This session will explore Cypress-Fairbanks ISD's journey to create a paperless environment through a multi-phase Enterprise Document Management project. We will cover strategic planning, implementation, and key lessons learned, including how repeated Business Process Automation (BPA) failures led to the development of an automation that revitalized the project. This shift helped stakeholders better understand their roles, improving contributions and success. Attendees will gain practical insights and strategies for their own digital automation initiatives.