Team8 Startup–Head of Engineering

A mature Team8 startup, founded by experienced entrepreneurs, is building a data-driven HealthTech company designed to operate in large-scale, complex healthcare environments. We are looking for a Head of Engineering to lead and scale our engineering organization, drive technical strategy, and take end-to-end ownership of engineering execution and production operations. As a key member of the leadership team, you will combine strong hands-on technical expertise with organizational leadership, shaping the architecture, engineering culture, and development processes while ensuring high-quality, reliable, and scalable product delivery. You will have full ownership of the technology lifecycle, from development and deployment through production operations, reliability, security, and continuous improvement. Responsibilities Build, lead, and scale a high-performing engineering organization, including hiring, mentoring, and developing engineering leaders and teams. Own end-to-end engineering execution , ensuring predictable delivery, technical excellence, and alignment with business priorities. Take full ownership of production environments and operations , including DevOps, infrastructure, deployment, monitoring, observability, availability, performance, incident management, disaster recovery, and operational reliability. Lead architectural and technical decisions , ensuring the platform is scalable, secure, reliable, and maintainable. Define and drive engineering strategy , standards, best practices, and long-term technical direction. Establish and continuously improve engineering and production processes , including CI/CD, infrastructure as code, automated testing, release management, incident response, and operational readiness. Remain technically engaged , providing hands-on guidance, challenging architectural decisions, and supporting the resolution of complex engineering and production challenges. Partner closely with product and company leadership to shape the product roadmap, priorities, and execution strategy. Own infrastructure security, operational resilience, and cloud efficiency , including access controls, vulnerability management, backup and recovery, capacity planning, and cost optimization. 8+ years of hands-on, production-grade software development experience , with a strong technical foundation. 5+ years of engineering leadership experience , including managing and scaling engineering teams. Strong architectural expertise in distributed systems, cloud-native platforms, microservices, and scalable SaaS solutions . Proven ownership of production environments and operations , including DevOps, cloud infrastructure, CI/CD, monitoring, incident response, and production reliability. Strong experience with AWS, infrastructure as code, automation, and modern cloud operations . Experience designing and operating data-intensive systems and complex data processing pipelines . Hands-on experience designing and implementing AI-powered agentic workflows , including LLM integration, tool orchestration, multi-step automation, and production-grade AI systems. Solid understanding of production security, availability, disaster recovery, performance optimization, and operational best practices . Proven experience leading engineering teams in a startup or fast-paced technology environment . Demonstrated ability to balance hands-on technical involvement with strategic leadership and organizational management . Strong execution mindset, ownership mentality, and ability to drive results in an evolving environment. Excellent communication and collaboration skills, with the ability to work closely with product, business, and executive leadership.