[Remote] Principal Engineer, Cloud Infrastructure

Note: The job is a remote job and is open to candidates in USA. Clover Health is reinventing health insurance by combining data and human empathy to improve member health. They are seeking a Principal Engineer, Cloud Infrastructure to lead the development of cloud infrastructure and delivery platforms, focusing on reliability, security, and developer enablement while managing a small team of engineers.

Responsibilities

• 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

Skills

• 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

Benefits

• Competitive base salary and equity opportunities
• Performance-based bonus program
• 401k matching
• Regular compensation reviews to recognize and reward exceptional contributions
• Comprehensive medical, dental, and vision coverage
• No-Meeting Fridays
• Monthly company holidays
• Access to mental health resources
• Generous flexible time-off policy
• Remote-first culture that supports collaboration and flexibility
• Learning programs
• Mentorship
• Professional development funding
• Regular performance feedback and reviews
• Employee Stock Purchase Plan (ESPP) offering discounted equity opportunities
• Reimbursement for office setup expenses
• Monthly cell phone & internet stipend
• Remote-first culture, enabling collaboration with global teams
• Paid parental leave for all new parents

Company Overview