# Commercial Property 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: New York City
- 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/fcc1a920-0b82-426e-9fd6-3fb0a203f9d2?utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/shepherd-commercial-property-underwriting-leader-director/

## About the role

Shepherd's underwriting approach is client-centric with a heavy emphasis on an efficient process using our AI-native platform. Our goal is to leverage our technology and data to make quick, informed underwriting decisions tailored to our clients' specific needs. Define the production strategy for retail commercial property, including target classes, TIV bands, 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 property 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: quoting, binding, and building a property book while managing to loss-ratio and combined-ratio targets
- Strong technical command of risk selection, COPE analysis, valuation, pricing, coverage, primary and excess layering, and manuscript forms
- Hands-on CAT modeling experience (RMS / AIR / Verisk) and disciplined aggregate and exposure management
- Established retail broker relationships at the regional and national level that can drive submission flow from day one
- People leadership experience leading, mentoring, or managing underwriters, including setting authority and running underwriting audits

Tags: Underwriting

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