A good teacher is able to overcome his curse of knowledge and bring ideas that seem simple to him, yet are complex to the learner, to a level that conveys a happy medium.

If you are risk adverse real estate, (especially out of state) is not for you.

I own a property that has an rent to own tenant upstairs who has no money and does not perform required maintenance, which has adversely affected my property.

Yo need to get used to it and train yourself.. and train your mind to overcome it because it is going to happen and more brutally as you become more succesful.Let me make up a quote and you heard it here first.OK let me think..."

If there were an issue the lender or title company (both of which should be more risk adverse than you) would put on the breaks 

If you are risk adverse real estate, (especially out of state) is not for you.

@Jason Dillard, For my market (Peninsula, Bay Area), I would say that it was easy between 2010 and 2015. 2016 to present has been much harder (or perhaps I am more risk adverse due to what I see as downsides in the market).

However, the actual filing and decision whether or not you should file, should remain in your discretion.Too many claims, especially frivolous small claims, can have an adverse impact on your premiums and insurability. 

I’m a control freak so being long distance forces me to overcome that and put systems in place instead.

If you are risk adverse real estate, (especially out of state) is not for you.