Hi Archy
I'd imagine getting someone to do any kind machining is going to be quite expensive, there would be a lot of hours involved. If you have the space time money to get a cnc machine then go for it. It's a bit of a learning curve but comes with practice, pretty much the same as everything else. Maybe making a guitar by hand in parallel with the cnc stuff to keep you motivated. You won't need an unbelievable amount of tools to make a Jazz guitar by hand. I know a guy here in Austria who is totally impatient and made a jazz guitar in his small flat and it turned out to be a really nice instrument and he has made more, so anything is possible. Mind you I don't know if his wife is still talking to him after he sprayed the guitar in the flat!!
All the best
Andrew
ps. you're right about Spiro he's a very helpfull chap