Drimva

Shepherd

Subcontractor Default Underwriting Lead

$200K–$240K

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

Location
San Francisco
New York City
Los Angeles
DFW
Chicago
Experience
8+ years of underwriting experience; significant direct SDI underwriting experience, or contract surety underwriting with meaningful SDI exposure.
Education
Bachelor's degree or equivalent experience.

About the job

Lead the launch and profitable growth of Shepherd’s Subcontractor Default Insurance (SDI) product, setting underwriting strategy and building the underwriting team and supporting processes.

What you'll do

  • Define SDI strategy, underwriting guidelines, authority, referral rules, and rating approach; underwrite new and renewal programs.
  • Partner with capacity partners and Product, Engineering, and Data to build the insurance program and underwriting workflows.
  • Manage portfolio performance and broker development, and hire, coach, and grow SDI underwriters.

What they ask for

  • Significant direct SDI underwriting experience at an established carrier or program; contract surety underwriters with meaningful SDI exposure may also be considered.
  • Demonstrated ability to build and grow an SDI portfolio profitably, with strong financial analysis and knowledge of contractor prequalification and management.
  • Established regional or national broker relationships and experience leading, mentoring, or managing underwriters.
  • Willingness to travel about 25%; bachelor's degree or equivalent experience.

Nice to have

  • Background in construction accounting, finance, or law.

Pay

USD 200,000 – 240,000 base salary

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 4, 2026 (UTC)