This year, the DLF Assessment Interest Group (AIG) celebrates five years of developing best practices, guidelines, and tools around different aspects of digital library assessment. Our continued dedication is thanks to community practitioners who volunteer to create resources that benefit their community and, in doing so, advance DLF's mission. Since 2014, working groups have built, refined, and optimized tools and resources to address barriers to digital library assessment, such as information gaps and lack of metrics. We will review the gains we've made this year, and reflect on the cumulative efforts that have resulted in the suite of resources currently available to the community. Presentations from the AIG's five active working groups represent the areas of cost assessment, cultural assessment, metadata assessment, user experience, and content reuse. These presentations will be followed by a facilitated discussion reflecting on sustaining community participation while managing the natural ebb and flow of volunteer capacity. Working group presentations will feature the following: * The Cost Assessment working group will provide an overview on the work to optimize data collection and the way the calculator works based on the user research done on the calculator in 2018. * The Cultural Assessment working group will present the work on community engagement in the Selection Workflow Framework, the continued development of a community around the creation and conceptualization of "inclusive metadata" practice, and highlight the developing cultural assessment speaker series. * The Metadata Assessment working group will provide an overview of previous work completed and new work undertaken, including the Metadata Application Profile Clearinghouse, metadata assessment tools testing and review, the development of a new metadata benchmarks survey, an updated environmental scan, and our efforts to revise and improve the group's website. * Expanding upon the findings from the Institute for Museum and Library Services (IMLS)-funded "Developing a Framework for Measuring Reuse of Digital Objects" project, members of the Reuse working group have submitted an IMLS National Leadership Grants for Libraries proposal to build the "Digital Content Reuse Assessment Framework Toolkit (D-CRAFT)." The Reuse working group will provide an update on the construction of D-CRAFT. * The User Experience working group will review previous work completed, and discuss the three projects for 2019 which are a UX survey to the DLF community, success criteria for UX work in digital libraries, and documentation of resources for those just starting out with UX work. Santi Thompson, Head of Digital Research Services University Libraries University of Houston A Carnegie-designated Tier One public research university 713-743-9685 sathompson3@uh.edu<mailto:sathompson3@uh.edu> http://orcid.org/0000-0002-0337-6439