Clover Health - Director of Engineering, Infrastructure

• Own cloud infrastructure end-to-end across our cloud environments, staying hands-on with IaC, CI/CD, and observability alongside the team • Own the SDLC surface area (dev environments, lower envs, release mechanics, monitoring and response) so engineers can ship in minutes rather than days • Build the substrate that lets AI agents observe, reason, and act on business systems with safe defaults, and the rails that let AI-assisted apps from people outside of tech be deployed and supported without becoming operational liabilities • Participate in security operations alongside our SecOps team on CSPM, threat management, and patch management as the infrastructure-side owner of remediations • Frame infrastructure decisions in terms of business outcomes (operational efficiency, financial impact, clinical results), and make progress and tradeoffs visible to leadership as a natural byproduct of how you work • Lead and develop a small, high-impact team, and operate as a peer to our SecOps, Data, IT Systems, and App Engineering leaders as a unifying technical force across the org • You should get in touch if: • You have an engineering background with deep, hands-on experience operating production infrastructure across at least two major clouds (GCP, AWS, Azure) and with modern infrastructure-as-code (Terraform or similar) • You have built and operated modern CI/CD systems, dev environments, and observability stacks. What you've shipped matters more than the size of the fleet you've managed. • You've built and operated infrastructure across different company sizes and business contexts. Cross-domain breadth is a real asset; experience in regulated domains (healthcare, financial services) is helpful but not required • You hold a strong, well-reasoned point of view on platform philosophy, and can defend when to standardize, when to give teams room, and how to make the safe path the easy path • You have shipped AI-native operational systems. That might be AI agents that triage alerts, draft RCAs, manage cost, or execute runbooks, or frameworks that let non-traditional contributors (junior engineers, analysts, AI agents, vibe-coders) ship safely. • You're action-oriented on governance and security participation. You document what matters, automate what you can, and don't let process become a bottleneck • You have built and developed teams. You think about composition intentionally, hire for gaps, and invest in people's growth • You're a strong communicator: clear, direct, and concise with both technical and non-technical audiences • First 90 Days: Develop a clear point of view on the current state of the infrastructure, CI/CD, and operational tooling. Identify the highest-leverage opportunities. Ship a first step-function improvement or eliminate a fundamental operational limitation. • 6 Months: AI-assisted operations are in place for alert triage and incident response. CI/CD and dev environment strategy are coherent across the org. The small team operates in a new operating model with substantially higher leverage per engineer. • Long Term: Infrastructure is a quiet enabler. Engineers, AI agents, and non-tech contributors ship safely and quickly without the platform being the bottleneck. Cloud cost is managed as an engineering discipline. The team is growing skills, increasing capacity, and operating with autonomy. • We're hiring across multiple teams at Clover and Counterpart Health— our recruiting team will assess your background and connect you with the best-fit opportunity. You'll learn more about the specific team and interview process as you move through the process.