But we routinely bought 100 plus properties a year in our county. and made great returns on 90% of them...

I've used VAs for a completely different business, and to do so successfully I had to take the time to write very clear instructions.My business relied completely on email and other online communications, so I have no insights on how to manage them for real time or voice related communications, but I will say that I had to tailor my VAs to those parts of the business that could tolerate turnaround times of one working day (the VAs were in Asia), and that focused on routine activities and communications with management rather than with communications with customers or actions that were not covered by established procedures.The Tim Ferris book 4-Hour Workweek turned me on to the idea of VAs, and it took me a while to warm up to the idea.

I'm definitely not trying to generate more income from the tenants, but I also don't want to pay additional invoices for silly issues that could have been resolved by ensuring a routine maintenance schedule was in place and followed accordingly, which would be checked during quarterly or semi-annually inspections.

A quick disclaimer: I am not a real estate agent or vendor, and I have nothing to sell or market to you.What I would like to ask, is from a technology/web/app perspective, what drives you crazy on a routine basis?  

Now I know the AU investors got return glaze in their eyes because they just did not know what they did not know.. and when companies routinely mis lead about fixed expense's and puff return these folks went for highest return Not having a CLUE to the Socio demographics of the mid west and south...

Everyone and their mom is bidding on homes <= $150k ARV in my areas and I routinely see homes selling for 95% ARV when you factor in repairs.

Disappeared in the night before they had their first routine maintenance inspection.  

Do banks routinely allow someone else to just takeover a note?

It could be your time performing a routine task or service in their business.

Pet owners spend thousands of dollars on vet bills, obedience school, treats, clothes, toys, etc. for their pets, so requiring a pet deposit has never raised an eyebrow.