I know for certain there are professional PM's that stopped listing on VRBO a few years back when they changed their policies, but I don't know those PM's well enough to get the relevant data.My first inclination was "I need 5% or more increase in occupancy to make it worthwhile".

I’ve heard having solid policies in place is key to rentals by the room.

Unfortunately local politics often lead to policy considerations that are intended to drum up voter base appeasement as opposed to doing what's best for the municipality/city. 

I have been able to find companies that will cover real estate portfolios on one policy in other markets but no luck in the Florida market.

Your primary insurance policy with $300,000 in liability coverage should be sufficient in 99.999% of all lawsuits.5.

This is covered under Regulation X (1024.5(b)), outlined here: https://www.consumerfinance.gov/rules-policy/regulations/102...

Your primary insurance policy with $300,000 in liability coverage should be sufficient in 99.999% of all lawsuits.5.

The USD may be seen as problematic long term because of monetary and fiscal policies driving inflation. 

For example, wood rot is not covered in most policies.

Apparently it didn’t go on auto renew like the other policies and paperless means I never got a dang notice of cancellation.