Principal Engineer

About Diana Health Diana Health is a network of modern women’s health practices working in partnership with hospitals to reimagine the maternity and women’s healthcare experience. We are restructuring the traditional approach to care to create an experience that is good for patients and good for providers. We do that by combining a tech-enabled, wellness-focused care program that women love with a clinical system that helps us drive continuous quality improvement and ensure work-life balance for our care team. We work with clients across all life stages to empower and support them to live happier, healthier, more fulfilling lives. With strong collaborative care teams; passionate administrators and a significant investment in operational support, Diana Health employees are well-supported to bring their very best to the work they love. Come join us! Role Description We’re looking for a Principal Engineer to take the reins on architecture and technical direction across our stack. This is a highly autonomous, hands-on role for someone who loves to build, shape, and scale systems from the ground up. You’ll work closely with our Head of Engineering to design the next generation of our platform — from backend data models to deployment pipelines to mobile client integrations. You’ll have the freedom to make high-impact decisions and the responsibility to ensure we’re building a foundation that lasts. Our current stack includes a Python backend, serverless AWS infrastructure, and an Expo React Native frontend. What You’ll Do • Own architecture end-to-end: design, evolve, and document backend systems, APIs, and infrastructure. • Stay hands-on: write production-grade code, contribute to design reviews, and drive technical excellence. • Set engineering standards for testing, observability, CI/CD, and deployment practices. • Partner with product and leadership to translate complex problems into clean, scalable solutions. • Guide technical strategy and roadmap decisions to ensure we’re building with scalability, security, and simplicity in mind. • Collaborate cross-functionally with mobile, design, and clinical stakeholders to deliver reliable and delightful user experiences. What We’re Looking For • 8+ years of experience building and scaling production systems. • Deep experience in Python (FastAPI, Flask, or similar). • Proven expertise with AWS serverless: Lambda, DynamoDB, EventBridge, API Gateway, S3, and related services. • Strong understanding of distributed system design, data modeling, and cloud architecture best practices. • Familiarity with React Native / Expo or mobile API integration patterns. • A track record of technical leadership — setting standards, improving systems, and leading initiatives. • Clear communicator who values pragmatism, iteration, and delivering great products quickly. Bonus Points • Experience designing new architectures from scratch or leading major refactors. • Background in healthcare, privacy, or regulated environments. • Experience with TypeScript, NestJS, or Node.js for edge or integration work. Why You’ll Love It Here This is a chance to build something that matters — with full ownership and creative license to shape the technical direction from day one. You’ll have the autonomy to choose the right tools, improve processes, and build systems that scale gracefully as we grow. Benefits • Competitive compensation • Medical, dental & vision plans, with an HSA/FSA option • 401(k) with employer match • Paid time off • Paid parental leave Diana Health Culture • Having a growth mindset and striving for continuous learning and improvement • Positive, can do / how can I help attitude • Empathy for our team and our clients • Taking ownership and driving to results • Being scrappy and resourceful