01
Verify the Illinois IDFPR roofing contractor license
Illinois is one of a small number of states that licenses roofing contractors at the state level through the Department of Financial and Professional Regulation. A license number on a truck is not verification. Look the number up, and then check that the licensed entity name is the same name printed on the contract you are being asked to sign. A salesperson working under someone else's license, or a contract issued by an LLC that is not the licensed entity, is a problem you want to find before signing, not after.
02
Confirm the surety bond and get a certificate of insurance
Illinois roofing licensure carries a surety bond requirement. Separately, ask for a certificate of insurance sent directly from the agent, not a PDF forwarded by the salesperson, and confirm it shows both general liability and workers compensation with current dates. General liability covers damage to your property. Workers compensation covers injury to the people on your roof — and without it, an injured worker's claim can end up pointed at the homeowner.
03
Ask who actually performs the installation
Many roofing companies, including ours, use installation partners rather than employing installers directly. That is normal and not a red flag by itself. What matters is that the company tells you plainly, and that you can establish who carries workers compensation for the individuals physically on the roof. Vagueness on this question is the warning sign, not subcontracting itself.
04
Confirm the permit is pulled in the contractor's name
Municipalities across the northwest suburbs require a permit for a roof replacement, and the contractor should pull it under their own license. If a contractor asks the homeowner to pull the permit as an owner-builder, understand what that means: liability for the work and for code compliance shifts to you, and it usually indicates the contractor cannot pull it themselves in that jurisdiction.
05
Get the workmanship warranty in writing, separately
There are two warranties on a roof and they cover different failures. The manufacturer warranty covers the shingle as a product. The workmanship warranty covers the installation, which is where the large majority of real-world roof failures originate. Ask for the workmanship warranty as its own written document, read its length and what voids it, and note that it is only as good as the company's ability to still be in business when you need it.
06
Check for a verifiable local address and history
A phone number and a website are not a business presence. Look for a real address you could drive to, a company history you can trace, and a track record in the specific municipalities you live in. A contractor who has pulled permits in your village before knows that building department's requirements and inspection process, which is worth more than it sounds when a job needs a re-inspection.
07
Ask how insurance supplements are handled
Adjuster scopes are frequently short on the first pass — a missed ventilation component, a flashing detail, code-required work that was not written. Ask the contractor how they handle it when the initial scope does not cover the work the roof needs. You want a clear answer about documenting the shortfall and submitting it to the carrier for review. Be wary of any answer that promises what the carrier will approve or pay, because no contractor knows that.
08
Treat a deductible offer as disqualifying
If a contractor offers to waive your deductible, absorb it, discount it, credit it back or bury it in the invoice, end the conversation. In Illinois this is illegal, and it exposes the homeowner as well as the contractor. It also tells you something about how that company handles the rest of its paperwork. Your deductible is a term of your policy and you pay it.
09
Be cautious with out-of-state crews after a hail event
After a significant storm, crews arrive from out of state, knock the affected subdivisions, sign as much work as they can and move on. Some are competent. The structural problem is that when a workmanship issue emerges in year three, there is no one left in Illinois to call, and the state license they may or may not have held is no longer relevant to you. Local presence is the enforcement mechanism behind every warranty you are given.