How difficult is it to obtain?

Based on the tone of your post, it sounds like the HOA is having financial difficulty and that may or may not change your strategy.On a side note, I do not believe your HOA will provide any details from the other claims, as that is not public information and should not be shared with parties who are not principal to the claims. 

Consider checking out your local REIA meetings and teaming up with a mentor to help you get some skin in the game. 

Personally, I would want to have enough skin in the game (equity) so if I needed to unload it, I wouldn't suffer a loss; but that's just me.

I manage a commercial office space building in Randolph, Ma and I have been having issues finding business tenants. I have done things like putting ads on Craigslist as well as MLS listings. I have large space listed ...

On the race subject, personally, I believe if an individual is skeptical of you because of the color of your skin than there is nothing you can do to build credibility with this person. 

I think quality control in general would be extremely difficult. I

I want to purchase a SFR in cash under my LLC name and take out a mortgage after the property is rented out.Can someone help give some guidance on whether this is a good way to go about it or will I run into any difficulties getting a mortgage for the LLC owned property? 

In addition, HMLs will charge you interest per month (holding costs) ranging anywhere from 9% - 18% along with "points" (origination fee) - 1 point is equivalent to 1%.With that said, nowadays, most HMLs require you to have some type of "skin in the game" or a downpayment on the loan so the HML doesn't have to take on all of the risk.

I am not an agent and I don't have any "skin in the game", but there are a few properties out there that could work for somebody that has cash and time.