I don’t understand how you can have 13 rentals that are paid off and a primary residence that is paid off and still need more cashflow.

It will be a 50'x100'  lot with a two story primary 3bd 3.5ba 2 car garage 1500sqft and a 2b 2.5ba ADU unit in the back.  

After that, most people wouldn't consider their primary resident as the kind of investing that leads to financial freedom.

Like maybe I could pull enough out from heloc on primary residence to pay off debt and then rent out my primary and use the extra cash to payoff heloc and then do another heloc once the original one is paid off.

Once your primary liability insurance is exhausted, your 3M umbrella would kick in. 

My primary focus is on properties in Miami and the surrounding areas, including Homestead, as I’m familiar with the market here.

These are your primary costs if not NNN.  8. 

The IRS defines a “quality” cost segregation study as “a study that is both accurate and well documented with regard to” 1) the classification of property into classes, 2) Explanation of rationale for the classification of the property and 3) substantiation of the cost basis of each asset and reconciliation of the total allocated costs to total actual costs.

For example, I have my house, am building a legal JADU, but later down the road I decide to rent my entire house and buy another primary residence.

Credit score shouldn't be the primary driver of tenant approval, because if they could qualify for a mortgage they probably wouldn't be renters.