**Executive Summary** This proposal outlines a strategic approach for developing an online healthcare shop leveraging AI to disrupt business practices. Our solution focuses on robust functionality, high performance, and accessibility, aligning with the stakeholders' needs (users, sales). We propose a shift from .NET to Java stack, optimized for Windows OS, with a team structure of two groups totaling ten professionals. Our approach is designed to deliver a scalable, secure, and user-friendly **Proposed Architecture Type** Architecture: Microservices Justification: Scalability: Suits dynamic load changes typical in healthcare. Modifiability: Easier to implement changes and updates. Maintainability: Independent services ease updates and bug fixes. Performance: Distributed nature enhances load handling. **Top 10 Assumptions** Continuous growth in online healthcare market. Stable and reliable internet connectivity. Regular software updates from third-party vendors. User acceptance of AI-driven features. Stable Windows OS environment. Adequate infrastructure for high-performance needs. Compliance with healthcare data protection regulations. Consistent team productivity levels. Effective communication among distributed teams. Reliable third-party service providers for cloud, APIs, etc. **Team Composition and Resource Plan** 2 Java Developers 2 .NET to Java Migration Specialists 2 QA Engineers 1 Business Analyst 1 Scrum Master / Project Manager 1 Security Specialist 1 UI/UX Designer