Since 2014, partners from Indiana University Bloomington (IUB) and Indiana University Purdue University Indianapolis (IUPUI) Libraries have been collaboratively developing new Samvera (formerly Hydra) software to manage and deliver page turning digital objects. In 2018, conversations with Enterprise Scholarly Systems (ESS), a partnership between IUB Libraries, IUPUI Libraries, and University Information Technology Services (UITS), expanded our project's scope. This presentation will highlight our development efforts, now known as the ESS Images project or ESSI. In the past year, the ESSI team has developed numerous improvements to the Hyrax digital repository software, one of the Samvera community's most commonly-used open source platforms. These improvements include the ability to order, structure, and label pages within an item, replicating features available in the Pages Online service launched in 2017. Additionally, the project has implemented optical character recognition search in a community-accepted way, building upon components of the IMLS-funded Samvera Newspaper Works application. This presentation will also discuss in-development improvements for our existing image collections. The Hyrax repository by default assumes every item can be described by the same group of metadata fields and labels, but in actuality, collections of digital images often have wildly different metadata profiles from each other. Our recent work has aimed to incorporate a model for flexible metadata developed by the Samvera Machine-readable Metadata Modeling Specification (M3) Working Group within Hyrax. This work will help IU, IUPUI, and the Samvera community better adapt Hyrax to manage and deliver a wide variety of digital library collections in a standardized way.