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Automatic write-off finder and tax filing for freelancers and gig workers
Keeper Tax is purpose-built for freelancers, contractors, and gig economy workers who have business expenses eligible as tax deductions but lack the accounting knowledge to identify and document them effectively. The app connects to bank accounts and credit cards, then uses AI to automatically scan transaction history for potential business deductions — flagging purchases that commonly qualify for Schedule C write-offs across hundreds of occupation categories. Keeper's deduction-finding algorithm is trained on IRS guidelines and covers expenses ranging from home office costs and software subscriptions to business meals, vehicle mileage, and professional development. Each flagged transaction is presented for user confirmation, keeping humans in the loop while doing the heavy lifting of identification. The subscription price covers both year-round deduction tracking and actual tax filing at year-end — users don't pay separately for the return. Keeper also offers quarterly tax estimates to help freelancers avoid underpayment penalties. A CPA review option is available for complex situations. The platform's tax filing covers Schedule C, self-employment tax, retirement contributions (SEP-IRA, Solo 401k), home office deduction, and most common freelancer scenarios. For independent workers who previously left thousands of dollars in deductions on the table, Keeper's automated approach often saves significantly more than the subscription cost.