How many of us have had a bad feeling about a potential tenant, but been unable to quantify an objective reason why?

Based on your description, he is probably accruing significant code enforcement fines from the City of Indianapolis and/or paying property taxes on a property which is falling apart - perhaps you can remind him of that and perhaps quantify it for him, and that may make him more "motivated".By the way, just curious  - in which neighborhood is the property located?

Unless the only thing you are interested in is the expected return then it is going to be pretty hard to quantify. 

Our value is measured financially, and the stats are that agents are worth the money we make, Yet, there is more than the money, and living a year longer because of less stress also has some sort of price tag that I don't know how to quantify. 

I believe the term is a "seller market".While I can not quantify it and do not respond to these people.  

But it's hard to quantify.

Well now they have their Feelings, so  if they are "feeling" it then it can be called--you will need to cover it.No way to quantify feelings, so your stuck with it.

I'm having trouble quantifying how much of a price cut the shape would make to a refinance since the difference in value seems very subjective.APPRAISERS PLEASE HELP!

Major capex items, such as Roof, HVAC, water meter, and other things like that are important quantify and figure out how much life they have left.

Also he has to learn how to identify and quantify risk.