During this renovation period would you, as the lender, want an Actual Cash Value or Full Repair Cost policy in place?

Its being operated at STR from last 30 months with great cash flow.

How did you achieve this type of cash flow?

A grand negative cash flow is not the issue.

“ cash flow returns” almost always compare horribly to a simple bank CD after you deduct for insurance, prop taxes< vacancy, capex, prop management (or your personal time.) etc etc etc. 

You wont pay capital gains when you sell the house as long as it is in the SDIRA but you will have to pay normal income tax when you withdraw cash from the SDIRA after retirement but would you rather pay income tax on $90K or $300K?

Without any cash it is unlikely unless you can find a 100% seller financed deal (they do exist, I just did one a few months ago).

I do have monthly mortgages to be paid and not having rental income to offset my negative cash flow has been a learning experience and really trying to think of what options I have to have better success at this.

If you are willing to do some work, you can force appreciation, capture some equity, which boosts rent-to-value.In terms of areas to avoid, I would stay away from the East side, particularly anything along Post road between Pendleton Pike and I-74. 

You could also do a cash out refi.