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50 open roles · 17 startups

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50 roles · updated 53 min ago

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Engineering240 Product26 Design1 ✓Data1 Sales37 Marketing36 Operations14 Science7 Customer6 People16 Finance14 Legal3 ✓Other49

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Any salary239 $100k+65 $150k+50 $200k+41 $250k+25 Salary is posted

Compared with the top of each posted range. Non-USD ranges are converted.

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Early Series B

Backed by

Y Combinator50

50 roles at 17 startups

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Head of Wholesale Underwriting

Shepherd · Series B

New York City · Onsite

$350k–$425k + equity

Subcontractor Default Underwriting Lead

Shepherd · Series B

San Francisco · Onsite

$200k–$240k + equity

Professional Liability Underwriting Lead

Shepherd · Series B

New York City · Onsite

$200k–$240k + equity

Shepherd

Modernizing commercial insurance

Head of Wholesale Underwriting

New York CityOnsite · Full-time$350K–$425K

Apply on company site 25 open roles

Opens jobs.ashbyhq.com in a new tab. You apply with Shepherd directly; firsthires.live never sees your application.

About the role

12+ years in the wholesale and E&S commercial P&C market, with leadership roles at a carrier, MGA/MGU, or wholesale specialty underwriting organization.

Commercial Casualty Underwriting Leader (Director)

Shepherd · Series B

San Francisco · Onsite

$250k–$350k + equity

Commercial Property Underwriting Leader (Director)

Shepherd · Series B

New York City · Onsite

$250k–$350k + equity

SDR Manager

12d

Simple AI · Early

San Francisco · Onsite

$130k–$180k + equity

Channel Partnerships Manager

13d

Simple AI · Early

San Francisco · Onsite

$140k–$200k + equity

Director, 340B Solutions and Partnerships

Latent · Early

San Francisco or New York City or Remote · Remote

$200k–$240k + equity

Implementation Project Manager

Latent · Early

Remote · Remote

$115k–$175k + equity

Deployment Strategist

Retell AI · Early

San Francisco Bay Area · Onsite

$170k–$260k + equity

Executive Assistant

idler · Early

San Francisco · Onsite

$120k–$190k

Head of Partnerships

F2 · Early

New York City · Hybrid

$200k–$250k + equity

Technical Lead, Inland Marine

Shepherd · Series B

San Francisco · Onsite

$200k–$245k

Head of GTM

DiligenceSquared · Early

New York City · Onsite

$190k–$220k + equity

GTM Associate

DiligenceSquared · Early

New York City · Onsite

$140k–$175k + equity

Former & Future Founder

Nango · Early

San Francisco · Onsite

$150k–$200k

Technical Project Manager

Charge Robotics · Early

San Leandro HQ · Onsite

$150k–$190k + equity

Member of Mathematical Staff

SF Tensor · Early

San Francisco · Onsite

$225k–$315k + equity

Student Engagement Manager, Healthcare Schools

Juno · Early

Remote, United States · Remote

$2–$290k

Actuarial Data Science Lead

Shepherd · Series B

New York City · Onsite

Data job in New York

$200k–$240k

Partnerships Coordinator - Graduate Loans

Juno · Early

Miami, United States | Remote, United States · Remote

$2–$290k

Strategic Projects Lead, Managed Services

Prolific · Early

United States

$150k–$200k + equity

Founding Strategic Partnerships, Cloud & Alliances

Retell AI · Early

San Francisco Bay Area

$180k–$230k + equity

Strategic Projects Lead, Managed Services

Prolific · Early

Mexico

$150k–$200k + equity

Member of Technical Staff, Post-Training & Applied Research

29 Aug 2026

SF Tensor · Early

San Francisco · Onsite

$275k–$315k + equity

Head of Wholesale Underwriting

6d ago

Shepherd · Series B · 60 people

New York City · Onsite · $350k–$425k + equity

Winter 2021 Y Combinator

Subcontractor Default Underwriting Lead

6d ago

Shepherd · Series B · 60 people

San Francisco · Onsite · $200k–$240k + equity

Winter 2021 Y Combinator

Professional Liability Underwriting Lead

6d ago

Shepherd · Series B · 60 people

New York City · Onsite · $200k–$240k + equity

Winter 2021 Y Combinator

Commercial Casualty Underwriting Leader (Director)

