Flourish Sound Bytes: Healthcare IT Transformation - Burning It Down to Build It Back

October 2, 2025: What if the only way to truly fix healthcare IT is to burn it all down and start over? Join me for a provocative conversation with transformation powerhouse Cheryl Dilley, who's spent 25 years leading enterprise-wide change across healthcare and high tech. We dive into why healthcare's technical debt has reached a breaking point, what Netflix can teach us about disrupting an entire industry, and the bold leadership required to stop settling for mediocrity. Cheryl shares her secrets for building resilient teams, succeeding as a chief of staff, and why humor might be the most underrated leadership trait in healthcare IT.Key Points:00:00 Introduction to Flourish Soundbites 00:17 Meet Cheryl Dilley: Bold Leadership in Healthcare 01:07 The Need for Radical Change in Healthcare 02:08 Technological Solutions and Challenges 06:19 Building High-Performing Teams 11:47 Women in Technology: Career Growth Strategies 16:30 Speed Round and Closing ThoughtsX: This Week HealthLinkedIn: This Week HealthDonate: Alex’s Lemonade Stand: Foundation for Childhood Cancer