Keep in mind just needing to replace the roof one time within the next 10 years or so could wipe out whatever savings remains in your repair budget after paying for routine maintenance, leaking faucets, landscaping maintenance, snow removal etc... 

But if the roof is bad or there is structural damage that's a no go.

Finding a comp that matches in subdivisions with similar models is the best, otherwise your going to need to use your best judgment. 

Rehabbed foreclosure, 1955New hvac, New roof, 1 year home warranty paid by sellerInitial expenses about $6000 for: Appliances ( no stove or fridge)AC  (duct work in place but no central unit) $130 monthly cash flow 6.29 cap rate COC 5.2% (Vacancy , 8.5%, capex, 8%,Management 10.5%, maintenance/repairs 8%)I’ll be taking a mortgage out on it.

Rehabbed foreclosure, 1955New hvac, New roof, 1 year home warranty paid by sellerInitial expenses about $6000 for: Appliances ( no stove or fridge)AC (duct work in place but no central unit) $130 monthly cash flow 6.29 cap rate COC 5.2% (Vacancy , 8.5%, capex, 8%,Management 10.5%, maintenance/repairs 8%)I’ll be taking a mortgage out on it.

So in order to meet the correct R-value in the walls and roofs you end up studding out the inside of the container to fit your insulation in and hang drywall.

Could use a roof but most is just remove carpet and paint. good hardwood under.

I asked her what 'other issues' need to be addressed and she responded by accusing me of being 'verbally abusive' with my 'tone' (via text conversation) and that I was inappropriately 'badgering' her to tell me *now* what she wanted to discuss requiring a house meeting. 

But it looks like there will be structural roof suppport, drainage, and insulation, and rotting. 

Starting a business is like building a house; you dont want to start at the roof.