Company brief · updated 2026-10-18
shepherdinsurance.com · Fintech
Today: Site heading: 'Smarter underwriting powered by data and technology.'
Roles: AI Product Manager
Requirements mention: eval framework · extraction flow · construction risk · statistically literate
Inference: the posting describes Nova as reading broker submission documents and handing back a priced account, so the next step may be more automated handling of submissions. Only one posting names this work directly.
Today: Site heading: 'Powered by tech. Proven in the field.'
Roles: Staff Software Engineer (SF) · Staff Software Engineer · Software Engineer, Full Stack · Software Engineer, Backend · Software Engineer, AI Product + Agents
Requirements mention: automated underwriting · policy administration · underwriting workflows · policy lifecycle infrastructure · core rating and decision systems · GraphQL APIs · shipping product
Inference: four of these five postings name underwriting or policy work, and the Full Stack posting names core rating and decision systems. This suggests the in-house underwriting and policy platform is being extended. Several of these roles have been open since mid-2025.
Today: Site heading: 'Smarter underwriting powered by data and technology.'
Roles: Analytics Engineer · Actuarial Data Science Lead · Actuarial Data Analyst
Requirements mention: semantic layers · metric definitions · warehouse · feature pipelines · telematics pricing models · ratemaking · rate adequacy
Inference: the Analytics Engineer posting describes a canonical analytical layer, and the two Actuarial roles ask for pricing and ratemaking work. Together they point to shared data definitions feeding pricing. All three opened in the last three weeks. The Data Science Lead also asks for telematics pricing models, which fits the site's 'Get rewarded for reducing risk', but this is a single mention.
Today: Site heading: 'Essential coverage for annual programs or projects.'
Roles: Technical Lead, Inland Marine · Builders Risk Production Lead · Senior Energy Underwriter · Executive Underwriter · Senior Underwriter
Requirements mention: Builders Risk forms · Master Builders Risk · coverage form development · audit programs · quota share placements · Builder's Risk · Inland Marine
Inference: all five underwriting postings name Builder's Risk. The newest, Technical Lead, Inland Marine, asks for coverage form development, Master Builders Risk and audit programs, which suggests Shepherd is building out its own forms and programs in this line.
Today: Site heading: 'Powered by tech. Proven in the field.'
Roles: Founding Machine Learning Engineer · Software Engineer, Applied AI
Requirements mention: LLMs · RAG architectures · model serving · RLHF · LoRA · structured outputs · evaluation frameworks
Inference: the Applied AI posting asks for LLMs, RAG and model serving, and the Founding ML Engineer posting asks for model tuning (RLHF, DPO, LoRA) and structured outputs. Both ask for evaluation. This suggests in-house AI model work alongside the Nova product effort.
Today: Site heading: 'Specialty insurance products for complex, high-hazard industries.'
Roles: Executive Underwriter · Senior Underwriter · Builders Risk Production Lead · Senior Energy Underwriter · Brand and Experiences
Requirements mention: producer management · new business development · broker relationships · broker-facing dinners · conference and field marketing strategy
Inference: four underwriting postings in San Francisco and New York City ask for producer management and new business development, and the NYC marketing role asks for broker-facing dinners and field marketing. Broker distribution is part of the underwriting hire profile. The two NYC underwriting roles have been open since September 2025.
| Department | Open |
|---|---|
| Underwriting | 10 |
| EPD | 9 |
| Actuarial | 2 |
| Compliance | 1 |
| Operations | 1 |
| Marketing | 1 |
| Customer Experience | 1 |
Half of the 18 open roles (9) are in EPD, followed by Underwriting (5), Actuarial (2), Customer Experience (1) and Marketing (1), with 12 in San Francisco and 6 in New York City. The five roles opened in the last 30 days lean to data, actuarial and Inland Marine.
Seniority: Senior 10, staff 3, mid 3, junior 1, manager 1 across 18 open roles.
Skills named most: Node.js, TypeScript, GraphQL APIs, React, Next.js, Postgres, Redis, Python, SQL, dbt, automated underwriting, Builder's Risk
Locations: San Francisco (12) and New York City (6). No remote roles are listed; all postings are marked remote: false.
If you're applying: Apply to the engineering, underwriting or actuarial roles if your stack, your Builder's Risk experience or your ratemaking background matches the listed requirements. All roles are on-site in San Francisco or New York City, so check the location before applying.
If you're selling or recruiting: Five roles opened in the last 30 days and three closed: Analytics Engineer, Technical Lead, Inland Marine, Actuarial Data Science Lead, Actuarial Data Analyst and Customer Experience Associate. Lead with data, actuarial and Inland Marine. Several engineering roles have been open since mid-2025 and may be hard to fill. Use the postings' own terms, such as Builder's Risk, automated underwriting, policy administration and producer management.
| Title | Department | Location | Posted |
|---|---|---|---|
| Compliance Lead | Compliance | San Francisco | 2026-10-23 |
| Head of Finance | Operations | San Francisco | 2026-10-21 |
| Director of Marketing | Marketing | San Francisco | 2026-10-20 |
| Head of Wholesale Underwriting | Underwriting | New York City | 2026-10-19 |
| Subcontractor Default Underwriting Lead | Underwriting | San Francisco | 2026-10-19 |
| Professional Liability Underwriting Lead | Underwriting | New York City | 2026-10-19 |
| Commercial Casualty Underwriting Leader (Director) | Underwriting | San Francisco | 2026-10-19 |
| Commercial Property Underwriting Leader (Director) | Underwriting | New York City | 2026-10-19 |
| Analytics Engineer | EPD | San Francisco | 2026-10-07 |
| Technical Lead, Inland Marine | Underwriting | San Francisco | 2026-10-02 |
| Actuarial Data Science Lead | Actuarial | New York City | 2026-09-25 |
| Actuarial Data Analyst | Actuarial | New York City | 2026-09-23 |
| Customer Experience Associate | Customer Experience | San Francisco | 2026-09-21 |
| AI Product Manager | EPD | San Francisco | 2026-08-06 |
| Staff Software Engineer (SF) | EPD | San Francisco | 2026-08-03 |
| Staff Software Engineer | EPD | New York City | 2026-07-23 |
| Senior Energy Underwriter | Underwriting | San Francisco | 2026-06-04 |
| Builders Risk Production Lead | Underwriting | San Francisco | 2026-06-04 |
| Founding Machine Learning Engineer | EPD | San Francisco | 2026-04-02 |
| Software Engineer, Applied AI | EPD | San Francisco | 2026-10-20 |
| Executive Underwriter | Underwriting | New York City | 2025-09-12 |
| Senior Underwriter | Underwriting | New York City | 2025-09-12 |
| Software Engineer, AI Product + Agents | EPD | San Francisco | 2026-10-20 |
| Software Engineer, Full Stack | EPD | San Francisco | 2026-10-20 |
| Software Engineer, Backend | EPD | San Francisco | 2026-10-20 |