I first became fascinated with healthcare interoperability while running a private practice in Colorado. Back then, Health Information Exchanges (HIEs) were just starting, and the potential was clear. Today, as part of the healthcare informatics field, I strive to make this vision a reality. Two key publications shaped my perspective: To Err is Human (1999) and Crossing the Quality Chasm (2001). Both highlighted the critical need for standardized technology, data sharing, and patient access to improve healthcare outcomes. The journey toward interoperability has been marked by legislative milestones like the HITECH Act (2009) and the 21st Century Cures Act (2016), which accelerated the adoption of Electronic Health Records (EHRs) and established technical standards for data exchange. Today, we’re making progress, but challenges remain. Despite 70% of hospitals participating in data exchange, issues like data quality and privacy persist. However, with initiatives like TEFCA and advancements in FHIR, we are moving toward a future where data flows seamlessly and securely across healthcare systems, ultimately improving patient care.