# Commercial Casualty Underwriting Leader (Director) at Shepherd

- Company: Shepherd
- What the company does: The all-in-one learning co-pilot. Backed by Y Combinator.
- Company website: https://www.shepherd.study
- Type: Startups (AI role)
- Level: Principal and up
- Location: San Francisco
- Work setup: On-site
- Pay: $250K to $350K base salary per year (USD)
- Posted: 2026-10-19
- Apply by: 2026-12-03
- Apply: https://jobs.ashbyhq.com/shepherd/2f7bef48-cfa6-45c9-9c3b-9d4b2699b40e?utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/shepherd-commercial-casualty-underwriting-leader-director/

## About the role

Shepherd's underwriting approach is client-centric with a heavy emphasis on an efficient process. Our goal is to leverage our technology and data to make quick, informed underwriting decisions tailored to our clients' specific needs. Define the strategy for retail commercial casualty, including target classes, lines of business, limits, attachment points, geographies, appetite, and growth and loss-ratio targets. Found on 1752vc Careers, the job board for startup and VC roles.

## What they're looking for

- 10+ years of commercial casualty underwriting, with deep expertise in retail middle market and large accounts across classes such as real estate, retail, hospitality, manufacturing, and technology
- A proven record of profitable growth: originating new business, quoting, binding, and building a casualty book while managing to loss-ratio and combined-ratio targets
- Strong technical command of risk selection, exposure and loss analysis, loss development and trends, pricing, and coverage across Commercial General Liability, Commercial Auto, Workers’ Compensation and Excess Casualty
- Experience structuring both primary and excess casualty programs, including guaranteed-cost and loss-sensitive programs such as large deductibles and self-insured retentions
- Sound judgment on contractual risk transfer, additional insured requirements, manuscript endorsements, and emerging exposures
- Disciplined portfolio management, including limits, accumulation, and clash exposure

Tags: Underwriting

Source: 1752vc Careers, https://www.1752.vc/careers/jobs/shepherd-commercial-casualty-underwriting-leader-director/