I'm put in a difficult situation because I cannot renovate the space until he gives back the key and he hasn't paid rent. 

Its very difficult to know if your offer makes sense when so many pieces of the math are missing.

I'm new to Colorado Springs, and having a difficult time trying to get a plumber out to price out a basement finish for me.

HOA becomes insolventHOA doesn't put away enough money in reservesIf one entity buys more than 20% of the unitsIf the investor concentration exceeds 50% and there are other reasons but those are the ones we see most oftenIf it's non-warrantable, you've essentially bought into something, through no fault of your own, that you will have a difficult time reselling because it will be difficult to get financed. 

It’s through “bankers healthcare group“ - they have website etc and seems legit but I’ll do more due diligence Running numbers before buying a property particularly if 2 loans are involved is what I am finding difficult at this point

That means buyers will find it more difficult to get loans, especially for more "exotic" products. 

I found that different lenders have different approaches to how the enforce and take on a VA loan client. 

If a client purchases an entire kitchen remodel for $25,000, it does NOT increase the value of their home $25,000. 

This has historically been a difficult property to rent, and it has been vacant for 2 months, with no other qualified applicants at this time.The applicants have 2 small "service dogs" with certificates from a random website. 

It is much more difficult to sell a house with high flood insurance.And of course, as mentioned, during this whole timeline, shortage of materials and qualified contractors will be an issue.