Even if it's just a duplex or fourplex, the knowledge and confidence you'll gain from that first transaction will make the bigger deals much easier.

You CAN'T receive the funds from closing, it has to go to a third party and it can't your attorney anymore.I need to be double checked, but the two "values" are the entire amount of the transaction and the amount that is owed?

At that point it's just 2-3 months of interest, but 2 fewer transactions, which is a good tradeoff. 

I noticed that many towns/cities doesn't allow STRs and existing ones might be functioning illegally.

I am trying to understand best practices for transactions with contractors and tenants while making sure it is still well organized. 

You collect your fee and that "new buyer" completes the transaction with the seller.  

Congress limited their scope to federally backed mortgages to avoid challenges on illegality accusing them of regulating interstate commerce.

Not only is it horrible to do, but could be illegal depending on the type of bird and location. 

It auto downloads transactions from banks and credit cards, gives you profit and loss, balance sheet, expenses by property or by category, etc etc…

He doesn't ever plan on doing a transaction himself (or want to do a transaction himself).