That way nothing is "owed" the tenant...if he partially pays for the floor he will rightfully feel he has some sort of equity in the floor.

And is the designation of contractor something you can get simply by registering with the city, or is there some sort of vetting process or other requirements?  

@KL FurnungA buyer who buys a package will be less.The amount of buyers who can afford multiple properties over single properties is less.Furthermore, the person buying multiple properties likely is expecting some sort of 'discount'.I would put them all on the market individually - if you work with a good agent and title company, going through multiple closings shouldn't add that much complexity.Best of luck

I'm also unclear how putting the property into an LLC provides you any sort of tax benefit.  

I already know the reasons people transition and scale with multi family, so I'm not looking for those sort of responses.

Has anyone dealt with something like this and found away to neutralize this sort of activity peacefully?

Second, the best advice I can give you (as I did it) is to stay active, engage the community, read forum posts, listen to podcasts and stay motivated.

Can he just buy it for $60k to pay off their mortgage or will their be some sort of tax/financial implications for getting the home this way (I.e. if they go into a nursing home in the next year or so etc.)

Our family has had a 'intervention' of sorts with us(they were afraid we would ask them for money or move in with them). 

I have a couple leads, but no one is motivated to sell right now.