Make sure everyone knows a cleaning schedule, expectation for common areas, how are you splitting utilities, guest policy, etc. 

Most title companies will never give title insurance on properties bought at tax auctions.

These companies are fly by night hence why they don't buy their own properties...

My main focus on Florida stems from an established working relationship with a property management company there.

Or using a company ?

For the last couple of years I have been working from home for a very good company so I kept moving the financial goal posts because I wasn't miserable. 

They tend to stay to themselves, not a lot of company or complaints. 

Currently, I'm still buying, flipping, and running a PM company. 

Overland Park, KS vs Kansas City, MO) Very landlord friendly, worst case eviction is usually 8 weeks + $500 + lost rent (cannot comment on individual cases and this is not legal advice) Large diverse metro area - variety of jobs, companies, people can have a career in KC.

Are there any insurance policies or providers you recommend for this unique use case?