Okay, so I'm pushing my thread back to the top. Calling back the pros,
@YotaOnRocks
I had someone quoting some stuff today, like a sweet new front door, and maybe some siding. He mentioned that replacing my awesome over-roof should be the priority, and he would do that before the siding or new windows. Looks like there may be some problems, and he spotted the same things that have made me pretty nervous in the past. Maybe a little sagging of the roof deck around the skylights, etc. Yay over-roof!
He said they do a lot of IKO Cambridge, which (after looking at reviews) seem to be pretty far down the pile for quality. So does a lot of IKO stuff it seems, but I'm not a roofer so I can't say. He was estimating about $300/square for the Cambridge, plus a little extra to remove the second layer of shingles.
Any of you roofer types want to suggest better shingles to look at, or maybe want to quote a job just north of Charlotte?
So far it seems the big favorite is Owens Corning Duration from my (limited) research.
I'm also open to other roofing options, and I'm not tied to asphalt shingles. I think I mentioned in this thread that I'd have a metal roof if the cost made sense, so maybe this is the time to explore that. That would be soooooper cool.
Garage is getting built this summer, and will now be smaller and breezeway attached (long story) so a nice matching roof would be great.
I need to find a good way to estimate my roof size. Anything wrong with just using the square footage of the house (plus the soffit overhang), and the roof pitch with some simple trigonometry? Too simple? Too complicated?