OK well might be worth having a chat with you. Essentially I design the eclosure cuts in 3D CAD (solid edge). My circuit board design software will spit out a 3D model of my board loaded with models of connectors etc that I put in. I assemble the circuit board model into the box in solid efge and can therefore make the holes in the box model with reference to the circuit board components. So from that I can produce a drawing and save that as a DXF. From that I need to get onto a machine that can cut the holes.

With making fixtures it's a toss up with fixture cost. I'd need to hold boxes up on their sides in two positions regarness of the draft angle they sit on, for 50 boxes that I can get machined for £95 tooling + £0.80 per box spending pounds on fixtures soon becomes pointless. I take it a router has a similar bed to a mill so that stuff can be bolted down ?