Independent contractors managing self-employed taxes should stay proactive about independent contractor deductions and year-round recordkeeping.
How We Evaluated Each App for Self-Employed Taxes
Gig workers need lightweight tools that automate expense tracking, support mileage logs, and generate tax-ready reports. We compared leading options on price, feature depth, bank feeds, mobile experience, and support quality.
QuickBooks Self-Employed
- Best for: Freelancers who already collaborate with accountants using Intuit products.
- Highlights: Automatic mileage detection, quarterly tax estimates, and TurboTax integration for seamless filing. The mobile app categorizes transactions with swipe gestures.
- Considerations: Limited invoicing customization. Upgrade to QuickBooks Online if you outgrow the feature set.
KeeperTax
- Best for: Contractors who prefer a done-for-you approach.
- Highlights: AI-driven chat interface identifies write-offs, delivers weekly savings summaries, and connects you with enrolled agents for tax filing support.
- Considerations: Higher monthly cost than DIY software, but it includes audit defense and filing services.
Wave Accounting
- Best for: Budget-focused freelancers who want free invoicing and bookkeeping.
- Highlights: Unlimited income and expense tracking, online payments, and basic reports. Receipt scanning is available with its mobile app.
- Considerations: Live support and payroll require paid add-ons. Mileage tracking is manual.
FreshBooks
- Best for: Service-based professionals who bill hourly or by project.
- Highlights: Built-in time tracking, proposal templates, and client portals. Expense tracking and double-entry accounting keep books organized.
- Considerations: Tiered pricing is based on active clients. Automation features improve at higher tiers.
Choosing Your Stack
List your must-have featuresāmileage, recurring invoices, client portalsāthen test free trials. Pair a bookkeeping app with a mileage tracker (like Everlance) and a receipt app if it doesnāt cover everything. Revisit your setup annually to confirm youāre paying for tools that actually earn their keep.
How do I track mileage for gig work in 2025?
Use IRS-approved mileage logs or apps like Everlance to document date, distance, and purpose for every self-employed trip.
Can I deduct equipment or vehicle lease payments?
Yes, deduct the portion tied to independent contractor work; keep receipts and lease statements for 1099 tax audits.
When should I pay quarterly estimated taxes?
Send payments by April, June, September, and January to cover self-employed taxes and avoid IRS penalties.
What records should independent contractors keep?
Maintain income statements, mileage reports, receipts, and bank deposits to support deductions and 1099 filings.
How can I reduce surprise tax bills as a freelancer?
Estimate your independent contractor deductions monthly, set aside 25-30% of income, and automate transfers to a tax savings account.