The simple answer, that there is no simple answer.
You really need to play with the demo and see if it will do what you need.
You do not get these options in V Carve Pro. The only option you get is the order that you select the vectors.The ordering they have is Rows / Columns / in~out / out~in / Manual
I did a quick test to match your sample. The one on the left were all selected together. The one on the right were selected in order to match your sample.
You'll probably find that this will depend on exactly what you are doing. If you are doing pockets with multiple areas, the best way might be to do them individually, rather than in one operation containing multiple pockets.Also when it is doing a pocket job, does it work its way through
an area mid-way and then go to another area and so on like it's forgetting
something and then finally finishes the job?