Quote from @Deborah Wodell: Just bought a place in an HOA where the HOA is under insured significantly, no litigation since we always check for that on every buy...

As others have stated, it's tough to lose the various benefits (health insurance, 401k employer match, etc), not to mention the income itself. 

Guests normally don't like to be asked to cover damages that they caused and sometimes give a lower rating because we ask them to cover it even though they have COI that insures my listing.So I'm exploring the event guest screening option that they could put down the security deposit as well. 1.

"Soft" Bridge loan from Midwestern Life Insurance Agency.

Probably go with just an umbrella insurance policy.

A $200,000 duplex might have identical rents in municipality “A” and municipality “B” but the property tax rates will vary, local regulations will dictate licensing requirements, labor rates will vary & the particular location will dictate insurance premiums since insurance carriers will weigh local replacement costs and whether the municipality is viewed as being a “plaintiff friendly” in arriving at insurance premiums.Better situated assets will attract better tenants.

"Soft" Bridge loan from Midwestern Life Insurance Agency.

I have an Airbnb and an insurance adjuster who wants to book the place off Airbnb for two months.

This can be a city or neighborhood.We manage a lot of Class C properties in the City of Detroit, so previous evictions are common.We typically do NOT allow within the last 3 years and we want to see stable employment, income and no other major credit issues since.For Class B rental we're looking for no evictions in last 5 years.Class A, would be at least 7 years.Of course, there are exceptions to all of the above for extenuating circumstances the applicant is willing to provide acceptable documentation for.

It just perpetuates the cycle of insurance and cost of living increases here in Florida.