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New York, New York, United States
Onsite
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
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.
We are seeking a detail-oriented and analytical Actuarial Analyst to join our actuarial team supporting multiple commercial lines of business, including General Liability, Workers' Compensation, Commercial Property, and Excess Casualty. This role is perfect for someone who thrives on executing rigorous insurance analysis, collaborating cross-functionally, and delivering precise, actionable insights that drive competitive advantage.
As an Actuarial Data Analyst, you will be the bridge between market intelligence, regulatory requirements, and data-driven product decisions. You will be joining a small team of actuaries playing a critical role in ensuring our products remain competitive while maintaining compliance across all jurisdictions where we operate. The actuarial team works in close partnership with underwriters and software engineers, translating actuarial insights into the technology and decisions that power a modern insurance platform.
Ratemaking & Competitive Intelligence (50%)
Assist in the development, pricing, and implementation of rating plans for filing with state Departments of Insurance
Support the Compliance team in the preparation, documentation, and submission of rate and form filings
Conduct comprehensive competitor analysis of rate and form filings across all commercial lines, utilizing SERFF, S&P Capital IQ Pro, and other regulatory databases to identify market trends and competitive positioning
Analyze filings, rate manuals, underwriting guidelines, and coverage forms from industry resources including ISO manuals and NCCI data to develop detailed benchmarks and strategic recommendations
Research and draft comprehensive responses to rate-related objections, ensuring actuarial justification is provided
Actuarial Reporting & Portfolio Monitoring (25%)
Perform loss ratio analysis by line of business, territory, and risk characteristics to identify profitable segments and areas of concern
Develop and maintain reporting requirements, including bordereaux and portfolio reporting, coordinating with internal teams and external partners on data accuracy and timely delivery
Support workers’ compensation statistical reporting obligations, including WCSTAT and WCPOLS
Data Analytics (25%)
Write SQL queries to extract and analyze data related to premium volumes, loss ratios, exposure metrics, and rate change impacts from internal PostgreSQL databases
Create interactive BI dashboards using Metabase or similar platforms to track key product performance metrics
Support data transformation processes using dbt for analytics and reporting workflows
Experience & Education
2-5 years of experience in commercial P&C insurance product analysis, actuarial, or competitive analysis functions
Bachelor’s degree in Mathematics, Statistics, Economics, Finance, or related analytical field
Demonstrated experience with commercial insurance products and insurance data analytics
Actuarial exams such as P, FM, MAS-I, MAS-II, 5 (preferred but not required)
Technical Skills
Advanced SQL proficiency for data extraction, manipulation, and analysis from PostgreSQL databases
SERFF system knowledge including navigation, filing preparation, and objection response processes
Advanced spreadsheet modeling skills for financial analysis and data manipulation
Experience with industry databases and tools including ISO manuals, NCCI data, and regulatory research platforms
Python experience for advanced analytics (preferred but not required)
Insurance Knowledge
Understanding of commercial insurance products including rating methodologies and underwriting guidelines
Knowledge of state insurance filings process
Understanding of ISO forms, NCCI guidelines, and industry standard practices
Understanding of actuarial concepts including loss development, rate adequacy, and predictive modeling principles
Core Competencies
Strong analytical and critical thinking skills with ability to translate data into insights and recommendations
Exceptional attention to detail and accuracy, especially for time-sensitive regulatory deliverables
Clear communication skills for both technical and non-technical audiences
Cross-functional collaboration experience working with actuarial, underwriting, compliance, and product management teams
Competitive salary ranging from $110,000 - $140,000 based on experience and qualifications
Equity participation with significant upside potential in our growing organization
Comprehensive benefits package including health, dental, vision, and 401(k) with company match
Professional development opportunities including conference attendance and certification support
Collaborative startup environment with opportunities for rapid career growth and expanded responsibilities
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.
🏥 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