Drimva

Shepherd

Commercial Casualty Underwriting Leader (Director)

$250K–$350K

San Francisco +4 · On-site · Director · Full-time · Posted Oct 19, 2026

Location
San Francisco
New York City
Los Angeles
DFW
Chicago
Experience
10+ years of commercial casualty underwriting experience.
Education
Bachelor’s degree or equivalent experience.

About the job

Build and lead Shepherd’s retail commercial casualty business, setting underwriting strategy and growing a profitable book while partnering with technology and business teams.

What you'll do

  • Set the vertical’s underwriting strategy, guidelines, authority framework, rating approach, and growth and loss-ratio targets.
  • Underwrite primary and excess casualty accounts; manage the vertical’s financial and portfolio results.
  • Develop broker relationships and lead, hire, and coach the underwriting team, collaborating with product, engineering, data, claims, actuarial, customer experience, and finance.

What they ask for

  • 10+ years of commercial casualty underwriting experience, including retail middle-market and large accounts.
  • Track record of profitable book growth and technical expertise in risk selection, exposure and loss analysis, pricing, and casualty coverage.
  • Established regional or national retail broker relationships and experience leading underwriters.
  • Bachelor’s degree or equivalent experience; willingness to travel about 25%.

Pay

$250,000 – $350,000 USD base salary

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 6, 2026 (UTC)