Executive Underwriter

Overview

What We Do Shepherd is a technology-driven Managing General Underwriter (MGU) transforming commercial Property & Casualty insurance for high-hazard industries. Our mission is to make risk frictionless for the builders and operators shaping the physical world — protecting progress from concept through construction and into decades of operation.

We’re building the fastest, smartest commercial risk platform, where underwriting expertise, data, and automation work together to deliver:

• Faster decisions
• Smarter, more accurate pricing
• Better risk outcomes

With Shepherd, safety, speed, and quality no longer trade off against one another — they compound. We’re not just modernizing insurance products. We’re building the risk infrastructure for the next generation of financial services, where technology, underwriting, and partnerships operate in harmony to support the world’s most important industries — and the progress they make possible.

To date, Shepherd has raised over $20M from leading investors, including:

• Spark Capital
• Costanoa Ventures
• Y Combinator
• Susa Ventures
• Intact Ventures
• And several others

We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more.

We are looking for a motivated and eager individual who’s passionate about the future of construction and eager to do the best work of their career.

• You have a minimum of 7+ years of previous experience in the commercial underwriting space (Construction, Casualty, and/or Builder's Risk experience preferred)
• You aren’t afraid of ambiguity
• You have a strong work ethic, are self-motivated, and have the ability to manage multiple tasks/projects simultaneously
• You have exceptional interpersonal skills (verbal and written) and a high EQ
• You have strong sales and marketing skills and are able to position accounts and close deals
• Underwriting duties will include developing and negotiating price, coverage, terms and conditions for all new business and renewals while actively identifying target accounts that fit Shepherd’s underwriting appetite
• Bachelor’s degree or equivalent experience

Shepherd's underwriting approach will be client-centric with a heavy emphasis on an efficient process. Our goal will be to leverage our technology and data to make quick, informed, underwriting decisions tailored to our client's specific needs.

• Candidates must be able to demonstrate success in marketing, producer management, new business development, and the ability to successfully negotiate on all levels with both internal and external partners.
• Teamwork, communication, and negotiation skills are required.
• Solid background in risk analysis and experience with construction and/or casualty underwriting.
• Knowledge and proficiency with compliance, coverage, products and pricing strategies.
• Be adaptable and creative in a fast paced startup environment

This is an onsite position in our New York City, San Francisco, or Dallas Fort Worth offices.

🏥 Premium Healthcare
100% contribution to top-tier health, dental, and vision

🏖️ Unlimited PTO
Flexibility to take the time off, recharge, and perform

🥗 Daily lunches, dinners, and snacks
We work together, and enjoy meals together too

🖥️ SF, NYC, or Dallas-Fort Worth Offices
Premium office spaces on both coasts with daily lunches provided

📚 Professional Development
Access to premium coaching, including leadership development

🏦 401(k) Plan
Competitive 401(k) plan offered

🐶 Dog-friendly office
Plenty of dogs to play with and make friends with in the SF office

Compensation Range: $185K - $228K