However, as @Dave Foster said, your issue isn't with the options available to him your problem is trying to understand and tweak the psychology of a seller and owner who's ideas of running a business do not sound similar to your own.

The real challenge becomes when you have either a super sensitive tenant to any traces...or a super psychologically sensitive tenant that is quick to flex the tenants rights and demand this and that.  

I do wonder about the psychology of $10,000/month- without lifting a finger that shows up in the bank every month vs. $1M right now you can do whatever you want with...

It is a psychological  and statistical barrier to reach before going even higher.

She's a color psychologist and (that's a bonafide field) there seems to be a real psychological connection between the colors prospects see in advertising messages and the response rates of those ads.

We don't do rent increase projections base on the psychology of of what is happening with our current tenant, today.

After reading quite a few posts of newbies asking about cap rates and the more experienced explaining about cap rates, I sensed there is a lot of confusion out there.I wish the real estate industry had been using cap multiple instead of cap rates.... cap multiple is simply cap rates stated another way (i.e. by flipping the formula):Cap Multiple = (Value or Purchase Price) / NOICap Rates = NOI / (Value or Purchase Price)so a cap multiple of 10 is equivalent to cap rate of 10%.The difference between the two is psychological (lol).

It is real easy, especially after you've spent money on an inspector, trips to view property, etc, to downplay the amount of time, money and difficulty involved in repairing/replacing some items; never let the psychology of prior investment prevent you from making the best financial move for yourself.

I never knew much about psychology and I am not an expert, but I realized about a year ago that I had a boss that was a narcissist and that I related to a few.

You mentioned that you have a counseling background so what is the psychology here?