In this universe, which I classify as groups writing $5mm checks+ and allocating in the tens of millions per year, they do not follow sponsors for years.   

I think their general stance is going to be to go with whichever comparable property has the greatest degree of similarity in terms of (probably, in this order): location, age built, quality of construction/current condition, and square footage.

Also consider that green energy is not universally accepted.

I would be comfortable to some degree as this would just be a saving plan of sorts.

If there is not clear winner, i would go with it was most universal and durable and don't "overspend" in hopes that it will sell quickly. 

I think we all do to a degree.

Jumping into a deal just because it feels like you "need" to can be tempting, but as your story highlights, it doesn’t always lead to the returns we hope for no matter how hard we try and convince ourselves that we know everything, it is like the universe pushing the other way around against us.I especially appreciate your point about really knowing your market.

We both also have finance degrees and are savvy with finances and from an income perspective we are inline with each otherSimilar to what JD stated - We have a living trust where everything eventually goes to the kids and if something were to ever happen we would sit down like adults and resolve it without being vindictive. 

I currently have two triplexes near Marywood University so majority of my tenants have been students. 

To me, these are no different than college degrees (and some cost as much or more): you wouldn't major in engineering if you wanted to be a marine biologist.