Compare this to your insurance deductible, which can be high near the coast and, as you mentioned, can be higher during a named storm.One wind claim during a catastrophic event should not cause your insurance premiums to go up, but if you have had multiple claims in the past 5 years, the frequency of your claims could cause an increase.The reason I do not advise you to call the insurance company first is that it will be entered as a claim on your policy, even if you ultimately do not receive any money from the company.I hope this helps. 

But that includes complete rehabs.

I ask, because I had a very detailed breakdown of everything including holding and permit costs.

My personal take was them folks are stuck in their ways, including my CPA (whom I love dearly.)Also, isn't less expensive to do your taxes with a Series LLC as opposed to a bunch of separate LLC's?

Part of the court process to stop the demolition you had to provide proof of resources to bring the property in compliance and have a plan filed with the court including a hard end date on the work. 

@Costin I.Those were outstanding links including the second to last forum thread which I read all 132 comments.

Also curious why VRBO isn't included. 

For short term, (Profit / investment), which includes all your holding costs and rehab costs that YOU pay for. 

My goals include becoming a successful real estate investor in flipping and rentals also getting my first investment property before the end of the year.

Thsquare footage is included in the home' tax assessment.