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Principal Product Manager

Boston, MA

Principal Product Manager

Location: Boston, MA OR San Francisco, CA (Hybrid – 2 days/week)

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

As the Principal Product Manager, you will be a key leader on the product team, owning major platform domains, driving strategic vision, and enabling the company to scale from early-stage to high-growth enterprise adoption. You will work closely with senior leadership, customers, engineering, design, deployment, and go-to-market teams to define and execute on product strategies that differentiate our AI agent platform in the market and deliver measurable business value.

In this role, you will

  • Define the long-range product vision and roadmap for a significant platform pillar of our AI agent offering — guiding ideas from concept through market launch, adoption, iteration, and scale.

  • Engage and partner with strategic enterprise customers (including Fortune 500 and high-growth startups) to deeply understand their needs, influence product direction, and secure product/market fit in regulated industries.

  • Translate high-level strategy into clear, compelling product requirements and success metrics; work across engineering, design, deployment, and go-to-market to deliver robust, scalable, and enterprise-grade solutions.

  • Establish key performance indicators (KPIs) and rigorous measurement frameworks for agent performance, business impact (ROI), compliance, and trust; drive continuous improvement through data-driven insights.

  • Serve as the product champion, influencing cross-functional teams and senior stakeholders; articulate trade-offs, ensure alignment, manage dependencies, and escalate appropriately to remove obstacles.

  • Mentor and coach other product managers, share best practices, and help build a high-performing product organization as we scale.

Your background looks something like this

  • 8+ years of product management experience (or equivalent), with a minimum of 5 years as a PM in enterprise SaaS, AI/ML, or deeply technical domains.

  • Proven track record of shipping complex, enterprise-grade, data-driven or AI-driven products (ideally in regulated industries such as insurance, healthcare, or finance).

  • Strong technical acumen — you can engage confidently with engineers and architects about APIs, data models, system architecture, integrations, security and compliance requirements.

  • Demonstrated ability to think strategically, communicate clearly, and influence senior leaders and stakeholders across functions.

  • Comfortable working in fast-paced, high-growth, ambiguous environments and driving clarity, prioritization, and execution.

  • Bachelor’s degree in Computer Science, Engineering, Math or related technical field (or equivalent professional experience).

Even better if you have

  • Experience with AI/ML platforms, contact center systems, or enterprise integrations at scale.

  • Experience with Voice AI
  • Prior involvement in a startup or early-stage company that grew rapidly, helping define product direction and scale.

  • Familiarity with working in regulated industries (insurance, healthcare, finance) and creating products with trust, transparency, oversight and compliance baked in.

  • Master’s degree or additional advanced study in a technical domain (optional, but a plus).

If this aligns with your ambitions and you’re excited to lead at the intersection of AI, enterprise software and regulated market transformation — we’d love to hear from you.

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