Real estate is a long game, if you want to get rich quick your going to have to look at something with far more risk.

As far as end game goes, I would like to scale my assets to pull in more passive income by leveraging what I have into more and higher cash flow properties.

I have set it up where I will be responsible for the title policy as it is my understanding that this creates the need for only one title policy in a double close and not two (of course need to confirm with title co) during a process like this.My questions are this: -What to watch out for when doing this, are there are any legal issues with marketing a short sale like this?

Understanding the current title situation (taxes and liens) will be key in determining the best way to pursue a deal. 

In my opinion, if you are into the buy and hold game, it is best to go for option 2 straight away.Option 1 takes considering more effort than option 2.

@Olivia Umoren contact a good mortgage broker to help you get a long and short term game plan in place.

They have more skin in the game then you do.Make sure you get clear title.

On this 4-plex, I made a full price offer with no buyers side commission payable, title insurance and closing costs buyer paid,  no appraisal contingency, and sent a copy of bank statement showing more than sufficient funds for cash puchase (account number redacted) with a 12 day closing and an inspection clause.

I have found a friend of family member that is looking to sell 5 properties, do you guys usually meet at the title company to sign contracts or can that be done anywhere?

I'm just trying to help him figure out the best possible game plan, whether that be rolling the money into another business, investment, retirement account, etc.