I have been told every reason from city codes to the weight of the old shingles.

Shingle roof, vinly siding, pella windows..

I personally would opt to remove shingles and start fresh no matter how many layers, but I have a small crew at my disposal, and for me it makes more sense to me to do it that way.

I'm thinking it's not just shingles, it's possibly the framing, etc., that needs replacing on that area of the roof.

Not all estates are probated, wills are approved and won't show up, properties in trust and properties held in joint tenancy are generally passed without probate issues.While I know you can chase the ambulance I never did, I realize that the world is all computerized now, but did you try looking these old folks up in the phone book, get the address, from there you can get the legal and copies of deeds and mortgages filed.

The last picture you can notice some shingles lifting up during a storm last August.

I did run into a couple rehab surprises for example there was 3 layers of asphault shingle and the original cedar shake shingles.

Houses with peeling up roof shingles are simple enough, but those with peeling paint on wood trim might not be sufficient to mail a letter?

Due to shingle darkening over time the shingles is not close to the originally color so some do not like it.

Kinda hard to say without a pic.Tearing off shouldn't be expensive, a sawzall, draw out some options to trim it out and see.Would it just look better with composite shingles, getting rid of the tile?