This would be great to have, to be able to choose which quadrant of the part to start roughing on, at least for outer to inner of the part for material removal and in this scenario the plunge point is not necessary.
However for inner pocket material removal using the plunge point to plunge into a pilot hole in a pocket would be good and then the cut toolpath would start from that plunge point.
To answer your question, I would go with the start from a region without using a plunge point. I haven’t actually used Drill Tip Position in Advanced Rough until this scenario came up where I needed to start from a different side of the part. So I ended up using the tool path editor to delete the original plunge and a small portion at the beginning of the tool path and then moving the new plunge Y-1.5".
Thank you again and I look forward to your solution.