I designed the whole project in Inkscape, used Makercam to generate the tool paths, and the universal g-code sender to control the CNC. For milling, I used a 1.6mm fishtail bit I picked up at invetables - very pleased with the performance. I currently have my machine set up with a Dewalt DW660, which is a HUGE improvement over the stock spindle which came with it (and broke nearly instantly) and also a huge improvement over my Dremel 4000.
For the main piece (maple), I used a pretty big pocket cut to allow the "The Hanson Family" to stand out. I then used a nicely contrasting stain to make the letters pop even more. I haven't chosen a sealer/polish/wax yet, so feel free to make suggestions. For the frame (reclaimed barn wood cedar), I did another pocket cut which allowed me to inlay the main sign. I made it so I can press the maple sign into the barn wood sign without using glue, allowing it to be removed (with some prying) in case the barn wood ends up not working with the decor of their house. For those wondering what the "A&E" logo is in there for, their names start with A and E. I have a little more clean-up yet to do on it, but for all intents and purposes, it's done.
I'd be lying if I said it this project worked on the first try - more like after 10 tries... Tries 1-9 identified deficiencies in my project design and/or my workmanship in setting up the machine. I have to say though, with all those failed attempts, I learned a ton about what to do, not to do, and a whole lot more. I gotta say, a little win now and then goes a heck of a long way. Anyway, I am pretty happy with the way this one turned out.
