Or do I sell the used equipment, rehab and target a broader type of tenant?  

Leveraging your funds with a mortgage or other loans will increase your cash on cash returns.Check with @James Wise or other NEOhio turnkey providers for more details on your question, as they'll have a broader base of experience to draw from.Edit: Correcting a typo on the numbers.

I keep hearing how important it is to have insurance in general, not because they would cover a claim necessarily but because their duty to defend is much broader than their duty to pay a claim.

It completely depends on where you're buying it- both in the broader market and in what neighborhoods of that broader market.

All of that said, I do agree that there is a whole puzzle to be worked out here, and that cutting taxes will only be fully effective if it part of a broader plan to make the whole thing work.

You will find a broader range of opportunies, as some holdings that are marginal " keepers" manytimes may show better advantage as " cash-builders" FROM A SALE!

But keep in mind, the policies from the STR programs like Proper, have removed exclusions found in standard commercial policies to provide broader coverage to claims associated with STR. 

I think you have some great goals and I think you'd be best served by setting some broader objectives like, "what do you what your lifestyle to be like, and by when?"

If you were buying strictly as an investment it gets broader.

Hey Eddie - my point in context with the OP's question is this....Question: Is finding a GREAT realtor one of the 4 keys to success in being a real estate investor.My response is no - finding 1 great realotr has not been one of my keys to success and I have yet to find one investor say - one of the keys to my biz is a realtor.My broader point is my success has come from working with MANY realtors - not one great one.