You are, in essence, trying to develop your own market assessment by utilizing shoe leather, door knocking, and some technology. 

I explained at that time that i understood if they needed to go that route, but I explained that I couldn't maintain the rent that far below market.Fast forward to now and as more time goes on, they are growing on me as neighbors and so not only would i not want the wrath of the neighborhood if they are forced to move, i also would like to keep tenants that i know are great neighbors while i reside there.So all that being said, if you were in my shoes would you take an income hit and not increase the rent or only increase it by $75 or so in favor of maintaining a quality life with good neighbors?

You seem unable to even begin to put yourself in the shoes of the landlord here, to understand what it's like to have someone play games with you like this.

With that said, here are a couple of the questions and considerations I would have if I were in your shoes.

I wont count the printing costs as its all going through my business' printer and I can pretend it didn't happen :P I am curious, if you were in my shoes and in this market, what would your strategy be to get into a property that I could house hack and make worth while?

A couple of them mentioned a title that sounded like "shoe" something.

., then I get to talk to them when I sent a cancellation letter, they answered and said we are not obligated nor the buyer to tell you anything or when we want to work on the title or what we will do in the propertyIf you were in my shoes what do you think of this guy and his people, plus the property listed with a whole different brokerage does not even have a website or address who is the bad guy then ?!!!

Put yourself in his shoes:  You have a nice house with a room you want to rent out. 

If I were in your shoes, I would focus more on building your wife's business as a realtor.

If I were in your shoes, I would speak to some local banks and see if you could line up some type of sweet heart financing that you could offer with the deals.