A big factor for me in determining is this something I need to hire a VA for is, are these tasks money making tasks or are they busy work.

Do one task at a time in each app so you can compare apples to apples.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.

If you plan on doing anything yourself, it will increase per task.

She has tasked me with finding out about the MTM there.

Such improvements can significantly enhance your property's appraisal value.For the roof, consider setting aside a fraction of each paycheck for maintenance.

Turning your primary home into a rental should be a easy task.

We are on their maintenance requests immediately but we explain that cosmetics, improvements, and enhancements are done when our properties are empty. 

@Huggy Ford- thanks  1)  try  contacting the smaller to mis size credit unions and banks in the La Jolla  area  for  options  2)  do some research on other nearby properties that  are in the same  situation to  see if you can  find  recent lenders that  have made loans to these properties  3) if you still live in the  property  definitely try to  complete this  task BEFORE  you move out of the  property as  getting a  primary residence loan  will be  much  easier than  getting a loan on it when its an investment property .

You wont need a real estate license to do a lot of management tasks.

Doing all these tasks will streamline your applicants so you're getting the best of the best in your applicant pool and ultimately avoiding situations like these!