AI Technical Lead — Hybrid with Equity Options

EverQuote; Cambridge (MA); On-site; USD 203,000 - 239,000; Full time

Job summary

EverQuote in Cambridge, MA is seeking an AI Technical Lead to design and build an AI marketplace for insurance agents. You will own the technical architecture end to end, including models, serving, MCP server, and developer tooling.

This senior role is hands-on on a small team, with an emphasis on cost, speed, reliability, and measurable impact. The position is hybrid, requiring in-office presence three days per week.

Qualifications

• 8+ years in engineering with senior or lead ownership of complex technical systems, including hands‑on ML/LLM work.
• Track record of leading large, ambitious projects with a small team and delivering them.

Responsibilities

• Own the architecture: decide where the agent’s reasoning runs, which models to use, how they are packaged, and how AI platforms connect to us, backed by testing.
• Build and tune the models: fine‑tune open‑weight models and decide when tuning, retrieval, or prompting is right.
• Stand up the serving and infrastructure: deploy the agent and MCP server for reliability, speed, and cost efficiency.
• Build testing into the system: programmatic eval sets, guardrails, monitoring for quality, drift, cost, and speed.
• Design the data model and tools with the AI product lead: request/response payloads, reasoning signals, and trust indicators.
• Set engineering patterns and standards, and keep code and architecture documented.
• Keep cost and speed honest: monitor inference costs and trade‑offs as volume grows.
• Work in the open: publish code, architecture, and findings.
• Mentor engineers and provide leadership visibility into progress and risks.

Skills

AI/LLM experience

Open-weight models

Production ML systems

Python

Rust

Cloud infrastructure

Model serving

Tools

LoRA/QLoRA

SFT/DPO

Docker/Kubernetes

Job description

EverQuote in Cambridge, MA is seeking an AI Technical Lead to design and build an AI marketplace for insurance agents. You will own the technical architecture end to end, including models, serving, MCP server, and developer tooling.

This senior role is hands-on on a small team, with an emphasis on cost, speed, reliability, and measurable impact. The position is hybrid, requiring in-office presence three days per week.