6d ago

Shepherd · Series B · 60 people

San Francisco · Onsite · $250k–$350k + equity

Winter 2021 Y Combinator

Commercial Property Underwriting Leader (Director)

6d ago

Shepherd · Series B · 60 people

New York City · Onsite · $250k–$350k + equity

Winter 2021 Y Combinator

SDR Manager

12d ago

Simple AI · Early · 11 people

San Francisco · Onsite · $130k–$180k + equity

Summer 2024 Y Combinator

Channel Partnerships Manager

13d ago

Simple AI · Early · 11 people

San Francisco · Onsite · $140k–$200k + equity

Summer 2024 Y Combinator

Director, 340B Solutions and Partnerships

2w ago

Latent · Early · 50 people

San Francisco or New York City or Remote · Remote · $200k–$240k + equity

Winter 2023 Y Combinator

Implementation Project Manager

2w ago

Latent · Early · 50 people

Remote · Remote · $115k–$175k + equity

Winter 2023 Y Combinator

Deployment Strategist

3w ago

Retell AI · Early · 50 people

San Francisco Bay Area · Onsite · $170k–$260k + equity

Winter 2024 Y Combinator

Executive Assistant

3w ago

idler · Early · 12 people

San Francisco · Onsite · $120k–$190k

Summer 2025 Y Combinator

Head of Partnerships

3w ago

F2 · Early · 15 people

New York City · Hybrid · $200k–$250k + equity

Summer 2025 Y Combinator

Technical Lead, Inland Marine

3w ago

Shepherd · Series B · 60 people

San Francisco · Onsite · $200k–$245k

Winter 2021 Y Combinator

Head of GTM

4w ago

DiligenceSquared · Early · 5 people

New York City · Onsite · $190k–$220k + equity

Fall 2025 Y Combinator

GTM Associate

4w ago

DiligenceSquared · Early · 5 people

New York City · Onsite · $140k–$175k + equity

Fall 2025 Y Combinator

Former & Future Founder

4w ago

Nango · Early · 6 people

San Francisco · Onsite · $150k–$200k

Winter 2023 Y Combinator

Technical Project Manager

4w ago

Charge Robotics · Early · 25 people

San Leandro HQ · Onsite · $150k–$190k + equity

Summer 2021 Y Combinator

Member of Mathematical Staff

4w ago

SF Tensor · Early · 6 people

San Francisco · Onsite · $225k–$315k + equity

Fall 2025 Y Combinator

Student Engagement Manager, Healthcare Schools

4w ago

Juno · Early · 5 people

Remote, United States · Remote · $2–$290k

Spring 2026 Y Combinator

Actuarial Data Science Lead

4w ago

Shepherd · Series B · 60 people

New York City · Onsite · $200k–$240k

Data job in New York

Winter 2021 Y Combinator

Partnerships Coordinator - Graduate Loans

4w ago

Juno · Early · 5 people

Miami, United States | Remote, United States · Remote · $2–$290k

Spring 2026 Y Combinator

Strategic Projects Lead, Managed Services

5w ago

Prolific · Early · 180 people

United States · $150k–$200k + equity

Summer 2019 Y Combinator

Founding Strategic Partnerships, Cloud & Alliances

7w ago

Retell AI · Early · 50 people

San Francisco Bay Area · $180k–$230k + equity

Winter 2024 Y Combinator

Strategic Projects Lead, Managed Services

7w ago

Prolific · Early · 180 people

Mexico · $150k–$200k + equity

Summer 2019 Y Combinator

Member of Technical Staff, Post-Training & Applied Research

29 Aug 2026

SF Tensor · Early · 6 people

San Francisco · Onsite · $275k–$315k + equity

Fall 2025 Y Combinator

A proven record of building or significantly scaling a wholesale business, product line, or channel, with P&L ownership for premium, profit, and loss-ratio results.

Deep relationships with national and regional wholesale brokerage teams that can drive submission flow from day one.

Read the full description

About Shepherd

Stage: Series B
Team size: 60 people
Founded: 2021
Headquarters: San Francisco, CA, USA
Hiring via: Ashby
Open roles: 25

Backed by

YY Combinator · Winter 2021 YY Combinator