Compare the whole assembly
Ask each bidder to use the same roof measurements and list tear-off, decking, underlayment, flashing, ventilation, disposal, and cleanup. Record product names and quantities. A single total makes it hard to see what one contractor has included and another has left out.
When comparing roofing quotes, request a unit price for hidden deck repairs and agree how the crew will document them before you authorize extra work.
Decide whether replacement is justified
Ask for photographs and an explanation of the roof condition. An isolated leak may call for a targeted repair; widespread damage or an assembly that cannot support a durable repair needs a different discussion. Roof age alone is not a diagnosis.
Match the bid to the property
A Pearl District building may need coordination with management for access to a shared roof. For a Sellwood-Moreland house with additions, make sure the quote identifies each roof section and its transitions. Ask which work the contractor excludes.
Confirm permits and warranties
Check whether your reroof needs a permit using the building type and proposed work. Put responsibility for any applications and inspections in the contract. Read the material warranty and the installer warranty separately, and confirm registration requirements before paying for an upgrade.
Choose a contractor for the scope
Before signing, check the Oregon CCB license and compare the written scope, payment schedule, and warranty. You can request a roofing referral through this site; confirm the contractor’s credentials and availability before hiring.