Just draw the part accurately and simply and they'll make it work. No two machinists will want the same numbers (radii centers vs radii tangent points vs apparent intersection pts). It also depends on what the controller is, whether it's programmed at a computer on some sort of CAM software, or if it's programmed at the machine using some manual input on the controller.
If you don't know much about machining (and even if you do) you'll do more harm than good by trying to make a funky drawing "made for the machinist" rather than an appropriate design drawing that adequately defines the part and shows the design intent.
The best thing you can do for the machinist is to not over-tolerance your drawing. If a three-place dimension is defined as being +/- .005" then you should really ask yourself if you need that tight of a tolerance on fillet radii.
tl;dr: If there's enough information on the print to /draw/ the part; there's enough information on the print to machine the part. Your desire is great. It's good that you wish to look at your output as if you were the person making the part. That will solve a great many things, but at a certain level 'unintended consequences' arise.
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All that said, the only exception is if you're making actual "shop drawings" at which point you should be asking your shop (and honestly shouldn't have to ask, unless you have a supervisor that can answer them)
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NX8.0, Solidworks 2014, AutoCAD, Enovia V5