In 2018, the User Assessment Committee of the Chicago Collections Consortium (CCC) conducted a workflow analysis with member institutions in order to develop requirements for enhancements to Metadata Hopper, the system used to contribute content to the EXPLORE Chicago Collections portal. This presentation will explore how the workflow analysis provided opportunities to explore the technology, training, and support needs of a range of libraries, archives, and cultural heritage institutions while also serving as an avenue for engaging the CCC member community.