The major issue wasn't as much with carbide create as it was with Meshcam, in that it wouldn't break the toolpaths into two so I could use carbide-create in this manner.
Anyways, after a bit of experimenting, I was able to add geometry, and there's another obtuse function called "join" that I didn't previously notice, this allowed me to create another "entity" to borrow DXF parlance, that I was able to set as a pocket.
One thing, I'll definitely say, Carbide Create really REALLY REALLY needs a PAN function. Yea, I know you can zoom in/out that gets old, also kinda've annoying to do on a laptop with no wheel mouse, when you're trying to find where the discontinuity between two lines is.
So while I haven't solved my Acrylic problem, I'm using some material of unknown makeup, I don't know what it is, I think it may be foamed ABS, or foamed PVC, it has no odor when cutting, and it's making a bunch of fine "snow".
Dewalt on "1"