We did run into some interesting quirks with the city's zoning laws, but nothing a bit of patience couldn't solve.

See I call it for what it is BECAUSE the 1st step in SOLVING a problem, is first acknowledging that you have one to begin with. 

I think Chris nailed it perfectly - you have to take your DD to another level and also be in a position, both financially and contractually, to take control of the situation if the borrower defaults.

Beyond that, I am not sure if consolidating all banking to one financial institution is wise either.

Good agents can make a deal go real smooth, and they can save you from make a financial crippling mistake. 

If you are missing any of TIE, you are far better off financially hiring a local property manager.  

Sometimes you just need to do what YOU want to do even if it isn't "technically" the best option from a financial standpoint. 

The basement is dry as hell, and it's nicely decorated.QUESTION:  What types of financing, financial assistance and tax benefits does one get from being a registered landmark in a historical district? 

And eventually, they also fail financially, because over time capex exceeds cash flow.So I am very much in favor of @Tim Ryan 's idea: pick a market and grow roots.

Hopefully, this solves it.