Hi @magpiemachining,
You mean if we select the 4 corners at the same time, then we cannot get valid toolpath, right?

If so, yes, this is a known issue to us. The reason is that if you extend the toolpath preview areas (the blue ones) from the 4 corners you can imagine that the areas will have crossed area and we don't support such case for now.
Other than creating 4 separate operations, another easier workaround is leveraging the Pattern function to mirror the toolpath:

Let me know if this helps, please.
Thanks,
Debbie
Debbie Lou
Sr. QA Engineer for HSM CAM