Director, Agent Product Management (Agent PM)

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

About Liberate
Liberate Innovations Inc. is a Series-B funded AI company focused on revolutionizing the insurance industry through advanced technology solutions that automate complex workflows for enterprise customers. We partner closely with customers to deliver measurable outcomes in production environments, and we operate with a high-ownership, high-velocity culture.

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