The cloud of uncertainty with the HOA and “special assessments” is uncomfortable and I wouldn’t want this to be my first or second deal.

I'm actually an engineer as well (cloud engineer for Oracle.

If you get the ring cameras, they will record to the cloud. 

From my research I think my options are: 1) Upgrade to Quickbooks Enterprise with hosting ($130 per month), 2) Subscribe to an Intuit approved cloud hosting service to store the working QB file (seems about $65 per user per month), 3) setup a server within the office and connect all computers (not sure of cost but I imagine would require IT professional for setup and purchase of server), 4) continue storing working files in DropBox and risk file corruption.  

The realtor has a definite conflict of interest as they are friends with the seller which often is the case and this is a good client they are trying to get a lot of deals from and it is clouding their judgement. 

A cloud on title?

Maybe a property with a serious cloud over the Title? 

I'm looking ahead in the distance at that big black cloud called Foreclosure!

I know one fella named Angelo Rumero who moved from AUS to chase real estate in the states.

Plus I was mentally and emotionally drained after weeks of screening so many potential renters with 300-500 credit scores, evictions, insufficient income, fake landlords, fake employers, fake ID's ... after all that I knew better, but my judgement was clouded when I finally got a credit score over 700 and what looked like a decent paying job.