Your responses have all been very appreciated as you seem to be looking to mitigate catastrophe for strangers starting out.So far, it's been 1 step forward and 2 steps backwards. 

In addition, much of the dramatic catastrophic effects that were highlights can absolutely be avoided by using a real estate attorney.

Does anyone have any experience working with Dan Housing or CRS (Catastrophic Response Services) for Medium Term Rentals?

While I overall agree with you, there is a case to be made that premiums will start to normalize:Namely, major insurers pulling out of the high risk areas like FL and CA are limiting their catastrophic events.  

A good policy for a place where nothing happens or one for total catastrophic insurance - the type where a fire destroys the house, or a tornado takes it away, including the bed bugs.

If it is something truly catastrophic, then owning a few extra properties will be lesser on my list of concerns. 

So many things can go wrong with a partner and it never surprises me how many people do dumb things (that you wouldn't guess by meeting them) that could be catastrophic in a real estate deal.

The net outcome of a lower quality tenant ranges anywhere from nothing to catastrophic, but you probably understand where I'm going with this.

America is starting to look like a late-stage nation whose citizens enjoy the fruits of the previous generation's struggle but are slowly but surely approaching a catastrophic debt bubble waiting to burst.

Lending would cease over night and government bailouts would commence.In my area of NE Ohio we are considered disaster free and generally we do not have any of the catastrophic issues that other parts of the country do... welp until last week when three tornados rampaged across three counties ripping down trees, power lines, roofs, siding, and putting over 500k people without power for a week - some still don't have power nor will they until all the trees are removed from the power lines.