Those can indicate poor management, deferred maintenance, difficult and expensive upkeep like ocean front which will bring up issues with rising oceans, insurance, and hurricanes. 

As to the quandary posed by the OP: The root of the issue is that it basically sucks to be an RE investor these days.

The issue there is that you have some people that just don’t work out and some people you have to let go.

That is smaller units built with higher density to make the numbers work for both buyers and builders.Adapting to these challenges isn’t easy, but it’s necessary to keep up with the market.What are your thoughts on how builders and developers can address affordability and supply issues. 

Give some examples of the Italy issues.  

It was rather inexpensive, and we never had any issues with the tenants.

Taking on issues the seller is not willing or able to cope with can score you a better deal.

The only issue with seller finance and resale is if they don't want to receive a payoff in short order, then they should include a pre-payment penalty. 

The mortgage was also raised due to insurance issues to about $1,950… so I am not making much cash flow, more like a cash trickle.

That resolves the issue 9 times out of 10.