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PaperBoss vs Billy

PaperBoss vs Billy

Billy is built for enterprise GCs running Procore and Sage. PaperBoss is built for the small and mid-size GC who wants COI, W-9, and WC tracking without enterprise pricing or a 200-vendor minimum.

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Billy is a solid platform for large general contractors with deep ERP integration requirements. They integrate with Procore, Sage 300 CRE, Vista, JD Edwards, and CMiC. If you\u2019re running 500+ subs on enterprise ERP, Billy is worth a look. If you\u2019re a GC running 10 to 200 subs who just wants the paperwork collected without a sales call, PaperBoss is the better fit.

Transparent, published pricing

PaperBoss starts at $29/mo. Billy requires a sales call for pricing and is priced for enterprise accounts.

No vendor minimums

Track 5 subs or 500 on the same plan. Billy and myCOI are built around minimum vendor counts.

W-9 and WC exemption tracking included

PaperBoss handles all three core GC documents (COI, W-9, WC exemption). Billy is COI-first.

Self-serve in 10 minutes

Sign up, add subs, send links. No onboarding call, no implementation, no contract.

PaperBoss vs Billy

Feature-by-feature comparison based on publicly available information. Billy publishes most product details on billyforinsurance.com; pricing requires a sales call.

Feature
Billy
PaperBoss
COI tracking
✓
✓
Expiration alerts
✓
✓
Sub upload portal (no account)
-
✓
W-9 collection
-
✓
WC Exemption tracking
-
✓
Transparent published pricing
-
✓
Starts under $50/mo
-
✓
Self-serve signup
-
✓
Procore integration
✓
-
Sage / Vista ERP integration
✓
-

Frequently asked questions

How much does Billy cost?

Billy does not publish pricing publicly and requires a sales call for a quote. Industry reports place Billy in the enterprise tier, appropriate for larger GCs with Procore and Sage implementations. PaperBoss publishes all pricing: $29, $79, and $149 per month.

Should I choose Billy or PaperBoss?

Choose Billy if you’re an enterprise GC with 500+ vendors running Procore + Sage/Vista/JDE and you need deep ERP integration. Choose PaperBoss if you’re a small or mid-size GC who wants self-serve, transparent pricing, and combined COI/W-9/WC tracking.

Does PaperBoss integrate with Procore like Billy does?

Not yet. PaperBoss currently supports CSV import/export and works alongside Procore. A direct Procore integration is on the roadmap. Most PaperBoss customers don’t use enterprise ERP.

Can I switch from Billy to PaperBoss?

Yes. Export your COI data from Billy (or have us help you pull it), import the sub list into PaperBoss, and you’ll be tracking within a day. Email support@paperboss.io and we’ll help with the migration.

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Every day without tracking is a day you’re exposed. One uninsured sub can cost you the whole job.

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