Also dig into the condo docs as sometimes there are special assessments that can come up from time to time beyond the regular condo dues.  

Is a  home inspector a must or a regular contractor who can tell me how much the repair will cost?

This is mostly due the size, as a lender we are qualifying the building's ability to repay not your personal ability to repay.However, if you have good income getting a regular commercial loan secured by the lot shouldn't be too big of a deal for a community bank or portfolio lender.  

Im possibly looking to refinance it into a regular loan.

This information changes regularly. 

Find a real estate investment group that meets up on a regular basis.  

If that is the case you will need to do regular inspections to insure they are adhering to their lease.

Your attorney should threatening lawsuits and contacting them on a regular basis.

Here, you’ll be able to ask others in the club for recommendations in addition to the club operator, who will know the reputable lenders that regularly attend.

Set expectations up front, inspect regularly, and have consequences when they fail.