A lot of people want to know how to take a picture and turn it to g code and machine it. I struggled for a long time trying to find the best ways to do this. I now can do a lot of these things. What I invested in was a couple Adobe programs (Photoshop and Illustrator), and obtained Mastercam x3. I rarely use my Autocad, as it seems more suited for mechanical drawing than manipulating artistic renderings. Mastercam will do amazing things with jpeg photos all by itself. you'd be blown away with this amazing cam software. But if you like drawing freehand sketches, you could scan your drawing, then either vectorize it with Illustrator or load it directly in Mcam and let it sort it out. Mastercam X has an art feature that can even make your object 3-D. Long story short, if there's one software you need (besides Mach) try to get Mastercam.