When all of the granules are gone the only thing that left is the fiberglass mat. This is known as a “Velvet Roof”.
Gutters that are already damaged should be replaced, it is likely to be damaged during the roofing project.
We are recommending Owens Corning Oakridge Shingles. A great option for this home with great color options.
The chimney is broken and needs to be replaced.