AI Engineer ($170k–$220k + Equity) at $60M+ Series B AI-native insurance platform

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.

She will pick the best candidates from Jack's network.

The next step is to speak to Jack.

Job Title

AI Engineer

Salary

$170k–$220k Equity

Company Description

$60M Series B AI-native insurance platform backed by Spark Capital, Y Combinator, and Intact Private Capital

Job Description

You will join a focused team of four building the world’s first fully autonomous underwriting system for high-hazard industries. By architecting agentic workflows and LLM pipelines, you’ll transform complex, unstructured insurance documents into real-time pricing decisions, eliminating weeks of manual delays for critical infrastructure projects like data centers and renewable energy assets.

Location

San Francisco, USA

Why this role is remarkable

• Ship daily in a high-growth environment that treats AI (including Claude Code) as a core part of the internal engineering workflow.
• Work at a $60M Series B startup backed by world-class investors like Spark Capital, Costanoa, and one of the world’s largest insurers.
• Build zero-to-one agentic systems that enable ‘email in, price out’ automation for a $700B industry that traditionally relies on static legacy processes.
  
  

What You Will Do

• Architect and deploy agentic workflows that chain LLM capabilities to perform autonomous insurance underwriting decisions.
• Design and optimize RAG pipelines to turn messy, unstructured document submissions into 100% accurate structured data.
• Collaborate directly with the CTO and insurance experts to iterate on product strategy and high-impact AI implementations across the stack.
  
  

The ideal candidate

• 5 years of full-stack experience (TypeScript/Node.js/React) with a track record of delivering complex, production-ready products.
• Deep hands-on experience with LLM APIs, prompt engineering, and building agentic systems or AI-powered extraction pipelines.
• An entrepreneurial mindset that thrives in high-ambiguity environments and takes end-to-end ownership from conception through to release.
  
  

Who are Jack & Jill?

Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.

And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.

How does this work?

• Jack's an AI agent for job searching and career coaching. He works for you.
• Jill is the AI recruiter working for the company. She recruits from Jack's network.
• If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.
  
  

We never post fake jobs

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.