With my internet I can't watch the video. The size of the cutter will just need to be slightly larger than the thickness of the wood you are trimming. With the craftsman shaper I believe you are limited to 1" which would be fine. My question is how big are the Popsicles?. If they are very small it may be very dangerous to trim them this way. You would at least have to cut them on a bandsaw or other machine so it is just cleaning up the edges. A shaper will tend to blow off chunks out of what you are trimming so it may be easier to cut them and sand the edges. As far as a template you could just cut it with a bandsaw or jig saw and allow for the difference between the cutting edge and the collar. The pattern may need to be larger than the part you are cutting.