Director, Agent Product Management at Liberate

<h1><strong>Director, Agent Product Management (Agent PM)</strong></h1> <p><strong>Location:</strong> Boston, MA / Berkeley, CA<br><strong>Team:</strong> Agent Delivery<br><strong>Reports to:</strong> Head of Agent Delivery</p> <h3><strong>About Liberate:</strong></h3> <p data-start="531" data-end="836">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.</p> <h3><strong>The Role</strong></h3> <p>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.</p> <p>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.</p> <p>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.</p> <h3><strong>What You’ll Do</strong></h3> <ul> <li><strong>Lead the Agent PM organization:</strong> hire, develop, and manage a team of forward-deployed Agent PMs; build clear leveling, expectations, and performance standards as the org scales.</li> <li><strong>Own customer-led product prioritization:</strong> produce evidence-backed problem briefs, success criteria, and a ranked customer demand backlog trusted by Platform PMs and Engineering.</li> <li><strong>Shape the platform roadmap:</strong> partner with Platform Product leadership to turn customer problems into scalable product investments, with clear tradeoffs and decision ownership.</li> <li><strong>Run delivery execution tied to ARR:</strong> own forecasting, capacity planning with matrixed engineering leaders, and readiness criteria from discovery through launch and scale.</li> <li><strong>Reduce bespoke delivery over time:</strong> convert recurring customer use cases into reusable platform capabilities.</li> <li><strong>Serve as senior escalation owner:</strong> lead complex customer and internal escalations with executive presence and speed.</li> <li><strong>Drive measurable outcomes:</strong> improve time-to-value, on-time launches, production agent performance, and customer satisfaction while reducing delivery risk.</li> </ul> <h3><strong>What We’re Looking For</strong></h3> <p><strong>Required</strong></p> <ul> <li>10+ years experience in software product management, including leading PM teams.</li> <li>Track record shipping and scaling complex, enterprise B2B software products in production environments.</li> <li>Deep strength in customer discovery, problem definition, and influencing roadmap prioritization.</li> <li>Demonstrated ability to build operating systems and scale teams in high-growth environments.</li> <li>Strong cross-functional leadership skills; comfortable partnering with matrixed engineering teams.</li> <li>Excellent written and verbal communication; ability to lead executive-level conversations.</li> <li>You don’t need prior insurance experience, but you must be excited to deeply learn insurance workflows.</li> </ul> <p><strong>Strongly Preferred</strong></p> <ul> <li>Founder / former founder or early-stage product leader who has built teams and systems from scratch.</li> <li>Experience with AI/automation/agentic products (or strong demonstrated aptitude).</li> <li>Experience in regulated or high-stakes enterprise environments (security, compliance, integrations).</li> <li>Experience owning or heavily influencing ARR outcomes (renewals/expansion, delivery commitments, de-risking red accounts).</li> </ul> <h3><strong>Why Liberate</strong></h3> <ul> <li>Build and lead a rapidly scaling Agent PM organization at the center of our enterprise growth.</li> <li>Work on real-world AI agent deployments that drive measurable business outcomes.</li> <li>High-ownership role with meaningful equity and clear runway for expanded leadership scope</li> </ul> <p>Salary Information: $200,000 to $250,000 depending upon location and experience&nbsp;</p>