School Crest Project help needed

I am doing a project for our school entry way and need help figuring out how to cut the crest and bear heads. The crest is giving me the most problems because it has lots of pieces to deal with. I am not very familiar with the machine or easel, still youtube universiting my way through. I have included the files. I want them as large as possible on about 29 in x 29in for the largest gear part.
Grisham Crest
Grisham Grizzly