Top Tax Software for Freelancers & Side Hustlers
Hey there, fellow freelancers, gig workers, and side hustlers in the U.S! Taxes can be a real head-scratcher, right? Tracking business expenses and dealing with self-employment tax can be overwhelming. But guess what? You don’t have to go through it all alone! There are resources and support systems available to help you navigate the tax world. In this guide, we’re breaking down the top tax software for freelancers and side hustlers in 2025 (USA). These tools make it easy to file accurately, maximize deductions, and avoid IRS headaches without needing a full-time accountant.
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Why Freelancers & Side Hustlers Need Specialized Tax Software
Freelancers, contractors, and anyone with 1099 income have different tax responsibilities than regular W-2 employees. Here’s why using the right software matters:
- Tracks income across gigs (Uber, Upwork, Etsy, etc.)
- Helps deduct business expenses (home office, equipment, internet)
- Handles self-employment tax and quarterly estimated payments
- Offers profit & loss reports for year-round planning
- Keeps records in case of an audit
Whether you’re full-time freelance or juggling a weekend side hustle, the tools below are designed to handle the tax chaos that comes with being your own boss.
Top Tax Software for Freelancers & Side Hustlers in 2025
We picked these platforms because they’re super user-friendly, support self-employed folks, have fair pricing, and are great for freelancers.
1. TurboTax Self-Employed – Best Overall for Freelancers
Why it stands out:
TurboTax is the gold standard, and the Self-Employed version is tailor-made for gig workers, freelancers, and business owners.
Key Features:
- Deduction finder for freelance-specific expenses
- Import income from Uber, Lyft, DoorDash, etc.
- QuickBooks Self-Employed integration
- Access to live CPAs with TurboTax Live
Pricing:
- Starts at $129 for federal + additional for state filing
Pros:
✅ Extremely user-friendly
✅ Covers all freelance forms (Schedule C, 1099s, etc.)
✅ Step-by-step interview process
Cons:
❌ On the pricey side
❌ Upgrades and add-ons can stack up
2. H&R Block Premium – Best for In-Person Help
Why it stands out:
H&R Block Premium provides a robust online experience and the option to walk into a local office—perfect if you want that human touch.
Key Features:
- Handles 1099-MISC, 1099-NEC, Schedule C
- Expense tracker for freelancers
- Free storage for tax docs
- Expert review available
Pricing:
- Starts at $85 for federal filing
- Pros:
- ✅ Great for freelancers with multiple income streams
- ✅ Access to 9,000+ local offices
- ✅ Solid support content
- Cons:
- ❌ Interface not as modern as TurboTax
- ❌ Some features locked behind upgrades
3. TaxSlayer Self-Employed – Best Value for Freelancers
Why it stands out:
If you’re budget-conscious but still need strong support for freelance taxes, TaxSlayer Self-Employed offers excellent features at a low cost.
Key Features:
- Covers all self-employed forms
- Includes IRS inquiry assistance for a year
- Mobile-friendly design
- Deduction guidance
Pricing:
- Only $64.95 for federal + state
- Pros:
- ✅ Affordable compared to competitors
- ✅ Includes audit support
- ✅ Fast and easy interface
- Cons:
- ❌ Limited real-time support
- ❌ UI is a bit basic
4. FreeTaxUSA – Best for Experienced Freelancers
Why it stands out:
While not specifically built for freelancers, FreeTaxUSA supports all the necessary forms—and it’s dirt cheap.
Key Features:
- Free federal filing
- Schedule C and business deductions included
- Option to upgrade for audit help
Pricing:
- Free federal
- State: $14.99
- Deluxe (with chat support): $7.99
- Pros:
- ✅ Super affordable
- ✅ Handles complex returns
- ✅ Straightforward dashboard
- Cons:
- ❌ Not beginner-friendly
- ❌ No hands-on guidance
5. Keeper – Best for Expense Tracking + Filing Combo
Why it stands out:
Keeper is more than just tax software—it’s a full-on tax assistant for freelancers. It tracks expenses throughout the year and helps you file when tax time comes.
Key Features:
- Real-time expense tracking
- Monthly deduction reports
- Auto-categorizes business expenses
- One-click tax filing
Pricing:
- Starts at $20/month
- Includes annual filing
- Pros:
- ✅ Combines bookkeeping + filing
- ✅ Built for 1099 workers
- ✅ Great mobile app
- Cons:
- ❌ Subscription model may not suit everyone
- ❌ No in-person support
What to Look for in Tax Software for Freelancers
Here’s a quick checklist of must-have features:
- Schedule C and 1099 support
- Expense deduction tools
- Self-employment tax calculators
- Quarterly tax estimation
- Audit defense or assistance
Final Thoughts: File Smarter with the Right Tax Software
Freelancing offers freedom, but tax season can be a real headache if you’re not prepared. That’s where the top tax software for freelancers and side hustlers in 2025 comes in. It takes the stress out of tax season, helping you stay on top of your finances, organized, and in control. Are you ready to file your freelance taxes?Choose a platform that works best for you, based on your workflow, income type, and comfort level. Start early, keep track of your expenses, and watch your hard-earned money grow!
