Demo

Copy of Head of Product Security

Liberate
Boston, MA Full Time
POSTED ON 4/18/2026
AVAILABLE BEFORE 5/18/2026
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 and scale Liberate’s forward deployed agent engineering function. Turn complex customer workflows into production grade agent deployments quickly, safely, and repeatably, while feeding product and platform improvements upstream.

What You Will Do

  • Lead multiple forward deployed pods delivering customer facing agent workflows end to end.
  • Build the operating system, intake and scoping, technical discovery, success metrics, deployment gating, and post launch validation.
  • Define and enforce engineering quality bars for agent systems, eval coverage, reliability, and observability.
  • Partner with Product to translate repeated customer patterns into roadmap priorities and platform primitives.
  • Own planning cadence, monthly lookahead and quarterly execution, capacity, dependencies, and predictable delivery.
  • Coach pod leads and senior engineers, hire and develop managers as needed.
  • Stay hands on where it matters, debug hard issues, review designs, set the technical bar.

What We Are Looking For

  • 10 years in software engineering, 5 in engineering leadership, ideally scaling customer facing or forward deployed teams.
  • Strong systems instincts, distributed systems, APIs, reliability, production debugging.
  • Comfort with AI agent systems, orchestration, evals, tool calling, safety patterns, and rapid iteration.
  • Customer facing leadership presence, you can translate ambiguity into a plan and deliver.

Success looks like

  • Faster time to production for new deployments, fewer surprises, higher reuse of patterns.
  • Clear signal into platform, fewer one off builds, more leverage over time.
  • Predictable delivery across pods with a consistent quality bar.

What You Own

  • Own outcomes for forward deployed agent delivery across multiple customers or verticals, reliability, eval quality, timeline predictability.
  • Build the playbook, intake, scoping, deployment methodology, rollout gates, post launch learning loop.
  • Set quality bars for agent systems, evals, safety patterns, observability, incident learnings, and what goes upstream into the platform.
  • Staff and grow pod leads, coach senior ICs into leads, keep execution tight when teams are fluid.

Salary : $3

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Liberate

  • Liberate Los Angeles, CA
  • About Us Liberate Innovations Inc. is a Series-B funded AI company focused on revolutionizing the insurance industry through advanced technology solutions.... more
  • 10 Days Ago

  • Liberate San Francisco, CA
  • About Liberate Liberate is the System of Action for Insurance—deploying insurance-native AI agents across sales, service, and claims to resolve customer re... more
  • 10 Days Ago

  • Liberate San Francisco, CA
  • 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 channe... more
  • 10 Days Ago

  • Liberate Chicago, IL
  • 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 ... more
  • 11 Days Ago


Not the job you're looking for? Here are some other Copy of Head of Product Security jobs in the Boston, MA area that may be a better fit.

  • Northeast Security Inc. Boston, MA
  • Overview Northeast Security, Inc. was founded in 1967 and has grown to become one of the largest and most highly regarded security services firms in New En... more
  • 1 Day Ago

  • Northeast Security Inc. Boston, MA
  • Overview Northeast Security, Inc. was founded in 1967 and has grown to become one of the largest and most highly regarded security services firms in New En... more
  • 1 Day Ago

AI Assistant is available now!

Feel free to start your new journey!