Our state offers many layers of renter protection.

Roof of asphalt shingle replacement (not new layer) cost $8K (typical rental size structure which is not large), lifetime 20 years. 

Layers of protection should be the norm.As for the insurance side of things, it is true that pricing is higher for LLC based insurance however there is a way around that by keeping it in your name but adding the LLC as an additional insured on the policy.I am neither a lawyer or insurance broker so get investor friendly members on your team for each.

The cheaper laminate uses press board under the top layer with does not hold up well to water at all.

What are some vital questions to ask cash buyers when building a relationship/ dealing with cash buyers?

I think along with the software and tools themselves, it is extremely important to have good customer service at all times - this is often forgotten in the digital age, so remembering that aspect is vital. 

It seems there are different layers that define what cash flow really is, yet we tend to hang on to the static definition as is commonly defined here on BP. 

I think it highlights the big-picture reality, which is that current regulatory risks associated with short term rental investing are significant and multi-layered.

As with most real estate purchases there's always some layer of risk.Hope that helps & shoot me a DM if you want more info as I'm local & happy to help.

Networking is vital to your success as a small business owner.