Amid digital transformation goals, universities face significant challenges in software access and board governance. Purdue and Michigan Technological Universities have sought to centralize and streamline software delivery to enhance student experience and institutional efficiency. Concurrently, governance challenges intensify as boards grapple with fiduciary duties and navigating a politically charged external environment. Resources and professional development for trustees and administrative leaders underscore efforts to bolster institutional resilience and oversight capabilities in an evolving higher education landscape.