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

Staff Software Engineer

Salary

$200k-$240k + Equity

Company Description

Shepherd is a $67M venture-backed AI-native commercial insurance platform transforming how high-hazard industries like construction and renewable energy manage risk and secure coverage.

Job Description

Join Shepherd as our first NYC-based engineering hire to lead the development of our autonomous underwriting platform. You will build sophisticated systems for data collection and policy administration, collaborating directly with underwriters and actuaries. This role offers the unique opportunity to bridge insurance and technology, shipping high-impact products to the built-world.

Location

New York, USA

Why this role is remarkable

• Join as the first engineering hire in the NYC office, working alongside underwriters and actuaries to build the office culture and technical standards from the ground up.
• Massive growth momentum with a $42M Series B led by Intact Private Capital and total funding of $67M from top investors like Spark Capital and Y Combinator.
• Impact the physical world by building agentic AI that automates commercial insurance underwriting, transforming week-long manual processes into seconds for high-hazard infrastructure projects.
  
  

What You Will Do

• Lead major initiatives across the full stack, owning core product domains like automated underwriting, data collection, and policy administration.
• Work closely with the CTO and cross-functional teams in NYC to translate complex actuarial and insurance requirements into scalable, reliable software.
• Balance rapid product innovation with architectural excellence, mentoring other engineers while building out the foundational technical systems of the NYC office.
  
  

The ideal candidate

• At least 5 years of professional experience as a full-stack engineer with a proven track record of delivering high-impact products in fast-growing startups.
• Deep expertise in the modern TypeScript and JavaScript ecosystem, specifically with technologies like React, Next.js, Node.js, and GraphQL APIs.
• An owner’s mindset with the ability to bridge engineering, product, and design while navigating the ambiguity of an early-stage, mission-driven environment.
  
  

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.