But now I'm wondering if the fundamentals are starting to shift, managing a headache from 3000 miles away would not be fun.

@Justin FoxYou may be eligible for FEMA grants for your personal home for contents and damage (not income based). 

For a property to be eligible for 1031 treatment it must have been purchased with the intent of holding for productive use - not for resale.  

Are you asking fundamentals of business or more how to actually run the STR side (e.g.

As a non-owner occupant, if you don't have a flood insurance policy, you will only be offered SBA loans (based on eligibility/qualifying) unless some other special type of relief is created that is not part of the usual programmed relief.

@Mark Spritz,If you already have a profitable business then you are eligible to setup a Solo 401k plan.

As a real estate agent, you may be eligible for a Solo 401k that would offer many benefits and likely save you quite a bit of money over your current structure in the long run.

Some argue that today's modern market is fundamentally different than the past, and justifies higher CAPE, but I'm still quite concerned. 

My question is: Would purchasing a multi using an LLC negate my eligibility for an FHA/203k loan?

Work with lender let them calculate your right income so you will know your eligibility.