We are immediately planning for new shingles and gutters and landscaping/grading around the house.  

There's a cost/value trade off for everything and there is no point in paying more than necessary for the appropriate level of quality.This goes for replacement windows, doors, shingles, sheetrock, flooring, paint, electical, and HVAC and the professionals that install them. - well, maybe shingles are different, but my observations seldom exceed 20 years with shingles, so, 20 years is good enough.My experience is that contractors that do not have the capacity to perform well are more than happy to charge more than their skill and performance is worth and the uninformed consumers of those goods and services are willing to pay the charges - no longer by me.As to the price being the same for a rehabber as any other customer, that may be true for you and your business model.

I’d like to upgrade from asphalt shingles to a metal roofThanks!

So I went to another insurance broker....couldn't even get a quote from him because he said the other roof on the duplex (a pitched shingle roof) was 18 years old and they only write policies for houses with a shingle roof less than 15 years old!

I was looking at possibly flipping a house that has the hard asbestos shingles for siding.

My understanding is that roll composition is cheaper than asphalt shingle but also lasts for a lesser amount of time.

@Rob GreenAs far as deferred maintenance, it needs new ridge cap shingles on one building and the downspouts to be put back in place.

You usually have to remove the roofing shingles and any hazmats .

The roof was just replaced and it's architectural shingles, wonder if that's the reason it looked patterned on your monitor.I know i can get a tenant if i bring it to $900 or get a section 8, but I do not want these types of tenants.

Of course you cant use shingles on a flat roof and theres probably an overhang.