Also, make sure you know how many layers of shingle and/or cedar shake that is on the house. 

He said "older people, widows, folks who moved to Florida, call me back when you're old and sick".Well, we'e now old and sick.Recently, my wife recovered from pesticide poisoning, then had a bout of shingles, and we just happen to have a vacancy.

A "new roof" is great and will last 20+ years but there are plenty of people that just take shortcuts and put a new layer of asphalt shingles on top of the old ones to save time and money. 

The rest of the home inspection showed your typical home inspection things, light bulb out, missing shingle, etc. etc.

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.

House was built it ‘72 and there’s two layers of shingles on it.

A roof contractor quoted $24,000 for a property that had 2,300 sq ft of living space for asphalt shingles if the property needed a new roof.

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

Every spring my grandfather shingled a couple of houses. 

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