Staff Software Engineer (DevOps / Platform Engineering)

About Liberate Liberate builds AI agents to automate manual tasks for the $2.7T insurance industry. We started with voice, the hardest and most valuable channel in insurance, and are now expanding into full workflow automation across sales, servicing, and claims. Our long-term vision is to build reasoning agents capable of handling the entire spectrum of insurance carrier and broker operations. We've raised $72M to date, including a $50M Series B in October 2025, backed by top-tier venture firms. About The Role We are looking for a seasoned Staff DevOps and Platform Engineer to own and evolve the infrastructure that powers Liberate’s real-time AI voice and workflow automation systems. This is a critical technical leadership role. You will inherit and advance a modern AWS-based platform that spans PBX telephony, canary routing, MTLS-based integrations with carriers, secure production environments, CI/CD, and compliance posture. You will drive reliability, scalability, and operational rigor across our multi-agent runtime. You will also mentor engineers, design forward-looking system improvements, and create the platform foundations that enable Liberate’s rapid product expansion. Key Responsibilities Infrastructure Architecture and Ownership - Lead architecture and operation of core AWS infrastructure including PBX systems, EKS, networking, IAM, VPC design, and secure environment isolation. - Own and improve Canary routing infrastructure for LRA (LLM REST API) via Traefik and GitOps patterns. - Maintain and optimize CI/CD flows including GitHub-based CodeBuild jobs, artifact pipelines, and environment promotion workflows. Secure Integrations and Network Edge - Manage and evolve MTLS proxy infrastructure used to integrate with carrier systems like Frontline. - Own HAProxy-based proxy fleet, certificate lifecycle, root CA management, and IP-restricted ingress patterns. - Ensure secure, audited access to production systems, tokens, and root-level accounts. Operational Excellence - Lead incident response, on-call rotations, and postmortems. Improve reliability metrics (SLA/SLO/SLI) for voice, agent runtime, and workflow systems. - Maintain and improve non-obvious production infra details including external service dependencies, version pinning, and update cadences. - Partner with AWS Support to optimize pricing, scaling configs, and resource utilization. CI/CD, Tooling, and Developer Experience - Modernize developer workflows: streamlined builds, repeatable environments, safe deployment strategies (blue/green, canary, feature flags). - Build internal tools and abstractions to make engineers productive while enforcing safety, configuration hygiene, and compliance requirements. Compliance and Security - Lead infrastructure-related components of SOC2, pen-testing, and Vanta-driven controls. - Ensure auditability, traceability, secure storage of credentials, and alignment with enterprise customer expectations. Cross-Functional Leadership - Work closely with AI Platform, Forward Deployed Engineering, and Product teams to translate business goals into scalable infrastructure decisions. - Mentor engineers across DevOps, platform, and backend areas. Help set engineering standards and raise operational maturity across the org. Required Qualifications - 8+ years of DevOps, SRE, or platform engineering experience operating production systems at scale. - Deep hands-on AWS expertise (EKS, IAM, VPC, ALB/NLB, CloudWatch, KMS). - Strong experience with Kubernetes, container orchestration, and multi-environment management. - Proficiency with Terraform or other IaC tools and GitOps workflows. - High proficiency in Python, Go, or Typescript for tooling, automation, and internal platform services. - Experience with Traefik, HAProxy, or similar load-balancing and routing systems. - Familiarity with secure network architectures, MTLS, certificate hierarchies, and service-to-service authentication. - Strong background managing CI/CD systems such as GitHub Actions and CodeBuild. - Ability to lead incidents, design SLOs, and drive reliability across mission-critical systems. - Excellent communication and leadership skills in distributed teams. Preferred Qualifications - Experience with PBX or telephony systems in AWS, SIP routing, or real-time communication pipelines. - Experience with voice agents, WebRTC, or low-latency streaming services. - Prior work in regulated or enterprise environments where compliance is a first-class requirement. - Experience scaling infra in fast-growth startups. - Contributions to open source, infrastructure design talks, or technical publications. Why This Role Matters Our platform supports real-time, multi-agent reasoning and voice workflows that depend on low latency, reliability, and airtight security. This role is the backbone of that capability. If you're excited to own mission-critical infrastructure in a company where infrastructure is product, we’d love to talk. Strong preference for Boston or San Francisco based, but open to remote within the U.S. Boston; $180,000-$240,000 + equity San Francisco; $190,000 - $250,000 + equity