You are not able to cash out refi until the property has been seasoned for 6 months.With Delayed Financing, you are able to finance your initial investment (purchase price & closing costs), plus the closing costs and prepaids on the new loan, not to exceed 75% LTV of the new ARV.  

I'm pursuing a lawsuit to return a large sum of money I've pre-paid, but that is going to take months or years to get back. 

Some closing costs are amortized, like points being pre-paid interest.You need to look at the schedules for personal property which are depreciated at a quicker schedule than RE.

Be sure to write in your addendum that rents are prepaid and applied to the first month at the 1st.

Regardless of what happens with this applicant, understanding how prepaid rent is treated in FL is worth knowing.  

Points are pre-paid interest on any loan.

However, I do pickup a cheap prepaid phone and leave a detailed message about the rental unit or house for sale.I then put up signs with this number outside homes.

Your tax bill hopefully shows the land value, so subtract that from your purchase price and then add in your non prepaid closing costs.  

In NC 2 months rent is the maximum I can take as a security deposit and if he moves out early i would be legally obligated to return the prepaid rent.

Don't forget about approx 5% in closing costs and prepaids for tax and insurance.