I'm about to stabilize a quad that is now cash flowing (after 8 months) because I appealed taxes (and won), got better insurance, and then renovated 3 of 4 units and brought rents up $300-$400.

There are opportunities out there but some strategies are risky. 1 - Airbnb (STR) comes to mind - very competitive, very saturated and becoming highly regulated.2 - Most STRs are transitioning to MTR so that market will be saturated soon if it isn't already.3 - Insurance crisis in florida is getting bad so those costs will eat up cashflow and short term appreciation.

If you are trying to get a cash out refi, I would think the bank would want to see the correct type of insurance for the business you are running.

Cash flow has been hampered by an increase in cost of ownership recently, specifically insurance. 

Maintain - includes taxes and insurance?

Quote from @Nicholas Dillon: I read somewhere that you can request to have your mortgage insurance dropped once your Loan to Value reaches 80%.

My Insurance Agent has strongly recommended that I put a Construction Agreement in place with my Contractor to shield me from liability, etc. 

This is a passive way of earning with real estate-based security, protection and insurance.

As a side note, FDIC insurance protects depositor money, not debt.

Knowing their policies and options is crucial.