TL;DR. Billy and Contracts Connected are both built for construction general contractors. Billy is a compliance tracker centered on the certificate of insurance, sold self-service or with a managed team that reviews certificates for you. Contracts Connected is a contract system: it sends the subcontract, then collects the COI, lien waivers, certified payroll and everything else the vendor owes against it.
Every fact about Billy below comes from Billy’s own website, read on October 13, 2026. Contracts Connected is our product. We say where Billy is the better choice, and we hold our own product to the same standard.
At a glance
| Contracts Connected | Billy | |
|---|---|---|
| Built for | Construction: general contractors and the teams that send contracts to vendors | Construction general contractors, home builders and owners |
| What it collects | COI, W-9, license, bonds, lien waivers, weekly certified payroll on prevailing wage jobs, closeout documents | COIs, W-9s, contracts, safety certifications and other compliance documents |
| How a COI gets read | With AI on, the AI reads each certificate against the project’s insurance requirements and tells you whether to accept or reject and why | AI Review Assistant checks limits, dates, coverages and endorsements against your requirements; the Managed plan adds Billy’s certificate review team |
| Contracts | Built on your own templates, approved inside, sent as one package, redlined and e-signed inside | Signature requests through a DocuSign integration, for users with a DocuSign account; contract authoring not found on their site |
| Lien waivers and certified payroll | Collected and tracked per vendor, per project | Lien waivers named as a DocuSign example document; tracking workflows not found on their site |
| Vendor side | Vendors set up a free account from the link in their email and never pay | Vendors and brokers upload from an email link with no login |
| Renewals | The portal reminds vendors on Monday and Wednesday mornings until everything is in | Requests at three months, one month and on the day coverage expires, with follow-ups |
| Integrations | Project management, accounting and ERP systems, worked out with each customer, case by case | Procore (with a side panel), Autodesk, CMiC, DocuSign, Sage 300, Sage Intacct, JD Edwards, Viewpoint Vista, Trimble ProjectSight, Acumatica |
| Pricing (as published) | Foundation from $416 a month; Core and Max quoted | Not published; custom quote |
Where Billy is the better pick
- You want someone else to review the certificates. Billy’s Managed plan puts its certificate review team on your COIs and endorsements. Contracts Connected doesn’t sell a managed review service: your team decides, with the AI reading if you switch it on.
- Your vendors won’t make an account. Billy’s vendors and brokers upload from a link with no login. Contracts Connected vendors set up a free account first.
- You live inside Procore. Billy names a Procore side panel and a long list of accounting integrations.
- Insurance is the only document you chase. A certificate-first tracker is a smaller purchase than a contract system.
Where Contracts Connected is the better pick
- You send the subcontract too. Contracts are built on your own templates with the project’s data entered once, routed through your approvals, sent as one package and signed inside. E-signatures are built in. No separate signing app, and no DocuSign account needed.
- Lien waivers and payroll matter as much as insurance. Whether a vendor can be paid depends on the waiver and, on prevailing wage jobs, weekly certified payroll. Contracts Connected collects both with the certificate and shows who can be paid on one tracker.
- You want the AI to do the chasing. On the Done for you level, your AI agent emails vendors from its own address, asks for what’s missing or expiring, answers their questions and files what comes back.
- You want AI to be optional. On Do it yourself, no AI model touches your documents, and everything else works the same.
What they share
Both are built for construction. Both read a certificate against your requirements, not only its expiration date. Both remind vendors automatically and both work alongside Procore. For the wider field, our COI tracking software guide compares eight tools.
How we compared
We read Billy’s home page, FAQ, AI Review Assistant, Managed plan and DocuSign integration pages on October 13, 2026, and recorded what each says. Where Billy’s site didn’t mention a feature, we wrote “not found on their site” rather than claiming it doesn’t exist. We didn’t use review sites or other vendors’ comparison pages. Our co-founder ran a large federal general contracting firm for 15 years, about 100,000 documents a year.
Frequently asked questions
Does Billy track lien waivers?
Billy lists lien waivers as an example of a document you can send through its DocuSign integration. We didn’t find a lien waiver tracking workflow on its site. Contracts Connected collects and tracks waivers per vendor, per pay application.
Does Billy do certified payroll?
We didn’t find certified payroll on Billy’s site as of October 13, 2026. Contracts Connected collects weekly certified payroll on prevailing wage jobs, and with AI on, reads each WH-347 against the wage determination.
Can Billy create and send subcontracts?
Billy sends documents for signature through DocuSign for users with a DocuSign account. We didn’t find contract authoring on its site. Contracts Connected builds the subcontract on your template and signs it inside, no separate signing app.
Does Billy have human review?
Yes. Billy’s Managed plan includes its certificate review team. Contracts Connected’s reviews are made by your team, with the AI reading each certificate and recommending accept or reject if you switch it on.
Do vendors need a login?
Billy’s vendors upload from an email link with no login. Contracts Connected vendors set up a free account from the link in their email, and they never pay to register, upload or sign.
How is each one priced?
Billy quotes each customer and doesn’t publish prices. Contracts Connected’s Foundation plan starts at $416 a month with unlimited users and vendors; Core and Max are quoted. See pricing.
See it on your own templates
Read how the AI reviews a COI inside Contracts Connected and how lien waivers get collected with every pay application, then book a demo. Setup is three 30-minute meetings, on your templates, with the person who will run it.