I don’t want to spend those premiums to cover my 8 homes lol.

They are in a market where you have a very limited amount sellers you have to be able to compute multiple factors per transaction and you have to spend money on marketing. 

Bigger Pockets is a great place to lean and get info, but if you dont know what you are doing you should be spending time learning before you go out there and make a bunch of mistakes.

@Steve Hall so its fraud to use “spend down” to make home improvements to a condo in a trust?

I will need to keep my day job for a little while longer, but my ultimate goal is to be able to quit in three years, fill the void of my 9 to 5 paycheck with horizontal income, and spend more time with my family.If you’ve read this far thanks for letting me share.On to my scenario and question(s):We currently have two houses, one in Florida and one in Arizona, both with a mortgage.

I will need to keep my day job for a little while longer, but my ultimate goal is to be able to quit in three years, fill the void of my 9 to 5 paycheck with horizontal income, and spend more time with my family.If you’ve read this far thanks for letting me share.On to my scenario and question(s):We currently have two houses, one in Florida and one in Arizona, both with a mortgage.

And its far better to lose 20 to 50k then to buy a project that wont work for any number of reasons but you wont know it does not work until yo spend the money. 

NO need to spend more than the fence costs.. the house is there already.. etc..  

If your are out of state, find a good property manager that you can trust to report the condition of the property (unless you really want to spend on an inspection twice a year).Based off your numbers: This property is not cashflowing.

We are thinking that rather than simply spend down her retirement funds to pay for this care that there maybe a way to invest in rental property in order to pay for a significant portion of that cost through cashflow generated from rentals.