Software Engineer; DevOps​/Platform Engineering

Boston / San Francisco

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.

We are looking for a seasoned Staff Dev Ops 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

• 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 Git Ops patterns.
• Maintain and optimize CI/CD flows including Git Hub-based Code Build jobs, artifact pipelines, and environment promotion workflows.

• 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.

• 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.

• 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.

• 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.

• Work closely with AI Platform, Forward Deployed Engineering, and Product teams to translate business goals into scalable infrastructure decisions.
• Mentor engineers across Dev Ops, platform, and backend areas. Help set engineering standards and raise operational maturity across the org.

Required Qualifications

• 8+ years of Dev Ops, SRE, or platform engineering experience operating production systems at scale.
• Deep hands-on AWS expertise (EKS, IAM, VPC, ALB/NLB, Cloud Watch, KMS).
• Strong experience with Kubernetes
  , container orchestration, and multi-environment management.
• Proficiency with Terraform or other IaC tools and Git Ops workflows.
• High proficiency in Python
  , Go
  , or Typescript for tooling, automation, and internal platform services.
• Experience with Traefik
  , HAProxy, or similar…