[SWATH]

I am using a user defined woodruff key cutter that needs to cut an inner groove (like an o-ring groove). The problem is that the tool plunges and retracts through the top of the parts edge instead of the middle where it can clear. How do I change where the tool plunges and retracts to the middle of the diamond shaped toolpath below? By the way this is a 2.5 axis profiling MOP with the highlighted region set as bottom of cut geometry.

[DareBee]

Do it in the engage/retract tab.
You can easily get the cutter to start in the center be using most any of the functions there (I prefer radial but you may need to use a straight plunge due to the geometry).
You may need to change the start point of the region out of that tip to get it to work.
I would do this machining OP exactly as you have.

[SWATH]

Thanks for the help. I had to play around with the angles and distances a bit and change the start point a few times but I finally got the plunge and retract to center in the middle.

[DareBee]

No problem - I often take half dozen tweaks to get it where I want as well.