An attorney might even help shorten this period by asking for an immediate eviction due to potential violent activity...that would depend on the judge.The only other solution I can think of that might have avoided issues would have been to evict the tenant for possession only, i.e. for rehabbing, remodeling, repairing the unit, etc. and avoid creating issues.  

Then consult with your CPA & attorney to utilize the most appropriate solution for your situation.

Money often buys solutions. 

The Mint app isn't perfect but it does real time transaction tracking which I like and it attempts to monitor your net worth.  

I am just offering a legitimate solution based on my experience.

Your solution may be partially practical and political.Work out the numbers and show the city how you are willing to acquire property based on a rough plan that includes their punch list of improvements for compliance.

Virginia,  I was previously a Housing Counselor for a non-profit community housing center, recruiting and assessing clients, as well as monitoring a six figure budget.

And have the mentality that you want to provide a solution.

There may be no easy fix, but there’s gotta be a better solution than an unregulated industry of pseudo-insurance… right?

The right ones won't care if you offer a solution to their problem (i.e., need for cash, in a hurry, cannot make repairs...).