Make the surfaces explicit
List rooms or exterior elevations and call out ceilings, trim, doors, closets, stair components, cabinets or feature walls separately. Mention water staining, peeling, dents or other damage so the estimate can address preparation rather than assuming a perfect substrate.
Put preparation in writing
Ask whether cleaning, sanding, patching, caulking and priming are included and how extensive repairs are priced. Preparation is often the difference between two apparently similar bids.
Compare products and coverage
Confirm who supplies paint, the proposed product line and sheen, and whether the quote is based on a fixed number of coats or sufficient coverage under stated conditions. A dramatic colour change may need a different approach.
Plan the work in an occupied home
Discuss furniture movement, floor and fixture protection, pets, access, ventilation, work hours and end-of-day cleanup. For exterior projects, ask how weather delays are managed. Use a written scope and change-order process so additions are approved rather than discovered only on the final invoice.