These I think are considered rookie mistakes, but I'm all about finding ways to reduce risks from human error.Has anyone else considered technological solutions to help the due diligence process?

Looking at their forums, their moderators are against any kind of growth or adaptation of new technologies. 

Our parent company (GA Technologies) is the #1 investment real estate service provider in Japan.

Technology has been been a huge factor for both. 

Those losses can be substantial, by the way within an HVAC system-Again I doubt these technologies would hold up under scrutiny within a court of law because all it takes is one person with even a basic grasp of principles of engineering and you’d find an easy 10+% delta in these systems’ measuring abilities.

These types of places typically don't use alot of technology or have great systems, making it easy from a management perspective to turn things around. 

If you do not like bookkeeping/accounting/technology, hire a bookkeeper specializing in real estate investors.

Technology has made remote property ownership very feasible.  

I'm an IT Consulting guy by day & RE investor by night so getting into the details of all of the technology offerings, how they integrate, which capabilities overlap/don't, where integrated value sits, etc. exposes my nerdiness/love for this kind of stuff.

You can use apps to scan receipts and keep expenses separated, and Amex even has that technology built in.