Founding Machine Learning Engineer ($180K – $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

Founding Machine Learning Engineer

Salary

$180K – $220K + Equity

Company Description

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

Job Description

As the first Machine Learning Engineer, you will build the foundation of a fully autonomous underwriting system for high-hazard industries. You will design and ship production ML systems that transform static construction data into real-time risk assessments, moving the industry toward an agentic future where complex insurance submissions are priced in seconds without human intervention.

Location

San Francisco, USA

Why this role is remarkable

• Lead the charge toward the first fully agentic submission in the industry, essentially building the "Waymo for underwriting" for physical world infrastructure.
• Backed by over $60M in funding, including a recent $42M Series B led by Intact Private Capital, providing massive capital and industry-leading carrier partnership.
• Massive ownership as the first ML hire, with the authority to define the ML lifecycle, platform, and registry from the ground up at a high-growth startup.
  
  

What You Will Do

• Design, build, and ship production-grade ML systems and agentic LLM workflows that power autonomous underwriting decisions.
• Build and close the feedback loops that translate human underwriter expertise into training signals and compounding model improvements.
• Develop rigorous confidence scoring and evaluation frameworks to determine when the system can take on more autonomy versus needing human review.
  
  

The ideal candidate

• 4+ years of industry experience building end-to-end ML systems, from raw data processing to production deployment via platforms like AWS SageMaker.
• Deep technical proficiency in Python and Pytorch with specific experience fine-tuning SLMs/LLMs using techniques like RLHF, DPO, or LoRA.
• Proven track record of shipping LLMs in production, including prompt engineering, tool use, and building reliable models with limited labeled data.
  
  

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.

Next steps

Step 1. Visit the job listing.

Step 2. Click 'Talk to Jack', or go straight there: https://www.jackandjill.ai/jobs/founding-machine-learning-engineer-180k-220k-equity-at-60m-series-b-ai-native-in-71c1d2b4-d3df-4704-ba30-c7cad9848a0a?utm_source=linkedin&utm_medium=job_post&utm_campaign=featured_role_71c1d2b4-d3df-4704-ba30-c7cad9848a0a

Step 3. Talk to Jack so he can understand your experience and ambitions.

Step 4. Jack will make sure Jill (the AI agent working for the company) considers you for this role.

Step 5. If Jill thinks you're a great fit and her client wants to meet you, they will make the introduction.

Step 6. If not, Jack will find you excellent alternatives. All for free.

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.