Illinois general contractors
Subcontractor compliance software for Illinois general contractors
Collect COIs, W-9s, and Workers' Comp documents from every sub on every project, automatically. Built for GCs working in Illinois.
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Illinois doesn't issue a state-level general contractor license. Licensing is handled by cities and counties. That makes tracking per-sub documentation even more important for GCs working across multiple jurisdictions. Illinois has no statewide general contractor license. Chicago and other municipalities handle licensing locally. GCs working across the state must track licensing compliance jurisdiction by jurisdiction. PaperBoss is subcontractor compliance software that automates the collection of COIs, W-9s, and Workers' Comp exemptions from every sub working on your projects in Illinois. No spreadsheets, no account signups for subs, no chasing.
Automated COI collection for Illinois subs
Send every sub a secure upload link. They upload their Certificate of Insurance in under a minute with no account, and PaperBoss captures the effective and expiration dates automatically.
W-9 collection at onboarding
Stop scrambling at 1099 season. Collect a signed W-9 from every Illinois subcontractor during onboarding and export a clean CSV for 1099-NEC filing in January.
Workers' Comp & exemption tracking
Track Workers' Comp certificates and exemption documents from every sub. Get alerts before coverage lapses so you're never exposed mid-project.
Audit-ready reporting
Export a full compliance report for any project, any sub, any date range. Hand it to your insurance auditor, your CPA, or a Illinois state inspector in seconds.
Frequently asked questions
How does contractor licensing work in Illinois?
Illinois handles contractor licensing at the local level. Cities and counties issue licenses, not the state. GCs working across jurisdictions need to track licensing requirements per municipality, in addition to standard COI and W-9 compliance.
How do I verify subcontractor insurance in Illinois?
The standard approach: request a Certificate of Insurance (COI) from each sub before work begins, confirm the coverage limits meet your contract requirements, confirm you're listed as Additional Insured, and track the expiration date. PaperBoss automates all four steps for Illinois GCs.
How do I collect W-9s from subs in Illinois?
The IRS requires you to collect a Form W-9 from any US contractor you pay $600 or more in a tax year so you can issue a 1099-NEC. PaperBoss sends each sub a secure upload link for their W-9 during onboarding, stores it encrypted, and exports clean data for 1099 season.
Does PaperBoss work for general contractors in Illinois?
Yes. PaperBoss is built for US general contractors in all 50 states, including Illinois. Document types, compliance workflows, and tax requirements (1099-NEC, W-9) are all US-specific.
How much does PaperBoss cost?
PaperBoss starts at $29/month for Starter, $79/month for Pro, and $149/month for Business. Every plan includes a 14-day free trial with no credit card required.
Built for Illinois general contractors.
Every day without tracking is a day you’re exposed. One uninsured sub can cost you the whole job.
14 days free · No credit card