The tenant might dig in their heels and you'd really be in for a fight.  

The larger point of this post was to get and idea of what I should be looking for in general when going this route for house hacking.This house may not end up being the one but I did not want to go out without a fight(in my head)Thank you for your input. 

They cannot come back on you and fight the sale unless it was an erroneous sale and should not have been sold. 

The way I see it, the cost of the fights will pay for themselves in the long run.Disclaimer: This is just my opinion, but for what it's worth this is what turned me off:1.

Because you have agreed to work with him, you create a gray zone that is probably not worth a fight for 1-2k.

You do have to reach an accommodation on not fighting over every thing. 

Let the couple fight it out how the security deposit is to be divided. 

I think he files liens routinely knowing owner will pay rather than fight.

So if you list a $100,000 house for $30,000 those 3 agents and buyers will fight over it.

You need to prove that the TENANT is the ONE.I don't like getting involved with a one on one confrontation when it has to do with drugs, or fights among themselves or neighbors.