Tax Planning

Understanding Estimated Taxes: A Guide for Self-Employed Professionals

J. Lynn Johnson CPA9 min read
When you work for an employer, taxes are withheld from each paycheck automatically. When you're self-employed, freelancing, or running your own business, that responsibility falls on you — and the IRS expects you to pay as you earn throughout the year. # What Are Estimated Taxes? Estimated taxes are quarterly payments made to the IRS (and often your state) to cover income tax and self-employment tax on income that isn't subject to withholding. If you expect to owe $1,000 or more in taxes for the year, you're generally required to make estimated payments. # Who Needs to Pay? - Freelancers and independent contractors - Business owners and sole proprietors - Partners in a partnership or S-Corp shareholders receiving pass-through income - Anyone with significant investment income not covered by withholding # The Quarterly Schedule The IRS uses four payment deadlines each year (approximate): - **April 15** — for income earned January–March - **June 15** — for income earned April–May - **September 15** — for income earned June–August - **January 15** — for income earned September–December Missing deadlines or underpaying can result in penalties, even if you pay your full tax bill in April. # How Much Should You Pay? The safest approach is the **safe harbor rule**: pay either 100% of last year's tax liability (110% if your AGI exceeded $150,000) or 90% of this year's expected liability — whichever is less. # Practical Tips 1. **Set aside a percentage of every payment you receive** — typically 25–30% depending on your income level and state taxes. 2. **Open a separate savings account** for tax funds so the money isn't accidentally spent. 3. **Review your estimates mid-year** — income fluctuations can mean you're over or underpaying. 4. **Work with a CPA** to calculate accurate estimates and adjust as your income changes. Getting estimated taxes right keeps your cash flow predictable and prevents stressful surprises each April.
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