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Eleven questions in three groups: the house, the city, and this site.
From the outside you mostly cannot. Count the layers at the roof edge, look for a permit record or a past inspection report, or ask a neighbor who has been on the street longer. An inspection settles it.
Yes. Roofs built together wear out together. If neighbors have been replacing theirs, yours is probably close.
On a house built before 2000, yes. They are the same age and meet at every eave and dormer. See roof inspections and siding inspection.
The city's handout says for work exceeding 25% of the roof area. See the re-roof permit page.
The handout makes it part of the final inspection, to confirm vent piping, rafters and heating and air vents are right after the work.
No. Texas does not license roofing or siding contractors. Plano does require roofing companies to register with the city each year, which is a filing and not a license.
Plano Building Inspections, 972-941-7140. They are the authority on their own requirements; this site only reports what their handouts say.
An independent contractor. This site introduces you; it does not employ roofers or siding installers and is not a party to your agreement.
No. Any price you are given comes from the contractor, for the work.
No. This site does not file, negotiate, adjust or settle insurance claims, and a roofing contractor in Texas may not either. Your policy is between you, your agent and your insurance company. A contractor can document the roof's condition and price the work.
Yes, the cities that border it. Richardson, Allen, Wylie and Murphy each have a page under service areas, because each differs from Plano in the age of its houses and in whose rules apply.
Plano Roofing