Re-pipe under floor so drains run to sanitary sewer.

Tenant agrees to comply with all duties required by Wyoming Statute §1-21-1204: maintain the Premises in clean and safe condition and not unreasonably burden any common area; dispose of all garbage and other waste; maintain all plumbing fixtures in a condition as sanitary as the fixtures permit; use all electrical, plumbing, sanitary, heating, and other facilities and appliances in a reasonable manner; prevent water pipes from freezing by turning off outside spigots, disconnecting hoses, and keeping the rental heated to at least 50 degrees; replace lightbulbs, air filters, water filters, and other consumables as needed; test smoke detectors every six months and replace batteries as needed; immediately notify Agent in writing of any defects or dangerous conditions Tenant becomes aware of; replace broken or cracked glass, no matter the circumstance of breakage, unless the Tenant provides Agent with a police report detailing breakage beyond the control of Tenant; pay to repair anything damaged by the Tenant, his guests or invitees, whether through intentional act or negligence; upon termination, remove all personal property and garbage either owned or placed on the Premises by Tenant and clean the Premises to the condition at the beginning of the AgreementCreate a policy and stick to it.

Seems like he cannot differentiate btwn regular wear and tear and intentional damage/ Paint requirements: Interior walls, ceilings and other exposed surfaces in rental units must be kept smooth, clean, free of flaking, loose or peeling paint, plaster or paper and maintained in a sanitary condition.

Here are a few key things to keep in mind:Understand the program: Section 8, also known as the Housing Choice Voucher Program, is a federal housing assistance program that helps low-income families, the elderly, and people with disabilities afford decent, safe, and sanitary housing.

Back of the napkin, if I were to look at your situation, I'd want to see if there would be quick ways to get increase your credit score. 

These generally don't require as much infrastructure from the county (septic instead of sanitary sewer, usually no stormwater systems required), and I sell them to consumers wishing to build their own homes on enough acreage to have vegetable gardens, chicken coops, etc.

Based on the limited info - back of the napkin says not to go any further on the duplex you're looking at unless you have deep pockets to carry it while you wait for the capital gain.

You can write a contract on a napkin with a crayon if you want.

The way I look at cap rates more back of napkin.

Just get a paper napkin and draw a line down the middle with a fine Sharpie.