What to Look For
- Schedule C support: Does it handle business income and expenses?
- Schedule SE: Does it calculate self-employment tax automatically?
- Estimated taxes: Does it generate Form 1040-ES vouchers?
- Deduction finder: Does it help find deductions you might miss?
- Import: Can it import from QuickBooks, 1099s, etc.?
- Price: How much for the self-employed version?
Comparison Table
| Software | Best For | Price (Self-Employed) | Schedule C | Audit Support |
|---|---|---|---|---|
| TurboTax Self-Employed | Maximum deductions, ease of use | $89-$179 | Excellent | Add-on |
| H&R Block Premium | In-person help option | $74.99 | Very good | Included |
| TaxSlayer Self-Employed | Budget-friendly | $54.95 | Good | Included |
| FreeTaxUSA | Best free option | $0 federal + $14.99 state | Good | Included |
| Cash App Taxes | Completely free | $0 | Basic | No |
| Keeper Tax | Done-for-you service | $19.99/month | Managed | Included |
Detailed Reviews
TurboTax Self-Employed ($89-$179)
The gold standard for ease of use. It asks conversational questions and finds deductions you might miss. The ItsDeductible tool scans for donation values, and QuickBooks integration is seamless. The downside? It is the most expensive, and upsells appear at every step.H&R Block Premium ($74.99)
A close competitor at a lower price. The interview process is intuitive. You can visit an H&R Block office if you get stuck. Audit support is included (TurboTax charges extra). The deduction finder is slightly less thorough but still very good.TaxSlayer Self-Employed ($54.95)
The best value pick. It handles Schedule C, SE tax, and business deductions competently. The interface is less polished than TurboTax but gets the job done. State filing is only $14.95 extra.FreeTaxUSA ($0 federal + $14.99 state)
The best budget option. It supports Schedule C and SE tax at no cost for federal filing. The interface is basic but functional. Audit support is free. The main drawback: fewer hand-holding features and deduction prompts.Cash App Taxes ($0)
Truly free federal and state filing. Supports basic Schedule C but lacks advanced features like multi-state filing. Best for simple tax situations with straightforward gig income.Keeper Tax ($19.99/month)
A different approach: connects to your bank accounts, identifies deductible expenses, and pairs you with a tax professional. The monthly fee is higher, but if you value time over money, it is worth considering.Scenario-Based Recommendations
| Your Situation | Recommended | Why |
|---|---|---|
| First year freelancing, simple income | FreeTaxUSA | Free federal, covers Schedule C |
| Uber/DoorDash driver with mileage | TurboTax Self-Employed | Best mileage import, guides through vehicle deductions |
| Multiple 1099s from various clients | H&R Block Self-Employed | Good import tools, strong audit support |
| Sole proprietor with home office | TaxSlayer Self-Employed | Best home office guidance, lower price |
| LLC or S-Corp owner | Cash App Taxes | Free for all filing situations |
| Freelancer with investments and rentals | TurboTax Premier | Handles complex schedules alongside self-employment |
Final Recommendation
Want the most thorough return with maximum deductions? TurboTax Self-Employed. Want the best value? TaxSlayer Self-Employed. Want free? FreeTaxUSA (or Cash App Taxes for simple returns). Want done-for-you? Keeper Tax. Whichever you choose, make sure the software handles Schedule C and self-employment tax. Not all versions do, even within the same brand.Common Mistakes When Using Tax Software
Mistake 1: Taking the standard deduction when itemizing saves more. Most software defaults to the standard deduction. If you have a home office or significant business equipment, run the itemize-versus-standard comparison before accepting the default. Mistake 2: Forgetting to include all 1099 forms. The IRS receives copies too. Missing one triggers a notice. Use the import feature and cross-check against your own payment records. Mistake 3: Ignoring multi-state filing. If you earned income in multiple states, you may need to file in each. Not all software supports this at the self-employed level. Mistake 4: Not taking the QBI deduction. The Qualified Business Income deduction lets many freelancers deduct 20% of business income. Ensure your software supports it. Most major options do, but some free versions may not. Mistake 5: Filing the wrong version. Not all product tiers support Schedule C. TurboTax Deluxe ($69) does not include the self-employed forms you need. You must buy TurboTax Self-Employed ($89+) or your return will miss the SE tax calculation entirely. Mistake 6: Ignoring the Premium Nanny Tax. If you employ household help through your side hustle income, you may be responsible for nanny tax reporting. Most software does not handle this automatically.Tips for Maximizing Each Software
TurboTax: Use the deduction maximizer. It asks targeted questions that reveal overlooked deductions. H&R Block: Use the Tax Knowledge Library. It explains the tax code in plain English with your specific numbers. FreeTaxUSA: Have your 1099 forms and expense records ready before starting. It does not hold your hand like TurboTax. TaxSlayer: The Simply Free edition supports Schedule C for free. Upgrade only if you need state filing or audit assistance.This article is for informational purposes only. Consult a qualified tax professional for advice tailored to your situation.
Related Articles
More tax software comparisons at Forbes and NerdWallet.Frequently Asked Questions
How much should I set aside for taxes as a freelancer?
Most freelancers should set aside 25-30% of their net income for federal and state taxes. This covers income tax plus the 15.3% self-employment tax. If you are in a higher tax bracket or live in a state with income tax, aim for 35%. The exact percentage depends on your total taxable income and filing status. Use the IRS Tax Withholding Estimator or consult a tax professional for a personalized rate.
Can I deduct health insurance premiums as a self-employed person?
Yes, self-employed individuals can deduct health insurance premiums for themselves, their spouse, and dependents. This is an above-the-line deduction on Form 1040, meaning you do not need to itemize to claim it. The deduction cannot exceed your net self-employment income. If you have access to an employer-sponsored plan through a spouse, you may not qualify.
What happens if I miss a quarterly estimated tax payment?
If you miss a quarterly payment, the IRS may charge a penalty on the underpaid amount. The penalty is calculated based on how much you underpaid and for how long. However, if you owe less than $1,000 at tax time, or if you paid at least 90% of your current year liability or 100% of the prior year liability (110% if your AGI was over $150,000), you may avoid the penalty. File Form 2210 to see if the penalty applies.
Can I deduct my home office if I rent versus own?
Yes, both renters and homeowners can claim the home office deduction. Renters deduct a portion of their rent; homeowners deduct a portion of mortgage interest, property taxes, and insurance. The key requirement is that the space must be used regularly and exclusively for business. The simplified method lets you deduct $5 per square foot up to 300 square feet without tracking actual expenses.
What is the difference between a tax deduction and a tax credit?
A tax deduction reduces your taxable income, so the savings depend on your tax bracket. A $1,000 deduction saves you $220 if you are in the 22% bracket. A tax credit reduces your tax bill dollar-for-dollar. A $1,000 credit saves you $1,000 regardless of your bracket. Credits are generally more valuable than deductions of the same amount.
Disclaimer: This content is for informational purposes only and does not constitute financial, tax, or legal advice. Consult a qualified professional for advice tailored to your specific situation.
