It needs little repair/work as the owner is a contractor and his daughter initially lived in the home, so he's kept it up-to-date.

There may be other options there.But, from a strategic angle, that is where a random guy on the internet jumps in and says "You might be able to buy the property from your mother on a Lease Option" that you make the payments and maintain the house with the option expiring on her passing date, converting back to her estate which you and any other heirs will inherit".

I wouldn't necessarily be uncomfortable with that (I would actually be so proud haha) since coops are community-based complexes so their primarily reason for checking the background and financials is to make sure all their neighbors are in a good standing. 

@Michael Masters, There's actually a couple of ways you could make this work using the 1031 exchange. 

But if you mean questions for a GP to actually assess deals:Before I even consider signing up for a call or to be added to someone "investment club" I look up the primary partners in the company.  

We actually have a couple projects we are working on in SC right now for some retail medical operators.   

Discuss with the new agent if there will be any difficulties with a claim while there are two policies in place or if it is better to pick a future date for the start of the new coveage.

A common source of Subject To deals is people in distress (foreclosure) who have a pending sale date.

How do you actually enforce and get the seller to cooperate? 

Once the borrower realized we were serious and the foreclosure date was set, the borrower reached out in September with a Financial Hardship Application.We analyzed the financials and offered a trial payment plan along with a loan modification upon completion of that payment plan.