(Insurance, Loans, Zoning, STR, ADU's, ??

What is on the insurance application that you signed? 

Yes, you can deduct related expenses including gas, loan interest, insurance, etc. using the actual vehicle expenses method to deduct auto expenses for your rental or other businesses. 

And there is a constant mention of Guaranteed returns there is no Guarantee unless its the federal govmit on 250k or less FDIC insured .. this was simply investor greed.. investors did not understand what they were investing in what the risks were and were blinded by the returns offered.. no one put a gun to their head.. investor make bad investments all the time..  

However, a different niche such as insurance placements, might very well be in the 70%~ occupancy level but the rents are going to be so much higher that the occupancy rate (comparatively speaking) is irrelevant.

Should I use a LLC vs. insurance must have 100,000 posts on this forum. 

Before you close, can the rent from your buddy and the midterm tenant cover your mortgage, taxes, insurance, plus a bit extra?

It will also insure that you are able to find the right submarkets in thew area that you are looking. 

Who covers the tax bill when they don't pay the tax bill or the insurance? 

It's not your fault that the tenant has to vacate, so the tenant should have insurance to protect them against any additional expenses.