Roof has two sets of shingles, which I am told guarantees that the sheathing has rotted to hell.  I have contacted some of the roofing companies and received estimates from $3,000 to $7,000.

My goal is to also develop relationships - something i do well naturally, but that i did not WORK one in my current profession.   I developed relationships, yet I never went out of my way to nurture them and develop any aggressively or focused.

The roofer I am working with works as a sub for 13 years and doing side jobs on his own.  He is giving me a 65% discount on GAF shingles (I called Home Depot and told them I needed some extra shingles for a job and gave them the SKU.)  Total price for 1,500 sq roof - $2750.  I got him down a bit as he crews are not buy now and need work.

I really did my research on roofing and I knew exactly where the contractor was making his profit
He is a good guy, but he want "professional labor rates" but he did not have an established company, with an office, etc. that will stand behind his work.  He is hones and we will work out something amenable to all.

I , however, will do some of the work with the crew.

He also indicated he had a "friend " who could help on the foundation and framing issues.

To Do List:

Find first purchase.  X
Insurance costs
Estimates for paint
Estimates for roof,                        $3,000
Estimates for foundation
Estimates for concrete/driveway work  - need drianage solution
Measure windows for blinds   X
Cost to re-do locks               X
Draft a contract for the roofing and have some lien releases ready.
Thoughts on porta-potty on job site.
Talk to framing crew down the block, see if I can get more estimates.  X
Updates search engines to notify me of foreclosure in area - specializing in OO yet non-financiable
Learn about foundation repair, so i can talk like i know what i am talking about