We opted just to close, gave them a mental middle finger, and our mortgage broker felt so bad that he deducted $200 from his costs. 

I got caught up with the fact that, "Im in the business, I know what Im doing mentality,".

We never forget our first one, and you are right on with the mentality of thinking there about hitting a single to start.

(aka I need a weekend at the beach for my mental health)Unless your speculating, diverse investment in index funds (such as an S&P 500 tracker) is an easy relatively low risk thing for anybody to do - doesn't require much thought, can give you basic tax deductions, can get tax free growth etc.

I basically approach it from a "What would a judge state" mentality.

These books really opened my eyes w.r.t. personal finance and my mentality toward money. 

But I have 1 brother in the Philippines who is mentally ill, and he is not capable of signing the warranty deed.

I know a professor there. http://cavad.calbaptist.edu/faculty/susan-duemer-m-arch

As a real estate broker, I feel confident in my ability to provide mental images for my buyers on incomplete work, but I’m getting hesitant about showing it anymore.

That or rent forever and add multi’s if possible, thats what i would do (i have a buy and hold mentality)