Being able to speak intelligently to buyers and sellers about the local community and market, the up-and-coming areas, etc. always beneficial.

Older homes have more risk, in my opinion, because things may not be level, you many not be able to use standard/bulk items, specialty items cost more, you need to create a space that matches the house period, and the potential pool of buyers who desire older homes is smaller (at least in our area).

At this time I have 2 VERY interested buyers one offering $700K , another offering $710K. 

I was once new and started out in 1982 with just a buyers contract and zero money.

Better the buyer knows this going in.

It is best to pursue off market deals or structure the agreement to where the realtor represents the buyer as well.

is it possible to keep putting down 3.5% down payment of each property you buy, or is it only a one time thing for first time home buyers?

Our business partner thinks as long as each potential buyer is told ahead of time what the situation is, and they are okay with seeing the house as is, there should not be any problem. 

@Harris Dy there's a lot of that around Oklahoma City as well; half a duplex being sold to one buyer and the other to another.

I understand that the contract between myself and the seller would be the P&S contract and the contract between the potential buyer and I would be the assignment contract (correct me if I'm wrong).