He can handle carpentry, paint, light electrical, light plumbing, and a ton of other stuff.

I know water/sewer stay with the property, and therefore the owner, but not sure about natural gas.  

You are right, given all the traditional Cougar partying, I guess 2MM might be a little light on the coverage.

Be prepared for the candid responses, good tips and crazy ideas, as well as little good natured fun. 

I don't think anyone's going to find out if a single light switch was replaced in the property, but if suddenly there's a new roof on the property and no contractor invoice to back it up, that would be against the rules.

In my experience, they are loyal, keep to themselves, stick around awhile, and like to pay in cash (which you will never hear me complain about).It is a natural reaction to want help the "underdog", just keep in mind why you are using real estate as an investment vehicle.  

Their name will be highlighed in light blue if they are tagged correctly. 

(Information gathered from Google searching his name looking for online county records.)I don't have the cash up-front to do a cash offer, and the house is too cheap for a bank to be interested, so naturally I landed on seller financing as a potential path in, assuming he's interested in selling. 

There is the possibility of (much) bigger holding cost, and the opportunity cost of deploying the money in better ROI projects.But if OP has many rehab projects under his belt, new construction is the natural progression.

Oh, before I leave this time, just to let you know that I live in an area that is the safest in the United States from natural disasters.