Hey Jacob -
Sorry I didn't respond right after the screens were. I was going to post some instructions up here for you - but it looks like you figured it out.
There are a lot more capabilities we put into the platform for mapping that you don't see, but are actually available to you if you wanted to venture into customization (such as optimal order, polygones for service areas, long/lat, traffic, etc.). Right now, we are just pushing out mapping from the shop to all service address and back, along with driving directions.
The order should be coming from the order of the appointments in the calendar, or the work order list. Is this not happening for you?
Paul