---
title: 'Staff Software Engineer (DevOps / Platform Engineering) at Liberate'
canonical: 'https://feeny.ai/job/staff-software-engineer-devops-platform-engineering-liberate-boston-t7vn9pnb8jxp'
type: 'job'
last_seen: '2026-10-15'
---

# Staff Software Engineer (DevOps / Platform Engineering) at Liberate

- **Company:** Liberate
- **Location:** Boston, MA / San Francisco, CA
- **Work type:** hybrid
- **Posted:** 2026-10-09
- **Last confirmed live:** 2026-10-15
- **Apply:** https://job-boards.greenhouse.io/liberate/jobs/5449254008

## Job description

## 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

## About Liberate

## Company Overview
- **One-liner**: Liberate provides an AI-powered system of action for insurance, using voice AI to answer every call, email, and SMS instantly and automate downstream workflows end-to-end.
- **Entity Type**: Private (Series B, raised $72M total)
- **Headquarters**: San Francisco Bay Area, California, United States (with offices in Boston and presence in Argentina, Brazil, and Canada)
- **Founded**: 2022
- **Founders**: Amrish Singh (Co-founder & CEO), Ryan Eldridge (Co-founder & CTO), Jason St. Pierre (Co-founder & CPO)

## Core Business
- **Primary industry**: Insurance technology (AI-powered customer experience and process automation)
- **Target customers**: B2B – carriers, agencies, and brokers in the insurance industry
- **Mission**: “Harness technology to help insurers and agents deliver fast, personalized service. We help you turn tasks into meaningful, memorable customer experiences.”

## Products & Services
- **Voice AI Agents**: Human-like conversational AI that handles inbound calls, emails, and SMS 24/7, with multilingual support (English, French, Spanish) and warm transfer to human agents when needed.
- **Claims Automation**: AI that verifies identity, gathers details, and files claims without human intervention.
- **Reporting Dashboard**: Full call transcripts, recordings, sentiment analysis, and a proprietary “smoothness” score measuring how natural the interaction was.
- **Integrations**: Out-of-the-box and custom integrations with core insurance systems, CRMs, rating engines, and policy/claims management platforms.

## Market Standing
- **Valuation/Market Cap**: Not publicly available
- **Key Metric**: Total funding $72M (Seed $7M led by Eclipse, Series A $15M led by Redpoint, Series B $50M led by Battery Ventures)
- **Notable Investors/Partners**: Eclipse, Redpoint, Battery Ventures
- **Growth Signals**: Headcount grew 157.9% year-over-year to 74 employees; 35 active job postings; quarterly job posting growth +40%; LinkedIn followers up 104% yearly; claims 80% resolution rate for customer calls.

## Competitive Advantages
- **Insurance-native AI**: Purpose-built for insurance workflows (sales, servicing, claims) with deep integrations into core systems.
- **Proprietary quality metrics**: “Smoothness” scoring and sentiment analysis for natural, human-like conversations.
- **Enterprise-grade security**: HIPAA, SOC 2, PCI, and GDPR compliant.
- **Multilingual support**: Real-time language switching for English, French, and Spanish.
- **End-to-end automation**: From first contact to full resolution, reducing the need for human intervention.

## Strategic Focus
- Continue expanding AI agent capabilities across the entire insurance customer journey.
- Deepen integrations with major insurance core systems and rating engines.
- Scale go-to-market through enterprise sales and partnerships.
- Grow engineering and product teams to accelerate product development.

## Why Work Here
- **Hybrid culture**: Two-day in-office schedule (San Francisco or Boston) supporting collaboration and work-life balance.
- **Equity**: Available for all employees – “Take pride in what you’re building as an owner.”
- **Flexible PTO**: Encouraged time off to relax and recharge.
- **Comprehensive benefits**: Medical, dental, vision, 401k, flexible spending account, referral bonuses, employee discount perks.
- **Parental leave**: Paid time off and gradual return-to-work program.
- **Professional development**: Mentorship, growth opportunities, and investment in people.
- **Impactful work**: Build groundbreaking AI solutions that redefine the insurance industry.
- **Collaborative team**: Work alongside technology experts, insurance veterans, and passionate problem-solvers.
- **Glassdoor rating**: 4.7/5.0 (15 reviews) – high marks for culture, compensation, and career growth.

## Sources
1. [liberateinc.com](https://www.liberateinc.com/) – Company overview, product details, mission, integrations, security certifications
2. [liberateinc.com/about](https://www.liberateinc.com/about) – Leadership team, founders, mission statement
3. [liberateinc.com/careers](https://www.liberateinc.com/careers) – Benefits, hybrid policy, equity, culture
4. [linkedin.com/company/liberate-inc](https://www.linkedin.com/company/liberate-inc) – Headcount, funding rounds, investor details, employee breakdown, job postings, ratings
5. [job-boards.greenhouse.io/liberate](https://job-boards.greenhouse.io/liberate/jobs/4960371008) – Current job openings, locations, roles

## Other roles at Liberate

- [Marketing Intern](https://feeny.ai/job/marketing-intern-liberate-berkeley-ybhwx85bwt56) — Berkeley, CA
- [Head of RevOps](https://feeny.ai/job/head-of-revops-liberate-berkeley-f1d1r010t1j3) — Berkeley, CA
- [Lead Security and Infra Engineer](https://feeny.ai/job/lead-security-and-infra-engineer-liberate-boston-brkx3dgdwqjj) — Boston, MA / San Francisco, CA
- [Founding Deployment Strategist](https://feeny.ai/job/founding-deployment-strategist-liberate-boston-e317ehbb0yza) — Boston, MA
- [Group Agent Product Manager](https://feeny.ai/job/group-agent-product-manager-liberate-boston-tyd343p3akd6) — Boston, MA
- [Office Assistant](https://feeny.ai/job/office-assistant-liberate-boston-xxthjwghcdhj) — Boston, MA
- [Agent Product Manager](https://feeny.ai/job/agent-product-manager-liberate-boston-de0mn12ckyvk) — Boston, MA
- [Senior AI Agent Engineer](https://feeny.ai/job/senior-ai-agent-engineer-liberate-san-francisco-wnyjx0195wmf) — San Francisco, CA
- [Senior AI Agent Engineer](https://feeny.ai/job/senior-ai-agent-engineer-liberate-boston-e9jq3cjantnr) — Boston, MA / San Francisco, CA
- [Staff AI Agent Engineer](https://feeny.ai/job/staff-ai-agent-engineer-liberate-boston-jk8xsgtc6ceq) — Boston, MA