And if there's any paint chipping it's likely you fail automatically so cover those up.

She then patched every hole herself and painted over the patches in the wrong color paint.

What's my best bet, painting over it or going over it with vinyl siding.

Installed a new roof and fresh paint.

It’s worse than that, @Dean Ng.

Property appraised for 245k; however, it was classified as a c5 which prevented most lenders from issuing conventional financing.I contested the appraisal and the appraiser held their ground, but their supervisor told me that if I slapped a coat of paint on the cabinets (these needed to be replaced due to wood rot) it would be an easy c4.I paid $520 for a new appraisal, contacted all my family and friends, deep cleaned the home and put a fresh coat of paint on the rotted cabinets and over the doors.

The savings had the security deposits and monthly deposits for longer term items (cap ex) like a new appliance, or paint, or roof.

There’s more to be listed but I think I’m painting the picture. 

I can't speak for contractors, but as a DIYer, I know even the most basic kitchen renovation may end up costing me 10k if I were to do it myself. 2-3k for cabinets. 1k for plumbing and fixtures1k for electrical and fixtures2-3k for granite countertops1k for tiling/flooring1k for miscellaneous like painting, etc. 

It was suppose to be a 6 days rehab, and the contractor has done almost nothing to the property (beside painting the exterior of the house).