Insurance is paying for the stay.

When you move all of your insurance under one insurer, they can also bid down your individual policies to help save you money.

Furthermore, while not obligated, RTR financially contributed to help this investor offset missed rents from the tenant, which it sounds like the investor later recovered from the tenant eventually.

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

For me it’s been running toilets and the water/sewer line that ran underground (i recommend getting insurance for it).

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

Now I have to battle the insurance companies.

As I mentioned above, the risk of being sued, found guilty, and fined more than your insurance will cover is almost non-existent. 

I believe solid insurance and a good umbrella policy will suffice.

The very basics would be getting your furniture and shopping list together, keyless entry like Schlage (with backup lockbox with physical key very close as well), looking into insurance, local taxes for STRs, and moreAlot of ways to save time and make it easier to self manage with a property management software like Hospitable and data research like AirDNA.