AI Technical Lead (Principal Engineer)

EverQuote is an AI-powered growth solutions partner for regulated property and casualty insurance entities. The company is seeking an AI Technical Lead to design, build, and own the end-to-end architecture of an agentic insurance marketplace, including open-weight models, an MCP server, tools, data, serving infrastructure, evaluation, and monitoring. The role also establishes engineering standards, manages cost and performance, mentors engineers, and communicates technical progress and risks to leadership.

Responsibilities:

• Own the architecture: decide where the agent’s reasoning runs, which models we use, how they are packaged, and how AI platforms connect to us, and back those calls with testing
• Build and tune the models: fine-tune open-weight models for our use, and decide when tuning, retrieval, or prompting is the right tool
• Stand up the serving and infrastructure: deploy the agent and MCP server so they are reliable, fast, and affordable to run, with versioning and a way to roll back
• Build the testing into the system: programmatic eval sets, guardrails, and monitoring for quality, drift, cost, and speed, so we catch problems before agents do
• Design the data model and tools with the AI product lead: the request and response payloads, the reasoning we expose, and the trust signals
• Set the engineering patterns and standards the team builds on, and keep the code and architecture documented
• Keep cost and speed honest: watch what inference costs, and make the trade-offs that keep it sustainable as volume grows
• Work in the open. Help publish our code, architecture, and findings
• Mentor the engineers on the team and give leadership clear, regular visibility into technical progress and risks