Carving cursive

So tryin to carve a sign with a cursive font and cant get the depth between the letters to be sufficiently deep enough so when the sign is painted and sanded that the connection between them isnt sanded off. When I set it up on the preview screen and look at the preview on the right side it seems to be enough. What am I missing? Thanks in advance…

Pictures would be nice. What depth are you trying to cut to?