Have them send you a line by line item of what's needed.

I personally would sell it.Your return from real estate is two items - Cash Flow + Appreciation.What is the annual rate of appreciation you are getting, approximately?

Are these the only items we need to document?

Given the scope of your work, a simple plumbing leak would not concern me, it's a $200 issue at the most and ideally, it's just another line item when you do rough in plumbing for the kitchen.Being in a Milwaukee suburb, I am guessing it's a 1960s ranch, probably with galvanized plumbing.

The best place to start is with a spreadsheet that has every every cost itemized. 

Leverage is key and the diversity of options is also good.

Additionally, they should help with coordinating your home inspection and if needed, getting GCs to walk and get you an itemized bid as well!

Risk entails everything from lawsuits to lack of diversity in investments to low rates of return to high exposure to vacancy (more units theoretically lowers vacancy exposure).

You seem to already have US based accounts, so you are good there too.The last item here is the definition of "good".  

In general, I would say Kitchen, Bathrooms and any deferred maintenance should be your focused items.