I looked at the original pictures again. To use the v carve tool path option there has to be a closed path so using the profile path with a v-bit is what I would do also.You could shorten the single lines just a little bit so they don’t touch anything else. You may have to make a double circle around your date. If I draw a single circle and v-carve it, it v-carve the entire center of the circle. Only by offsetting the circle by some amount and selecting both does v-carve do just an outline. Try it your self or if you want, I can send/post pictures of what I’m talking about. I can’t figure out what’s wrong with the bottom of the deer or the letters. Hope you find this useful.