Yes, fyffe555
"Real" cadcam software does give you this kind of control.
In some software, such as Bobcad, you will be responsible for picking the direction of the chains to be cut, but at least you can choose.
In Onecnc, this becomes more automated, as the software creates toolpaths, it asks you which direction is your preference.
Its just a matter of spending the money
There could be a whole range of software in between the above two that I have not mentioned (because I lack exposure to them) that will also work.
First you get good, then you get fast. Then grouchiness sets in.
(Note: The opinions expressed in this post are my own and are not necessarily those of CNCzone and its management)