In this dynamic panel discussion, leading digital health leaders address the multifaceted challenges facing healthcare technology in an increasingly complex and demanding industry landscape. Key topics include the complexities of application management, navigating budget constraints and driving business and patient outcomes. The discussion explores strategies to reduce risk, streamline technology footprints, and  unlock efficiencies while fostering sustainable innovation. Panelists will also examine the evolving role of digital health leaders in governing day-to-day operations, balancing immediate demands with long-term strategic priorities, and adapting to a diverse and uncertain economic environment. Attendees will gain actionable insights into how digital health leaders are leveraging AI-driven solutions and process automation to enhance workflows, optimize resource allocation, and maintain resilience while shaping the future of healthcare IT in the face of unprecedented challenges. **Moderator:** Russ Branzell, Chief Executive Officer, President, CHIME **Speakers: ** BJ Schaknowski, CEO, symplr Aaron Miri, Executive Vice President, Chief Digital & Information Officer, Baptist Health Andy Crowder, Senior Vice President, Chief Information Officer, Southeast Region, Advocate Health & Enterprise Chief Digital Officer, Advocate Health Theresa Meadows, Senior Vice President, and Chief Information Officer, Cook Children's