Machine Learning Engineer

About the Role

We’re working with a venture-backed seed-stage startup on a mission to bring cutting-edge AI to one of the most complex, overlooked industries in the economy: commercial insurance. They’ve just raised fresh funding and are tackling dense technical workflows using LLMs, NLP, and automation. As the first engineer, you will build the AI core of the company from scratch, working directly with the founding team to shape both the product and the culture from day one.

What You’ll Work On

• Build and fine-tune NLP systems to extract structured data from jargon-heavy documents.
• Lead development and optimization of large language models tailored to complex insurance workflows.
• Architect human-in-the-loop training pipelines that leverage user feedback for continual model improvement.
• Apply computer vision to parse data from PDFs, scanned docs, and other unstructured formats.
• Build intelligent agents to automate interactions with complex web interfaces using tools like Playwright or Selenium.
• Design robust evaluation pipelines and benchmarking frameworks.
• Help architect scalable infrastructure for training, inference, and feedback collection.
• Collaborate cross-functionally with the founding team and early users to shape both what gets built—and how.

About the Candidate

Who You Are

• Comfortable with ambiguity and energized by building things that don’t exist yet.
• A clear communicator who can break down complex technical decisions to both engineers and non-technical stakeholders.
• Willing to challenge ideas, but quick to commit and align once a direction is set.
• Self-aware, curious, and grounded—you know your strengths and your gaps.
• A natural leader who takes ownership and leads by example.

Ideal Candidate Profile

• NLP & LLM Expertise: Hands-on experience fine-tuning LLMs (OpenAI, Hugging Face, etc.). Strong grasp of transformer architectures, embeddings, and retrieval-augmented generation (RAG).
• Real-World AI Experience: Proven ability to ship ML systems into production under real-world constraints. Product-minded with an eye for speed, iteration, and user feedback.
• Feedback Loop & Training Architecture: Experience designing human-in-the-loop systems or user-driven model improvement.
• RPA: Familiarity with browser automation tools (Playwright, Selenium) is a strong plus.
• Engineering Foundation: 4+ years of experience in backend, data, or infrastructure roles; Python expertise; JS/React/Node knowledge is helpful.
• Startup Mindset: Fast-moving, adaptable, and comfortable working with imperfect information.

Tech Stack

Python, Node.js, React, MongoDB, Playwright, Selenium, AWS

Compensation + Perks

• Competitive salary + founder-level equity.
• Unlimited PTO.
• 100% covered health, dental, and vision insurance.
• Remote flexibility with in-person collaboration as needed.
• Opportunity to help define the foundation of a company—tech, product, and culture.