One your loans will be a higher interest rate, next you will have annual filings, the cost of a registered agent every year, and items like that. 

Another struggle i have with STR is replacing small items continually which ties back to pricing.

One quote has the items listed, shows the price of each item as $0 and then has a final total. 

We understand that not every negative item we dispute will come off.We persist until we succeed because you must have a high-level of doggedness as a real estate entrepreneur.We understand there will be sunk costs and time being wasted.

For Non-Admitted carriers, the important item to then pay attention to is the AM Best rating (or equivalent rating agency).

By making partial dispositions, you can also avoid subsequent recapture on these items when you go to sell.

Regarding next steps, I agree that the best way to approach this would be to have one person act as boots on the ground and the other person handle the back office related items.

I’ll also amortize large items like roof over 20 yrs, and then add $100/mo/unit for general repairs.

I think you will definitely want to talk to your lawyer because there may be items linked to this transaction you are not considering. 

Some townships will require certain items, like an escape window if below grade or a walkout to be installed.