AI Product Lead (Principal Product Manager)

The AI Product Lead will shape the future of agentic insurance shopping by building an innovative marketplace designed for AI agents to discover, evaluate, and purchase insurance on behalf of consumers. You will own the product strategy and roadmap for an emerging AI-powered platform, defining how agents access information, receive recommendations, and establish trust in the marketplace. Working closely with engineering and AI specialists, you will translate complex technical capabilities into reliable, measurable product experiences. You will lead experimentation, develop evaluation frameworks, and continuously improve agent performance, accuracy, and efficiency. The role combines strategic product leadership with hands-on prototyping and data-driven decision-making in a rapidly evolving technology landscape. This is an opportunity to help establish new standards for AI-driven commerce while delivering meaningful impact in the insurance industry.

The ideal candidate is an experienced product leader with a proven record of shipping AI products, strong technical judgment, and the ability to turn ambiguous problems into successful products. Required qualifications and relevant experience include:

• At least 8 years of experience in product management, engineering, or a closely related field at a technology company, including senior ownership of a product area.

• Demonstrated experience building and shipping AI-powered products or agent-based systems into production, ideally within an AI lab, AI-native company, or team developing large language model (LLM) products.

• Strong understanding of AI evaluation methods, including how to translate ambiguous goals into measurable tests, identify failure modes, and determine when a product or model should be rolled back.

• Working knowledge of agent architectures, large language models, retrieval, orchestration, guardrails, and the trade-offs between cost, latency, and performance.

• Sufficient technical depth to participate meaningfully in architecture and code reviews, challenge assumptions, and collaborate effectively with engineers.

• Proficiency in SQL for independent data analysis and comfort using Python for lightweight prototyping.

• Strong product judgment and the ability to make progress on loosely defined problems in a fast-changing environment.

• A track record of leading ambitious, complex projects with small teams and delivering measurable outcomes.

• Experience defining requirements for complex technical systems or platforms.

• A data-driven approach to decision-making, combined with strategic thinking and disciplined execution.

• Excellent communication skills, with the ability to explain technical concepts and product decisions to both technical and non-technical stakeholders.

• Strong attention to detail, dependable delivery, collaborative instincts, and a bias toward action.

• Curiosity, resilience, and a commitment to continuous learning as AI capabilities and industry standards evolve.

The following qualifications are advantageous but not required:

• Experience in insurance or financial technology.

• Familiarity with Model Context Protocol (MCP), Agent-to-Agent (A2A) communication, agent registries, or emerging standards for agentic commerce.

• Experience contributing to or publishing within open developer communities.