Put insurance compliance on autopilot.
Checkmate collects certificates of insurance from your subcontractors and tenants, checks them against your requirements down to the endorsement wording, and tracks every expiration.
Free to use · Provided by WithCoverage · Setup in under 5 minutes
- GL $1M / $2M
- Workers' comp
- Additional insured
- Waiver of subrogation
Checkmate reads your compliance requirements and turns them into a project checklist.
- No vendor logins
- Companies upload from a secure link.
- Cited findings
- Every finding points to the page and wording behind it.
- Human approval
- Your reviewer makes every compliance decision.
- Free to start
- The full platform. No credit card.
How it works
One workflow, from request to renewal.
Send every request in one pass
Import your vendor or tenant list. Checkmate sends each company a project-specific upload link and follows up automatically.
12 selected — missing, expired, or expiring
Summit Steel Works
Structural steel
No certificate
Horizon Plumbing
Plumbing
No certificate
Cascade Drywall
Drywall
Expired Jun 30
Atlas Elevator Service
Elevators
Expiring Aug 22
8 more need a request on this project.
Follow-ups continue automatically until each company responds.
Who it's for
Built for contractors, property managers, and franchisors.
Whether you're mobilizing subcontractors, managing tenants, or overseeing franchise locations, Checkmate keeps every certificate checked and current.
Construction
Keep every subcontractor's coverage verified against your project specs before they mobilize.
- Per-project requirement packages
- Sub self-service upload links
- Gap detection before site access
Compliant
Expiring
Action needed
Real estate & asset management
Verify tenant and building-vendor coverage against your lease requirements across CRE and multifamily portfolios.
- Requirements per building
- Tenant + vendor certificates together
- Automated renewal follow-up
Compliant
Expiring
Action needed
Franchises
Confirm every franchisee carries the coverage your agreement requires, with you named as additional insured.
- Requirements from your franchise agreement
- Franchisee self-service upload links
- Renewal follow-up at every location
Compliant
Action needed
Expiring
Also included
Built for the work around compliance.
Bring existing records in, keep other systems current, and give your team a clean operating history.
Procore sync
Import Procore projects and vendors, then write status back to Project Vendor Insurance. Insurance records only — no financial data.
Bulk import
Drop in the certificates already sitting in your files. Checkmate reads each one and matches it to the right company.
Audit-ready records
Every document, finding, and decision stays together, and certificates download as a ZIP per project or account.
Weekly digest
An optional Monday email covering what expired, what is expiring, and what is waiting on review.
Service levels
Start free. Add service when you need it.
Every level runs on the same platform and compliance record. What changes is how much of the work you hand off.
Free
The full platform
AI-driven collection, review, and renewals for teams that keep final approval in-house.
Serviced
Managed compliance
Checkmate specialists own review, outreach, renewals, and escalations.
Enterprise
End-to-End Risk Management
A broader, year-round risk program connected to the same compliance record.