The DXF import function will grab the endpoint of the entity as described in the DXF file.
You can bring the contour into your program, use cut/paste to re-order the geometry more to your liking.
You may want to add an entry and exit line to the contour, then edit the Mill Start and Mill End screens accordingly.
Once you know where the lines are, you can simply add a Drill sequence at the correct point.


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