@tilemanhenry_kuhl ,

When you use COPYCLIP command, AutoCAD writes the objects you select to a temporary DWG file inside /tmp folder on your Mac. When you use PASTECLIP command, AutoCAD should read the contents of this temporary DWG and put it to the drawing.

I think that there could be something with AutoCAD preferences, they could be corrupted for some reason. In this case Resetting should help.

Another thing (maybe) - permission problems - AutoCAD cannot read the contents of this temporary DWG for some reason.