Drimva

Shepherd

Head of Finance

$275K–$400K

San Francisco +1 · On-site · Director · Full-time · Posted Oct 21, 2026

Location
San Francisco
New York City
Experience
12+ years in finance, including 4+ years leading teams at a venture-backed or high-growth company.
Education
Bachelor’s degree in finance, accounting, economics, or a related field.

About the job

Leads Shepherd’s finance and operating functions, overseeing financial planning, accounting, controls, reporting, capital infrastructure, and go-to-market operations.

What you'll do

  • Own financial planning, forecasting, contribution-margin analysis, and reporting for the board, investors, carriers, and reinsurers.
  • Develop finance, treasury, payment, and reporting infrastructure for risk-bearing arrangements; oversee close, audit, tax, controls, and outsourced accounting.
  • Lead Analytics, Revenue Operations, and Business Operations, and hire and develop finance and operations teams.

What they ask for

  • 12+ years in finance across FP&A, accounting, and strategic finance, including 4+ years leading teams at a venture-backed or high-growth company.
  • Insurance finance experience at an MGA/MGU, carrier, reinsurer, or insurtech.
  • Experience with annual planning, forecasting, budget-versus-actuals reviews, and integrated financial models.
  • Bachelor’s degree in finance, accounting, economics, or a related field.

Nice to have

  • Fundraising experience.
  • CPA, CFA, or MBA.

Pay

$275K – $400K (base salary; posting does not specify currency or whether this is base salary or total pay)

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 5, 2026 (UTC)