Sole proprietor unsure which tax deductions qualify and how to correctly categorize expenses on Schedule C.

No clear, easy-to-understand guidance on specific expense categorization for sole proprietors.

Opp. Score

Severity

2Mild

Willingness to Pay

implied

Added

Jun 7, 2026

App Concept

DeductWise Tax Assistant

DeductWise is a mobile and web app that helps sole proprietors track and categorize expenses year-round with IRS-validated rules. It provides real-time answers to deduction questions (e.g., 'Is parking deductible?') and generates a ready-to-file Schedule C summary. Unlike generic tax software, DeductWise is tailored to self-employed workers and explains the 'why' behind each categorization.

Key Features

Expense categorization with IRS rule explanations
Real-time Q&A about deductible expenses
Year-round expense tracking with receipt capture
Auto-generates Schedule C summary for tax filing

Target Users: Sole proprietors and freelancers in the US who file Schedule C and want to maximize deductions without an accountant.

Revenue Model: $9.99/mo subscription or $79/year, with a free limited tier for expense tracking.

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