Self-Employment Taxes: A Guide for Side Hustlers & Freelancers

Complete guide to self-employment taxes for freelancers and side hustlers. Learn about 1099 taxes, quarterly payments, deductions, and how to save money on self-employment tax 

So you're making money on the side—congrats! Whether you're driving for Uber, freelancing on Upwork, selling on Etsy, or consulting, welcome to the world of self-employment. But here's what nobody told you when you started: self-employment taxes are WAY more complicated (and expensive!) than regular employee taxes.

Don't panic! I'm going to walk you through everything you need to know about self-employment taxes, from what you owe to how to pay it to what you can deduct. By the end, you'll understand exactly how to handle your 1099 taxes like a pro.

What is Self-Employment Tax?

Self-employment tax is basically Social Security and Medicare tax for people who work for themselves. When you're an employee, you pay 7.65% and your employer matches it. But when you're self-employed, you pay BOTH halves—the full 15.3%!

Here's the breakdown:

       12.4% for Social Security on the first $168,600 of income (2026)

       2.9% for Medicare on all income

       Plus 0.9% additional Medicare tax on income over $200,000 (or $250,000 married)

This is ON TOP of your regular income tax! So if you're in the 22% tax bracket and self-employed, you're really paying 37.3% total on that income. Ouch.

Who Needs to Pay Self-Employment Tax?

You need to pay self-employment tax if you had net earnings from self-employment of $400 or more. This includes:

       Freelancers and independent contractors

       Gig economy workers (Uber, DoorDash, TaskRabbit, etc.)

       Small business owners and sole proprietors

       People with side hustles earning over $400

       Online sellers, consultants, coaches

       Anyone who received a 1099-NEC or 1099-K

Understanding Your 1099 Forms

If you're self-employed, you'll receive 1099 forms instead of W-2s. The most common is the 1099-NEC (Nonemployee Compensation), which shows how much clients paid you. You might also get a 1099-K if you were paid through payment platforms like PayPal or Venmo and processed over $5,000.

Important: Even if you don't receive a 1099, you still need to report and pay tax on that income! The $400 threshold applies to your total self-employment income, not individual clients.

Quarterly Estimated Tax Payments

Here's the kicker: you can't just wait until April to pay your self-employment taxes. The IRS wants you to pay as you go, just like employees have taxes withheld from paychecks. You do this through quarterly estimated tax payments.

Payment deadlines for 2026:

       Q1: April 15, 2026

       Q2: June 16, 2026

       Q3: September 15, 2026

       Q4: January 15, 2027

How to Calculate Quarterly Payments

1.    Estimate your annual self-employment income

2.    Subtract business expenses to get net profit

3.    Calculate 15.3% for self-employment tax

4.    Add your income tax based on your tax bracket

5.    Divide by 4 for quarterly amount

Pro tip: Set aside 25-30% of every payment you receive for taxes. Open a separate savings account just for tax money and transfer it immediately!

Business Deductions That Save You Money

The good news about self-employment? You can deduct business expenses! This reduces your taxable income significantly. Common deductions include:

Home Office Deduction: If you have a dedicated workspace, you can deduct a portion of rent, utilities, internet, etc.

Vehicle Expenses: Mileage for business driving at 70 cents per mile (2026), or actual expenses like gas and maintenance

Equipment and Supplies: Computers, software, tools, office supplies

Professional Development: Courses, books, conferences related to your business

Business Insurance: Liability insurance, professional insurance

Marketing and Advertising: Website hosting, business cards, ads

Professional Services: Accountant fees, legal fees, bookkeeping

Phone and Internet: Business portion of your phone bill and internet

Health Insurance: Self-employed health insurance premiums are deductible!

The QBI Deduction: A Hidden Gem

If you're self-employed, you might qualify for the Qualified Business Income (QBI) deduction, which lets you deduct up to 20% of your net business income! This is HUGE and often overlooked.

For 2026, you can take the full 20% deduction if your taxable income is under $191,950 (single) or $383,900 (married). Above those thresholds, it starts phasing out.

Record-Keeping: Your Best Friend

Good records are essential for self-employment taxes. Here's what you need to track:

       All income received (even if you don't get a 1099)

       Every business expense with receipts

       Business mileage in a log

       Home office square footage and total home size

Use apps like QuickBooks Self-Employed, FreshBooks, or even a simple spreadsheet. The key is consistency—track everything as it happens, not at tax time!

Common Mistakes to Avoid

Not paying quarterly taxes: This results in penalties and a huge bill in April

Mixing personal and business expenses: Get a separate bank account and credit card for business

Forgetting to track mileage: This is one of the biggest deductions people miss

Not saving receipts: No receipt = can't prove the deduction in an audit

Deducting 100% of mixed-use items: You can only deduct the business portion

Frequently Asked Questions

Do I need to pay self-employment tax if I have a regular job too?

Yes! If you earn $400+ from self-employment, you pay self-employment tax on that income regardless of your W-2 job.

Can I deduct the employer half of self-employment tax?

Yes! You can deduct 50% of your self-employment tax on your Form 1040, which reduces your income tax.

What if I can't afford quarterly payments?

Pay what you can. Any payment is better than nothing. The IRS charges penalties and interest on underpayments, but it's less painful if you've paid something.

The Bottom Line

Self-employment taxes are expensive, but they're manageable if you plan ahead. Set aside 25-30% of every payment, pay quarterly, track all expenses, and take every deduction you're entitled to.

Yes, it's more work than having an employer handle everything. But the freedom of self-employment and the tax deductions available make it worthwhile for many people. Stay organized, stay compliant, and you'll be fine!

Are you self-employed? What's your biggest tax challenge? Drop a comment below and let's help each other navigate this! And if this guide was helpful, please share it with other freelancers and side hustlers.

Post a Comment

Previous Post Next Post