1099 & Contractor Reporting for Bookkeepers with Bill.com
The Problem
January 31 1099 deadlines catch every Small Business Bookkeeping firm off-guard — W-9s are missing, vendor records are inconsistent, and e-file rejections cascade.
What We Build in Bill.com
AI identifies 1099-eligible vendors from QuickBooks Online, chases missing W-9s, prepares 1099-NEC and 1099-MISC filings, and submits to the IRS — January 31 becomes a non-event. Purpose-built for teams running Bill.com — uses the native API or agent integration so nothing leaves the system of record.
Bill.com Integration Approach
Audit your Bill.com configuration
We map the specific Bill.com objects, custom fields, and workflows the automation needs to touch for your small business bookkeeping practice.
Build on the Bill.com API or agent
Integration happens inside Bill.com — no data leaves the system, no parallel tool for your team to learn, no license changes.
Human-in-the-loop handoff
Every automation routes exceptions back to a human in Bill.com with enough context to act — AI handles the 80%, your team owns the judgment calls.
See this running in your Bill.com instance
30-minute call. We'll look at your actual Bill.com setup and show exactly how this workflow fits.