I work as a civil, but have survey support experience as well. 

Knowing what I don't know I hired a reputable civil engineering firm to handle my site plan.

I've seen other people mention CompStak but I think its just a matter of time before CoStar finds a reason to buy them or to go after them through litigation.

Then check the civil/supreme website or hit up the case-specific computer in the courthouse set aside just for liens & judgments; usually in prothonotary/clerk of courts.

Key determinants include the percentage of owner-occupied units, contribution percentage for the HOA budget towards reserves, and a clean record without litigation, delinquencies, or major issues.

Another option is to find a good local architect, civil engineer, or similiar third party consultant to take a look at it and let you know their thoughts on the viability of developing it. 

We’re currently involved in a civil lawsuit against them... seriously wouldn’t recommend Crestcore to our worst enemy.

If there are no issues, litigation, or assessment, and the reserves of the HOA are good, you are pretty solid.

Are you going to coordinate locations for downspouts off the civil plan if rainwater needs to be brought underground?

The numbers continue to make sense on this it’s just now a matter of how long do I allow the litigation to draw out (still acquiring those attorney fees) before just moving on.