Independent contractors managing self-employed taxes should stay proactive about independent contractor deductions and year-round recordkeeping.

šŸ’” Set aside 25% of every gig payout for self-employed taxes so independent contractor deductions cover quarterly payments.

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 features—mileage, recurring invoices, client portals—then test free trials. Pair a bookkeeping app with a mileage tracker (like Everlance) and a receipt app if it doesn’t cover everything. Revisit your setup annually to confirm you’re 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.

See Also

Uber 1099 Guide