To simply buy an above average cap rate means you have to buy an asset at below market value. 

Everytime you spend money for each property, you can designate for which property it is so you can record it in your accounting software.The PM company also receives the rents.This simplies the banking and accounting but at the same time, each property is in its own LLC for asset protection purposes.

You certainly can, and it will take dedicated work, and a complete lack of a fear of rejection. 

Good questions, I would also check the FIRE forums, they deal with similar lack of health insurance options.

I’m interested in finding someone who just simply cant afford their mortgage payments anymore and they want out.

You need to know the true value of what you are investing in. you cannot simply go by assessed value.

I had an applicant look good on paper, but the prior landlord said she was a pain to deal with and while always paid, just simply didn't follow the property rules, was rude, etc. 

I was trying to gain a more favorable value by buying the homes based on comps and then essentially repositioning them by simply switching to a commercial appraisal which would be higher.

However, many mortgage brokers have been telling me that I need to show them 2 years of work experience out of college as a real estate agent and I simply do not want to wait two years to buy real estate because I have money ready for a down payment.

However renters will pay you more money monthly than somebody that simply owns the home.