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TaxFile review

#17 of 30 in Small Business Tax SoftwareAI Tax Software

A focused tax filer for sole proprietors and single-member LLCs.

7.4/10Editor score
TaxFile7.4 Visit TaxFile

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

TaxFile is online tax filing software for W-2 filers, freelancers, contractors, sole proprietors, and single-member LLCs. Users can upload W-2s, 1099s, receipts, PDFs, photos, or pasted text, or answer questions directly. The software prepares federal and state returns, identifies deductions and credits, explains figures in plain English, and submits through an authorized IRS e-file provider after user review and approval. Its strongest fit is for individuals and small-business owners whose tax work centers on personal income, self-employment, Schedule C, and Schedule SE.

Pricing is annual and starts with the Simple plan at $39 per year. Simple includes federal and state return preparation and e-filing, deduction and credit finding, error and audit-risk checks, user approval, and 256-bit encryption. Self-Employed costs $89 per year and adds Schedule C and 1099 income, year-round deduction tracking, home office, mileage, QBI, self-employed health insurance and supplies deductions, quarterly estimate reminders, and priority email support. Business costs $199 per year and adds assets and depreciation, a quarterly estimated-tax planner, multiple states and multiple income streams, and priority support. Enterprise adds multi-entity and high-volume filing, dedicated account support, custom onboarding, security review, volume pricing, and authorized IRS e-file.

The product’s standout strength is guided preparation: document uploads, AI-assisted returns, deduction discovery, plain-English explanations, and automated checks combine into a review-oriented workflow rather than an unattended filing process. It is also designed for current-year returns and includes one state return across the plans, while Business is described with multiple-state support. TaxFile should suit a sole proprietor or single-member LLC seeking a focused web-based filing tool. Businesses organized as other entity types, or buyers seeking broader platform coverage, should choose an alternative.

TaxFile pros and cons

  • Where it wins
    • AI prepares federal and state returns with user approval before filing
    • Supports Schedule C, Schedule SE, deductions, credits, and document uploads
    • Includes error and audit-risk checks plus plain-English explanations
  • Where it doesn't
    • Entity coverage is limited to sole proprietors and single-member LLCs
    • Runs on the web rather than offering a listed desktop or mobile app
    • No free plan is available

TaxFile fact sheet, pricing and score →

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