Change your concept to ANTI-middle class and pro-Elitism, then review.

I am currently a virtual admin assistant to a Broker there, I help her market properties and do some admin tasks.

Telling the girls "oh that's Chelsea's problem, don't worry about it, it says right here on the contract that we have a zillion days to close," which I had to do my best to counter-balance with "ummm we gotta get moving girls, go go go, is there any reason you can't have [insert task here] done tonight by 6 pm?"

Toggl lets us do reports by entity, property, person, or task - such as loan paperwork, tenant turn over etc....

One of those spreadsheets could be a checklist, which you could use to keep track of all the tasks.

The laws in MA heavily favor the tenants, and the courts tend to be anti landlord and pro tenant. 

I leave them a follow up task after the showing so I know they are serious, either "Text me a copy of this paper app once you complete it" or "text me your email address so I can forward the link to pay the background/credit check".

Also, you get "homework" or tasks to do that help guide you through the process.

Property management includes fiscal responsibility, task management, and customer service. 

Developing processes that ensure routine tasks (maintenance or otherwise) are performed correctly the FIRST time will also improve your bottom line.