Under what circumstances is he on the hook for additional money or a potential loss of money?

The person who was living in the crows nest (seriously, so gross) who they had to have civilly committed to get out was living in one of the other units with some guy, and I should under no circumstances let her move back into the crows nest, and she will ask.

Possibly live in one of the units and manage the building by myself unless other circumstances come up. 

Be careful about adding anyone to a title, depending on the circumstances, you might well be opening yourself up to gift taxes. 

what your lawyer is telling you is you can sue for specific performance.now while this is true.. then it comes down to facts and circumstances... if the contact is a few hours old and you have given a token EM deposit.. there are no real damages  really becomes a choice of you ... spending a good chunk of dough on the lawyer and how the judge rules.Now that all said I just successfully won a specific performance case but lets look at the facts.Paid back tax's of 35k  and gave seller another 15k of course all in cash and so I  was relying on my purchase contract to the seller to come in and sign and we pay the rest of the purchase price at close.Well Seller goes DARK won't communicate at all..

What my colleague @Joseph Scorese neglected to mention is that you should look up DIG for education and networking: http://digonline.org/

I have bought two properties from motivated sellers this year, but both were significantly less motivated than their circumstances suggested they should have been.  

After reading some of the stuff that you've mentioned, going for SFH in a good neighborhood with a school system might be my best strategy for my circumstance.

There are some extenuating circumstances that make this property difficult to buy, but I will keep that grief to myself. 

In a non economic obsolescence area, without bizarre circumstances or serial refinancing, who has not experienced gains when owning long term (15-20+ years)?