Compliance Lead

What we do

Build the insurance behind the physical world.

The world is building data centers, energy projects, hospitals, schools, and critical infrastructure. Every one of those projects needs insurance to move forward. Yet the process of getting that insurance still depends on scattered documents, manual work, and weeks of back-and-forth.

Shepherd is rebuilding commercial insurance with software, data, AI, and deep underwriting expertise. We started in construction and energy, where understanding the specifics of a project matters and better decisions have consequences far beyond a screen.

We develop insurance products, decide which risks to insure and how to price them, and partner with established insurers to back the coverage. We own the platform our team uses to turn complex submissions into coverage for the builders and operators shaping the world around us.

Real problems. Real ownership.

Our engineers, designers, underwriters, CX, and actuaries build together. The problems span turning messy documents into reliable data, making pricing more precise, and designing AI agents that can take on increasingly complex underwriting work.

The ambition is a platform where experts spend more time on judgment and relationships, supported by software that handles the work around them. Join us to build systems whose decisions help real projects get built.

630+ customers / $500B+ insured project value

Our investors

Capital to build. Partners to grow with.

$67M total funding / $42M Series B in March 2026

Shepherd is backed by Intact Private Capital, Costanoa Ventures, Spark Capital, Susa Ventures, and Y Combinator. In March 2026, we announced a $42M Series B led by Intact Private Capital, bringing our total funding to $67M.

Intact is also a capacity partner. Alongside its investment, Intact works with Shepherd to bring insurance products to market. That relationship connects our platform and underwriting expertise with the resources of a global insurer.

A bigger opportunity ahead

We are investing in new insurance products, our underwriting team, and the path toward autonomous underwriting. For the people joining Shepherd, that means the chance to shape both the technology and the business it makes possible.

Our backing brings together investors who build technology companies and partners who understand insurance. We are building a company that earns the confidence of both.

About the Role

Shepherd is hiring a Compliance Lead to own and manage the company's rate and form filing process nationwide. This person will be the driving force behind every filing that brings a Shepherd product into the market, including building the filing package, working with carrier partners to submit the filing package, and responding to state objections.

You'll own Shepherd's entire filing footprint at a moment of real growth: a second carrier partner for Shepherd's core business units, and continued growth of Shepherd's verticals beyond construction and renewable energy in both Casualty and Inland Marine/Builders Risk product lines. You'll also work with Shepherd's technical underwriting leads to draft new forms, collaborate on developing tools with Shepherd's engineering team, and partner with Shepherd's customer experience team to ensure that policies are appropriately issued.

This role reports to Shepherd's Director of Compliance.

In this role, you will:

• Own and manage Shepherd's rate and form filing process across all 50 states across our casualty, inland marine/builders risk, and workers' compensation programs.

• Prepare, assemble, and submit complete filing packages in collaboration with Shepherd's paper partners and actuaries, including drafting and compiling supporting exhibits such as rate pages, rule pages, form schedules, actuarial memoranda support, and explanatory memos.

• Serve as Shepherd's primary point of contact during the filing lifecycle, responding to objections and information requests, and tracking approvals to closure.

• Own the implementation of approved forms in Shepherd's underwriting platform, including uploading new and revised forms, configuring their rules and fill-in fields, testing that they attach and populate correctly on issued policies, and working with customer experience and engineering to resolve issues.

• Maintain Shepherd's library of filed forms, rates, and rules, and ensure consistency between filed content and issued policies.

• Draft new forms and endorsements, and revise existing ones, working with Shepherd's technical leads and underwriting leadership to support new products and program expansion.

• Serve as the escalation point for underwriting and customer experience on forms and policy issuance questions, including issues raised by Shepherd's Compliance Specialist, and resolve them directly.

About You

You would be a dream candidate if you have…

• 7+ years of experience in insurance regulatory/compliance work with a hands-on focus on rate and form filings in casualty, workers' compensation, or inland marine/builders risk programs.

• A track record drafting insurance policy forms and endorsements, ideally in commercial casualty.

• Hands-on SERFF filing work, including building filing exhibits and supporting documentation.

• A history of working directly with state insurance regulators, including responding to objections and managing filings through to approval.

• Strong organizational skills and attention to detail, with comfort owning concurrent filings across 50 states.

• Working knowledge of state insurance regulatory frameworks.

• A desire to help people across Shepherd, from those new to insurance to those with decades of experience, understand forms and regulatory issues.

This is an onsite position in our San Francisco, New York City, Dallas Fort Worth, Chicago, or Los Angeles offices.

#LI-Onsite

How we work

Shepherd runs on four values. Here's what each one means in this seat.

• Think big, build big. We exist to protect progress and the industries that rely on it. The work here is aimed at a system that runs on its own, and the roadmap gets sequenced backward from that rather than forward from what's easy.

• Win together. We rise as one. We support each other, raise the bar, and celebrate collective success. Come set a standard the rest of the team inherits.

• Cross the aisle. Collaboration wins. We listen deeply, work across boundaries, and prioritize shared success over individual lanes. The best product calls here come from engineers who've sat with underwriters and underwriters who understand where the model breaks, and much of this job is listening closely enough on both sides to make that happen.

• Go get it. We act with urgency, move with confidence, take smart risks, and push forward with intention. Nobody hands you the roadmap, the data, or the meeting invite. You pull the failing runs, book the time with the underwriters, and decide what matters.

Benefits 

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

🥕 Fertility benefits and family building support

🏖️ Flexible 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