I am not sure of the dimensions of the cutting surface on the sidekick. The largest umbrella crafts die is about 4 inches wide, so the opening would have to be that wide for the largest die. I believe the sidekick has a smaller opening, so only the smaller dies in this nested set would work with this machine. The sidekick is great for traveling! You may want to invest in a larger machine to use at home, so you can use the larger dies in this set.