@Max Denning.If you're self managing your own machines than it's a guessing game, and you'll just need to be observant in order to develop an effective schedule.

They are often nice, responsible people who are trying to balance moving, family, and work schedules.

People start with a VA first. a secretary to pick up phones and schedule. 

Its super convenient for both you and the tenant(s) and tracks the payment through the full cycle so you know exactly if and when they setup auto-pay, where the payment is in the process, and when the next payment(s) are scheduled to happen.

If you provide substantial services (regular cleaning, changing linen, or maid services), you report your rental income and expenses on Schedule C. 

We have specialists who will help you find and analyze deals, project managers to keep you on schedule....blah, blah, blah..."

STR Property managers are simply schedulers.

I had a full appointment schedule all last weekend.

Once i get a list of targeted property owners names, physical and site addresses etc... what would be a good service to use  where I can upload my list and have all my postcard sent out with a schedule for recurring mail?

While the redevelopment is running behind schedule, they have been tearing down large areas of the neighborhood housing in the area to build the new construction.