now saves hundreds later.
“I think my accountant already handled it.”
Your accountant only knows if you tell them your updated numbers. Life changes — your estimates should too.

“My business is small. This can’t affect me much.”
Even small fluctuations can cause penalties, especially if income comes from 1099s or side work.
Just saying…
Michael A. Cook, PA, EA, ATA, ABA
Michael Cook Tax and Bookkeeping LLC