Contemporary macromolecular chemistry has matured to a point where virtually any polymer structure can be synthesized via combinations of controlled polymerization approaches, post-polymerization modification and efficient ligation strategies. Still, often large hurdles have to be overcome to take the next step in research, that is being able to provide such complex materials reliably on significant scale for use in advanced applications. A solution to this problem is to make use of continuous flow synthesis techniques. Flow reactors are associated with high reproducibility, intrinsically simple reaction scale-up and improved product qualities due to significant reduction of side reactions. Being an established method especially in the pharmaceutical chemistry domain, full potential with regards to macromolecular synthesis did not unfold until very recently. Based on our previous endevours into flow polymerizations, the benefits of using online-monitoring, reactor automation and machine-learning will be discussed and the development of fully autonomous based reactor systems presented. We will show what the critical steps are towards the full digitalization of the synthesis process, and how polymer chemists can move towards big data analysis