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.

Requirements

• 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.