If this is going to be done with automation then it is not a 3d operation. It would be done in 2d. Getting a "point" where the wire intersects each side of the plexiglass would be what is required. One point = Drill. Where there is a diaganol cut, the 2 points for each side would be connected then the "slot" would be created with a profile cut. If this was my stategy, I would ask if there was a script to connect 2 points with a line to speed this part of the process up. So in summary:

Can the Isect command place a point where the wire enters and exits the solid?

Can I automatically connect 2 points?

These along with the previous "spacing script" Michael made would create this part "as is".

I would then bring that file into my cam package and drill all points, then profile cut all the line entities.