Now there can be some exceptions for expensing certain carrying costs, but without knowing specifics it's hard to say at this moment. 

Or at the very least be comfortable working a job but knowing that I don't have to if I don't want to.Options I’m Considering:1.

Additionally, how should I work with my insurance company/police/contractors to prepare for the worst?

The best practice is to learn how to screen well.

It's how I started and still recommend it.

Hello,I’m learning how to assess single family rental properties with the intent for long-term buy and hold.

AND you can know put as little as 5% down on a conventional loan, which is a better loan anyway if you can manage the extra 1.5% down, does NOT have this test for 2,3 or 4 unit buildings. 

Know and obey the law.

Obviously the hurricane coming in could be devastating and we’re not sure what, how and when to communicate to the guests.

I always tell folks not to beat themselves up, we don’t know what we don’t know.