Director, Agent Product Management (Agent PM)

Location: Boston, MA / Berkeley, CA
Team: Agent Delivery
Reports to: Head of Agent Delivery

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.

The Role

Liberate is hiring a Director, Head of Agent Product Management to lead and scale our forward-deployed Agent PM organization. In the next 12 months, this team is expected to grow to 20+ Agent PMs, making this a critical leadership role responsible for building a world-class org, operating system, and talent pipeline. Success in this role means faster customer time-to-value, fewer delivery escalations, and a platform roadmap grounded in real insurance workflows.

You will own the customer problem portfolio and ensure it translates into clear, decision-grade roadmap inputs for Platform Product. In parallel, you will run delivery execution and forecasting to ensure customer outcomes and ARR commitments are met.

This is a leadership role for a software PM who builds durable systems and holds a high bar for execution and customer impact. Former founders or early-stage product leaders are strongly encouraged to apply.

What You’ll Do

• Lead the Agent PM organization: hire, develop, and manage a team of forward-deployed Agent PMs; build clear leveling, expectations, and performance standards as the org scales.
• Own customer-led product prioritization: produce evidence-backed problem briefs, success criteria, and a ranked customer demand backlog trusted by Platform PMs and Engineering.
• Shape the platform roadmap: partner with Platform Product leadership to turn customer problems into scalable product investments, with clear tradeoffs and decision ownership.
• Run delivery execution tied to ARR: own forecasting, capacity planning with matrixed engineering leaders, and readiness criteria from discovery through launch and scale.
• Reduce bespoke delivery over time: convert recurring customer use cases into reusable platform capabilities.
• Serve as senior escalation owner: lead complex customer and internal escalations with executive presence and speed.
• Drive measurable outcomes: improve time-to-value, on-time launches, production agent performance, and customer satisfaction while reducing delivery risk.

What We’re Looking For

Required

• 10+ years experience in software product management, including leading PM teams.
• Track record shipping and scaling complex, enterprise B2B software products in production environments.
• Deep strength in customer discovery, problem definition, and influencing roadmap prioritization.
• Demonstrated ability to build operating systems and scale teams in high-growth environments.
• Strong cross-functional leadership skills; comfortable partnering with matrixed engineering teams.
• Excellent written and verbal communication; ability to lead executive-level conversations.
• You don’t need prior insurance experience, but you must be excited to deeply learn insurance workflows.

Strongly Preferred

• Founder / former founder or early-stage product leader who has built teams and systems from scratch.
• Experience with AI/automation/agentic products (or strong demonstrated aptitude).
• Experience in regulated or high-stakes enterprise environments (security, compliance, integrations).
• Experience owning or heavily influencing ARR outcomes (renewals/expansion, delivery commitments, de-risking red accounts).

Why Liberate

• Build and lead a rapidly scaling Agent PM organization at the center of our enterprise growth.
• Work on real-world AI agent deployments that drive measurable business outcomes.
• High-ownership role with meaningful equity and clear runway for expanded leadership scope

Salary Information: $200,000 to $250,000 depending upon location and experience