Hi Joe,

My work is jewellery sized, so this following idea is solely based on that...forgive me if it doesn't apply to your situation.

Given that I required a certain type of angle or taper to the design, I'll often just use a specific Cutter which has that specific angle.
I source most of these Conical/Taper shaped Cutters from Bits & Bits http://www.bitsbits.net/
For milling waxes to suit jewellery work I'm mostly using the Profile or Pyramid type Cutters with a 6, 10 or 15 degree angle.

The range of Engraving Cutters have more angle options & might be more suited to your needs?
Not sure what Shank size you'd use with the CarveWright system, but maybe this might give you an idea for viable Cutters available to you?

regards Colin