All very good points, thank you! I only started considering something other than Mach+ESS while watching a setup video for Acorn+DMM servo's yesterday, and it looked like it was a very good looking and all in one alternative.
CAD+CAM, all of my normal 2D+2.5D and third axis turning should be easy enough to handle in Aspire, while the 5 axis stuff would all be done in Fusion 360, which is more than capable of handling it. That extra axis is just a plan for the future however, so I have lots of time to learn to use F360 before I will need it. By then I might actually have the Tormach 770, and would likely just do that type of work on it instead.