I don't know if today's climate of the city recognizing a need for more housing might make some sort of small difference (something you'd have to discuss with them) but, other than that, this is an accident waiting to happen.

As a result, sellers who list their properties during these months may be more motivated to negotiate on price, offering better deals for buyers.

They will have all sorts of resources to help you. 

Hang in there and try to keep yourself motivated.. you may be surprised to the upside in the end.

Good questions @Charles Carillo, and my motivation with him using it as a primary is the fact that I will be able to put 3.5% down since it will be his primary versus 20% if I finance it as an investment. 

Check with a couple lenders that do these sort of loans.

These lenders may have more relaxed requirements regarding the ownership structure (LLC vs. personal names).Seller Financing: If the seller is motivated or willing, you could negotiate seller financing where the seller acts as the lender.

We NEVER go for land than DD to sort if it will work, that would waste monumental amounts of time. 

These are primarily for "off market" purchases.TOP 10 Motivated Seller Lists - Try each of these Driving for dollars - (Finding houses that need a little lovin’ and contacting the owner) Propstream has an App that gives you immediate information on the property and saves it to your list.

Zoning ordinances, building codes, and ADU rules are all hyper local, so I would suggest you get an architect involved to help sort through everything.