1099 Contractor Payment Tracking

Overview

Track payments to independent contractors throughout the tax year. Total payments by vendor, flag anyone approaching or exceeding the $600 IRS reporting threshold, and prepare data for 1099-NEC filing.

Wilson Tools Used

• transaction_search — find all payments to contractor-related vendors by name or category
• export_transactions — export contractor payment details for tax filing preparation

Workflow

1. Ask for the tax year (defaults to current year) and any known contractor names or payment categories.
2. Use transaction_search to find all outgoing payments categorized as contractor, freelancer, consulting, or professional services.
3. Also search by specific vendor names if provided (e.g., "John Smith", "Design LLC").
4. Group results by vendor/payee and sum total payments per vendor for the year.
5. Generate the tracking report: