In this exploration we look at the difference, similarities and overlaps between craft work traditionally founded in developed skill and experience contrasted with machine or process automation Dr Jonathan explains his experiences of both from both a work an personal perspective. We look at the subtleties and the potential borders between man and machine in different situations and scenarios and hypothesise whether there is a sweet spot or just a connection and if technology such as AI could lead to the virtual extinction of human intervention, or whether the need for risk, feel and pleasure for humans will halt that development.