A very detailed and well thought out description of the landscape.

Insurance proceeds are typically provided in a check that must be endorsed by both the policy holder and the mortgage holder. 

@Robel Nessro We've worked with many service men and women using this strategy.

There are limited exemptions such as if you inherited the property where it would be allowed.There are technical means to navigate the 90 day rule but your best bet by far is to talk to the lender and let them know the situation and ask for their direct guidance.  

At least ones that will walk the property with you and give you an fair estimate. 

Buy some books and start learning how to manager your property now.

@Helena Goyvaerts send me a Direct Message and I will be able to help and point you in the right direction.Thank you

Are you looking for guide and advise of an expert on the market or a pass through agen?

Eliminate debt, establish a budget, and save.

There are some great neighborhoods here that balance cash flow and appreciation, like Fountain Square and Bates-Hendricks, and parts of Irvington.