Senior Technical Recruiter

Shepherd is an AI-native commercial insurance platform transforming how high-hazard industries get covered. Our mission is to make risk frictionless for the builders and operators shaping the physical world — protecting progress from concept through construction and into decades of operation.

The infrastructure behind the AI boom — data centers, semiconductor fabs, renewable energy assets — has to be built and insured. But traditional carriers weren't built for this speed:

• Complex commercial construction projects routinely wait weeks for a single quote

• Legacy carriers rely on static applications and disconnected systems

• Brokers chase carriers through calls, emails, and resubmissions

We built Shepherd to solve that. Our AI performs the same underwriting workflows in seconds, and integrates real-time data from construction technology partners — Procore, Autodesk, OpenSpace, DroneDeploy, and others — to see risk as it actually exists, not just as it was reported on a static form.

We're pursuing the most ambitious technical vision in commercial insurance: fully autonomous underwriting. We're closing in on the first fully agentic submission in the industry — email in, price out, no human intervention until the last mile.

With Shepherd, safety, speed, and quality no longer trade off against one another — they compound. We're building:

• Faster decisions

• Smarter, more accurate pricing

• Better risk outcomes for insureds who invest in safer practices

We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services.

In March 2026, Shepherd raised a $42M Series B — bringing total funding to over $60M — led by Intact Private Capital, the investment arm of one of the largest insurers in the world. Intact is not only our lead investor but also a carrier partner, a testament to the confidence the incumbent industry has in what we're building. Our investors:

• Intact Private Capital

• Spark Capital

• Costanoa Ventures

• Y Combinator

• Susa Ventures

• And several others

We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more.

About the Role:

We’re looking for a Senior Technical Recruiter to help build the team that will define the future of tech-enabled insurance. You’ll own Shepherd’s end-to-end recruiting efforts across Engineering, Product, Design, and Actuarial — acting as a true partner to hiring managers and a high-agency builder of scalable recruiting processes.

This is a high-impact role: you’ll shape the talent bar, develop repeatable systems, and ensure every candidate has an exceptional experience. If you thrive in fast-moving environments, enjoy building from first principles, and love working with curious, motivated teammates, you’ll fit right in.

This role is in-person at our San Francisco HQ.

Responsibilities:

• Partner with leadership and hiring managers to deeply understand role requirements, success profiles, timelines, and priorities.

• Own top-of-funnel sourcing across technical functions (Engineering, Product, Design, Actuarial) to build high-quality pipelines.

• Run initial screens and serve as the first point of evaluation before candidates move to hiring teams.

• Manage the candidate journey end-to-end — from kick-off to offer — ensuring a thoughtful, fast, and high-quality experience.

• Build scalable, repeatable processes for sourcing, interviewing, skills assessment, and candidate engagement.

• Collaborate with hiring managers to refine interview best practices and train teammates on interviewing fundamentals.

• Create, track, analyze and share key recruiting metrics/insights that will be used to streamline processes and forecast the hiring funnel.

• Serve as a strategic partner to leadership by advising on hiring timelines, market insights, and pipeline risks.

You would be our dream candidate if…

• You have 5+ years of experience in recruiting or talent roles (bonus: 2+ years in a fast-growing startup).

• You have experience hiring for technical roles (Engineering, Product, Design).

• You’re exceptional at both written and verbal communication.

• You operate with urgency, prioritization, and a candidate-obsessed mindset.

• You enjoy building processes, systems, and structure — not just running them.

• You’re comfortable with ambiguity and energized by new challenges.

• You’re a collaborative team player who communicates proactively and transparently.

• You’re proficient with Ashby ATS and LinkedIn Recruiter (or similar tools).

🏥 Premium Healthcare
100% contribution to top-tier health, dental, and vision

🥕 Fertility benefits and family building support

🏖️ Unlimited PTO
Flexibility to take the time off, recharge, and perform

🥗 Daily lunches, dinners, and snacks
We work together, and enjoy meals together too

🖥️ SF, NYC, Dallas-Fort Worth, Chicago and LA Offices

📚 Professional Development
Access to premium coaching, including leadership development

🏦 Competitive 401(k) Plan

🐶 Dog-friendly office
Plenty of dogs to play with and make friends with in the SF office