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EverQuote

Lead-generation marketplace connecting consumers with insurers

AI Product Lead – Principal Product Manager

Technical Product ManagementConfirmed live in the last 24 hours
Full-timeRemote in USA

About the Job

Requirements

  • Experience building and shipping AI products, ideally in an AI lab, AI-native company, or a team that has put large language model or agent products into production.
  • Ability to evaluate AI systems by defining tests for ambiguous goals, anticipating failure modes, and determining when to roll back.
  • Working understanding of agent systems, including large language models, agent construction, retrieval, orchestration, guardrails, and cost and speed trade-offs.
  • Technical depth to participate in architecture or code reviews and ask informed questions; comfort using light Python or SQL for data analysis and prototyping.
  • Strong product judgment and ability to make progress on loosely defined problems.
  • Ability to communicate with technical and non-technical stakeholders and use data to support decisions.
  • Eight or more years in product management, engineering, or closely related work at a technology company, including senior ownership of a product area.
  • Track record of leading ambitious projects with a small team and delivering them.
  • Detail-oriented approach and dependable delivery in a fast-moving environment.
  • Fluency in SQL for personal data analysis and comfort reading or writing light Python to prototype.
  • Ability to set strategic direction and execute methodically.
  • Experience defining requirements for complex technical systems or platforms.

Responsibilities

  • Define and own the product roadmap for the marketplace, balancing agent needs, architectural constraints, and business priorities.
  • Own product testing and quality by building and maintaining evaluation sets, identifying agent failure modes, and defining successful agent interactions.
  • Track agent performance, including completion, accuracy, speed, and follow-through after handoffs.
  • Build rapid prototypes of agent flows and test them with real and test agents to learn before engineering commits.
  • Translate observations about agent shopping into changes to the data model, exposed reasoning, and architecture.
  • Work with the AI technical lead and engineers on architecture trade-offs, cost, and speed while considering both shopper and calling-agent interests.
  • Build relationships with AI platforms to understand how they find and route to agents, and incorporate those findings into product design.
  • Help publish the company’s mission, experiments, and findings.
  • Provide leadership with regular visibility into progress, learnings, and risks.

Desired Qualifications

  • Insurance or fintech experience.
  • Familiarity with MCP, A2A, agent registries, or emerging agentic-commerce standards.
  • Experience working or publishing in open developer communities.

About the Company

EverQuote

Lead-generation marketplace connecting consumers with insurers

EverQuote operates an online insurance marketplace that connects consumers with insurance providers. It helps individuals seeking policies for homes, cars, and families find and compare options through a digital platform. Users input personal details and insurance needs; the platform prequalifies them and matches them with suitable insurers in their area, enabling side-by-side comparisons so customers can choose the best option. Revenue comes from a lead-generation model in which insurers pay EverQuote for the leads generated through the platform. The company also uses interest-based advertising to show targeted ads based on collected user data. The goal is to make insurance shopping easier, faster, and more affordable by using technology to pair consumers with relevant insurance options and providers.

Company size
201-500
Company stage
IPO
Headquarters
Cambridge, MA
Founded
2010

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