Great Prices

 Make sure each contractor you consider is bidding on the exact same scope of work. Provide a written list of specifications, including underlayment type, number of vents, flashing replacement, and brand/quality of materials used. An “apples-to-apples” comparison helps you identify any unusual price discrepancies or missing items in a bid. 

Dry rot or other structural issues may only become apparent once the old roof is torn off. Have a set rate (per hour or per sheet of plywood) spelled out in your contract. You’ll know the cost upfront if more repairs are needed than initially estimated. Clearly outline how the contractor will document these issues—photographs, written descriptions—before proceeding with repairs. This transparency helps avoid disputes later and ensures mutual trust.

Verify how many roofing squares (each square is 100 square feet) each bid includes, as well as how many layers of existing roofing are being removed. If one bid is significantly lower, it could be because they underestimated the size of your roof or the labor needed to remove multiple layers. They may try to collect extra charges later via a surprise change order. 

 If you or a building inspector sees obvious signs of damage or suspects rotted components, ensure this is included in the initial scope of work. The cost of these known repairs should never be a surprise. A reputable roofer will detail exactly how they plan to fix any damage and provide associated costs upfront.  

Confirm that your contractor has a C-39 roofing license and carries general liability and workers’ compensation insurance. This protects you from liabilities in case of injuries or property damage and ensures your contractor meets local regulations and professional standards. Request a certificate of insurance to verify that the policy is active and valid for your project.

Discuss how the contractor will handle ventilation—ridge vents, soffit vents, attic fans, or other systems. Proper ventilation extends the life of your new roof, helps maintain energy efficiency, and prevents moisture buildup that can cause mold or rot. Some manufacturer warranties require proper ventilation to remain valid, so be sure the calculations meet any specific requirements.