During the last correction we saw rents go up not down as more people choose rent over ownership the demand for rentals increased. 

More and more listings are coming on the market every day, for two reasons: 1) sellers who bought before the crash have now seen some good appreciation and are able to sell for a small gain 2) older long time landlords are ready to retire and are looking to cash in on the high demand for this property class right now. 

However, my concern is that if I purchase all four as separate entities (which I think is the smartest way to go so I can sell later with no problems), the closing costs of each individual purchase (total of four) is going to be crazy.

I think debt preferences are completely up to each individual person.

I politely let him know that a buyer with funds available in a self directed IRA is about as close to cash as he can demand since it has been listed so long.So obviously, long story short, this seller is a bit of a nut job. 

Instead of giving whole house to single family, I am thinking to give each room to individual on rent.

I look at my monthly statements from my property manager and realize how truly little they make per month off an individual property I wouldn't even drive by for that amount hence the scale needed.

it boggles my mind when Realtors get hung up on always making 3% even when talking about a property that is triple the median house value. demanding 3% on a $150k house is reasonable. doing so on a $900,000 house seems like aoney grab when it's already listed at a lower commission.

And why is it that the guest who pays the least demands the most and is rude? 

My next thought following would be, transferring money from an account held under the LLC to the mortgage held personally, is that like transferring money between two individuals?