Here we utilize and expand on our previously developed low-cost automated workflow for organic cages and establish its applicability to discrete metal-organic assemblies (Figure ). Automated screening of the self-assembly conditions for a representative family of MOCs is demonstrated, followed by automated characterization of the reaction mixtures by using highresolution electrospray ionization mass spectrometry and 1 H NMR spectroscopy. Analysis of the reaction mixtures is further aided by automated data analysis. Computational modelling was also performed to support experimental outcome rationalization and identify stability trends. Following subsequent scaleup of a handful of MOCs, the automated workflow was then expanded to include an automated host-guest assay for the rapid screening and identification of promising guest binders.