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Well. I was limited to a similar dropout to the one I originally used back when this frame was build. We were testing a Bear Components prototype that proved to not have enough travel. In 6 months non of this will have any importance as I'll go back to use this frame fixed or ss.
I program tool paths for the CNC using Fusion 360. This writes g-code that tells the machine feed speed, spindle speed and X Y Z movement.
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Having had similar issues (wheel placement, clearance vs shifting etc...) I wonder if it would not have been simpler for you to braze a vertical dropout, but then the content of the thread would have much been poorer for it.
That CNC business: does it makes the part automatically from your CAD files, or is it manually operated?