Lead Security and Infra Engineer

🏢 Liberate · 📍 Boston / San Francisco · 💼 hybrid 💰 $180,000 - $240,000 / yr

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Position Summary & Responsibilities

About Us:

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.

Location: Boston or Bay Area, hybrid preferred (2x/week in office)

Reporting: VP Engineering, dotted line partnership with CPO, and Customer Success leadership

Mission

Build the secure, reliable infrastructure foundation for Liberate’s agentic platform. You will be a hands-on owner of cloud infrastructure and DevOps while serving as Liberate’s senior technical owner and primary point of contact for product security, cloud security, and compliance.

Make the safest path the fastest path so engineers can ship quickly without normal mistakes becoming outages, security incidents, or compliance failures.

About the role

This is intentionally an infrastructure-heavy security role. You will spend most of your time building and operating production cloud infrastructure, deployment systems, and developer tooling while owning security across the product and platform.

This is not a governance-only CISO role or a corporate IT/help desk role. As Liberate’s first dedicated security engineering leader, you will define the function, use vendors where they create leverage, and have the opportunity to build the team as the company scales.

What you will do

Cloud infrastructure and DevOps

Own and evolve Liberate’s production cloud foundation across AWS, Kubernetes/EKS, networking, compute, storage, data services, environment isolation, and production access.
Build reusable Terraform modules, CI/CD pipelines, deployment automation, configuration standards, and self-service paths that make environments repeatable and safe.
Improve reliability and operability through observability, alerting, SLOs, capacity and cost management, backup and recovery, disaster recovery, and produ

🎯 Candidate Preparation Guide For Liberate Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

Evaluating deep empathy, mission alignment, and the clinical or technical rigor needed to scale digital health and mental wellness interventions safely.

📋 Preparation Priorities (Key Areas to Clarify):

1. Treating users as mere metrics or conversion funnels without regard for clinical impact.
2. Dismissive attitude toward clinical guardrails, ethics, or patient safety frameworks.
3. Inability to maintain emotional intelligence and professionalism under high-stress scenarios.

✨ Recommended Role Alignment Hook:

I bridge the gap between compassionate, human-centric care delivery and scalable, data-driven digital infrastructure.

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