Founding Engineer - Full Stack / AI (NYC or SF)

• Build and iterate on agentic AI systems that automate broker analyses and operational workflows for internal service operators.
• Own full-stack product development end-to-end across Python and TypeScript.
• Work closely with internal stakeholders, including brokers and service operators, to build tools that enable them to serve 10x more clients at higher quality.
• Design evaluations, guardrails, and reliability infrastructure for high-stakes AI agents.
• Help define engineering architecture, technical standards, and culture as part of a founding engineering team scaling from four to eight engineers.

Artificial Intelligence (AI), Small Business, Team Building, Artificial Intelligence (AI), Health Insurance, Data Modeling, User Interface/Experience (UI/UX), Systems Reliability, Brokerage, Operational Audit, * 5-12 years of experience owning products end-to-end in a full-stack or backend engineering role, with a strong preference for senior full-stack engineers.

• Strong proficiency in Python and TypeScript, including demonstrated experience building and shipping full-stack products.
• Proven experience with React or modern frontend frameworks and the ability to build beyond backend APIs or infrastructure.
• Demonstrated ownership of products from ideation through production, rather than solely contributing individual features.
• Experience with AI engineering, including agents, evaluations, LLM APIs, or fine-tuning, or strong curiosity in these areas.
• Experience at Series A-D startups, FAANG companies, or as a founder.
• A strong technical background, with experience at recognized technology companies or a degree from a top-tier university.
• Ability to work independently, collaborate with internal stakeholders, and operate effectively in an early-stage environment.
• A humble, service-oriented approach and genuine interest in improving access to healthcare and employee benefits.
• Ability to work on-site five days per week in San Francisco or New York City.

This is not a frontend-only, infrastructure-only, or backend API-only position. The team is seeking engineers who have demonstrated the ability to build and ship complete products., * Experience in healthcare or insurance technology.

• Experience with React and other modern frontend frameworks.
• Experience building AI agents, evaluations, or production LLM-powered applications.
• Experience working in high-growth, venture-backed startups.

Technology Stack

Python, TypeScript, React, MCP, LLMs, and AI Agents.

• Base salary range: 175,000-300,000.
• Competitive equity.
• Relocation assistance available.
• Visa transfers and sponsorship supported, including OPT, H-1B transfers, new H-1B sponsorship, and TN visas.

We are seeking a Founding Engineer to join a small, talent-dense team building AI-native systems that are transforming how small businesses access quality health insurance.

This is an opportunity to own problems end-to-end, from data models to user experience, while developing agentic systems where reliability and accuracy have real consequences for real people.

The company is building an AI-native service that replaces traditional, manual health insurance brokerage workflows with AI-powered solutions. The platform supports plan research, quoting, enrollment, and ongoing servicing, helping small businesses access higher-quality benefits guidance.

As a founding engineer, you’ll work closely with internal stakeholders and help define the engineering culture and architecture as the team grows.