Baking cookies at home is simple enough. Sharing them with friends or family outside of our homes is slightly more complicated. Shipping hundreds of cookies around the world to strangers that filled out a survey on the internet is at least complex and tends towards the chaotic. This talk is a review of the lessons we learned about the theory of constraints, complexity science, mapping, devOps, and trusting each other after we received an overwhelming response to a configuration management survey I launched at Puppet Conf 2014.