I wasn't sure if there would be some legal obstacles

But there is an inherently large risk burdened by you when doing that and you better have all your ducks lined up to be successful.

Each property will have different types of insurance to help with any obstacles that come up with respect to lawsuits.

Also, there may be merit in a nurture campaign whereby you contact the spouse and find a means to engage her and impress her with how she can help others in her family by merely allowing you to help her.

Every cost is massive with apt buildings, city is usually very strict with every single code, and he has definitely hit a lot of obstacles that he didn't plan for.

Let's say 40k.Here is another obstacle.  

Whew, pretty hostile in here...Damien, the meet ups that were mentioned are fabulous.  

I'm not going into Real Estate to pay off my student loans, I just mentioned it as it is currently wrecking my credit and maybe an obstacle once I start getting substantial money as my bank balance.

My concern is the unknown obstacles I may encounter when I go to sell the house after I have dumped about $40K into it.

There has to be some inherent value to the fact that everyone is rehabbing, expanding, and holding on to their properties and the infrastructure of the town itself has undergone massive upgrading.