Team8 Health AI Stealth Startup Founding CTO / Head of Engineering

About the role

Description
Healthcare AI Governance & Observability
Hospitals are deploying AI faster than anyone can see what it's doing. Hundreds of models run in production, embedded by vendors, swapped without notice, with no reliable way to monitor behavior, detect drift, or govern what's actually live.
Grid Health is building the layer that fixes this: observability and control over every model running in a health system. We're stealth-mode, Team8-backed, led by two second-time founders. We're hiring a founding CTO to design the infrastructure from scratch and build the engineering team around it.
The problem is unsolved and challenging. You're monitoring systems that resist inspection, in an environment where a missed signal has clinical consequences.
We want someone who has built monitoring, anomaly detection, or large-scale data infrastructure in production, and has kept it correct under load.
This is a unique and exciting opportunity to join our team early and make a huge impact. We are seeking brilliant, curious, and fun-loving individuals to build cutting-edge technology and solve a problem that industry experts consider 'impossible.'
What you’ll do:
Build and lead the company’s engineering function from the ground up, including hiring a core team, defining technical strategy, and executing on the MVP roadmap
Own the company’s engineering vision and execution, focusing on building the MVP and achieving product-market fit within 12-18 months.
Help build, deliver against, and design the company’s initial product roadmap.
Work closely with design partners and prospective customers to ensure active engagement, synthesizing feedback to make necessary product changes and improvements.
Be an integral part of our executive team.

Requirements
Preferred Qualities:
Startup experience with a strong drive to join a cutting-edge startup, redefining Healthcare AI infrastructure, and a passion for technology to build innovative, impactful products.
Experienced with the complexities of modern healthcare tech, including legacy on-prem, HIPAA-compliant cloud, HL7/FHIR integrations, and massive data pipelines.
Expertise in production AI/ML operations: monitoring, drift detection, and model observability in high-stakes environments where silent failures are unacceptable.
Experience with audit and compliance infrastructure - systems designed for traceability and explainability, and for satisfying regulator/legal "show me everything" demands.
Experience with observability across complex environments - visibility into distributed systems, asset discovery, dependency mapping
Approach engineering with an AI-native, data-driven mindset to analyze information and derive valuable insights.
7+ years of proven hands-on production-grade development experience.
5+ years of experience in managing high-performing engineering teams and delivering in Agile and Scrum methodologies.
Experience with scalable infrastructure and public clouds (AWS/ Azure / GCP).
Experience implementing and managing DevOps practices and CI/CD architecture.
Experience building products that revolve around data ingestion and analytics with strong technical craft mastery and engineering discipline.
Deep organizational capabilities, especially regarding influence, collaboration, and communication.
Experience with large-scale SaaS production services, databases, and Big Data.