As we flipped this ourselves from the roof to the flooring, we gained much respect to labor workers and realized even the tidiest things such as changing the outlet covers and installing new plumbing will take up a lot of time!

I'm looking at fixer uppers that are considered livable (heat, plumbing, etc) and I think my DTI will be sufficient once I get renters on my current quadplex.Just trying to plan ahead, thanks!

You are going to blow a lot of money for a false sense of security that a good insurance policy can protect you from and save you thousandsThe LLc is the most overused and money waster used on single family rentals.

Can you guys please provide me with insurance options that can accommodate my situation?

Because when that person does work for you, they will come there to buy the supplies, plumbing, or water heater etc. 

I can not imagine you'd get a permit with "just a box drawn on the site plan".....nothing showing plumbing, electrical, structural elements, etc. meet building code.

Does HOA have loss of income insurance or some fund to make up the losses until owners get property rehabbed or built?

In the midterm rental community, it is regularly discussed how frequently people inquire about accessible properties, particularly in the highest end insurance placement niche where there is, indeed, a price premium on accessible properties.

Another 1% in seller closing costs of various types, and another 1% for seller paid title insurance.

Maybe tell them it is not permitted by your insurance.