Unlocking the full potential of organic materials relies on accessing their vast chemical space, but the synthetic workload to make large numbers of new compounds presents a practical barrier to properly survey conjugated organic derivatives. In recent years, automated iterative coupling has emerged as a promising avenue to achieve precise sequence control and enable highthroughput synthesis of oligomeric small molecules. Recent efforts have leveraged general Suzuki cross-coupling reactions using stable and accessible chemical building blocks in the development of an automated small molecule synthesizer. In this way, automated synthesis platforms have emerged as powerful tools to advance our understanding of functional materials properties, but these methods have not yet been widely applied to the field of organic electronics. In general, we lack a full systematic understanding of structure-property relationships for organic electronic materials due to the tedious and challenging nature of chemical synthesis.