Yup, not quite complicated enough yet Ryan. The logo surface is down from the outside ridge as you show, but the area outside the logo should be pocketed down some from there and the center area inside the logo (which will be used for the inlay) should be pocketed even deeper. When the user moves beyond the inlay to the other side we’ll cut the outside to match the red part of the logo depth and do something wonderful and difficult as the signature. (maybe the tiny MPCNC drawing you’ve been using with a V bit?) 
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