Before an arranged visit
The details should fit the whole home.
Roofing choices affect more than the view from the street. Discuss existing roof edges, fascia boards, and skylights before choosing the scope. Where related work is relevant, the estimate should explain how those parts connect and what is included.
For an Ashland deck or fence project, start with how you use the space. Explain entrances, steps, access routes, and the areas that should remain available during work. If an association or another party must approve an exterior change, raise that requirement early and confirm the applicable process directly.