Healthcare organizations have been modernizing their applications using containers on Kubernetes. Today they are increasingly adopting Generative AI models to continuously innovate in areas like patient care, drug discovery, and medical imaging analysis. In addition they must comply with healthcare security and privacy regulations. In this talk we will first work backwards from expected healthcare data protection outcomes and provide guidance on extending healthcare organization's standardization of containerized applications on Kubernetes to build secure and resilient Generative AI workloads, particularly encompassing threat landscape analysis, compliance requirements, ethical considerations and actionable insights.