A mill/drill really isn't the greatest engraver. Try www.harveytool.com or http://www.endmill.com/ They provide better tools for engraving. If you want to engrave a Font Outline I would suggest creating the font then pocketing the inside with a small step over.
BTW: do not try to use the start point option in the pocketing, it isn't working properly yet. 
Cheers 
__________________
Toby D.
"Imagination and Memory are but one thing, but for divers considerations have divers names"
Schwarzwald
(Note: The opinions expressed in this post are my own and are not necessarily those of CNCzone and its management)
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