
What Shepherd does
Shepherd is a Learning assistant for schools to provide to their students. Shepherd seamlessly combines AI-enabled self-study, affordable tutoring, peer collaboration, and analytics for a personalized learning experience that is both efficient and effective.
3 open roles
What the role involves
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. Our Investors To date, Shepherd has raised over $20M from leading investors, including: Spark Capital Costanoa Ventures Y Combinator Susa Ventures Intact Ventures And several others Our Team We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more. The Role We're looking for a talented software engineer who's passionate about what we're building and ready to do the best work of their career. You thrive on ownership, drive results, and care deeply about both technical excellence and customer impact. You would be our dream candidate if... You aren't afraid of ambiguity, and it may even excite you You enjoy shipping product every day (maybe multiple times a day) while maintaining high quality standards You enjoy wearing multiple hats while solving problems; as an engineer, product manager, and designer You take end-to-end ownership of features and systems, from conception through release You care about the built-world and how to improve construction safety and productivity You care about others' growth and welcome mentoring other engineers — you've led or been a major contributor on significant projects You have strong opinions, weakly held — you advocate for your ideas but adapt when presented with better solutions You communicate technical concepts clearly to both technical and non-technical stakeholders You have experience working with Javascript/Typescript (backend and/or frontend) You have at least 5+ years of working experience (preferably as a full-stack engineer) with a track record of delivering high-impact products About the Role Shepherd's platform consists of three primary elements: data collection, automated underwriting, and policy administration. You will work with other engineers on developing Shepherd's AI product strategy You will iterate and experiment on AI implementation across our platform You will work across the stack, even across different disciplines (e.g. underwriting, design, product management) You will play an integral role in building our culture as the company grows and mentor other engineers as we scale the team You will balance innovation with pragmatic delivery — staying current with emerging tech while shipping quality products You will contribute to product strategy and architectural decisions, not just implementation You will collaborate closely with PM, Mo (CTO) and the insurance team (underwriters, actuaries and more!) Our Tech Stack Frontend React & Next.js Typescript GraphQL w/ Apollo Backend Node.js Postgres & Redis Typescript GraphQL APIs Benefits 🏥 Premium Healthcare 100% contribution to top-tier health, dental, and vision 🥕 Fertility benefits and family building support 🏖️ 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, Dallas-Fort Worth, Chicago and LA Offices 📚 Professional Development Access
What the role involves
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. Our Investors To date, Shepherd has raised over $20M from leading investors, including: Spark Capital Costanoa Ventures Y Combinator Susa Ventures Intact Ventures And several others Our Team We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more. The Role We're looking for a talented software engineer who's passionate about what we're building and ready to do the best work of their career. You thrive on ownership, drive results, and care deeply about both technical excellence and customer impact. You would be our dream candidate if... You aren't afraid of ambiguity, and it may even excite you You enjoy shipping product every day (maybe multiple times a day) while maintaining high quality standards You enjoy wearing multiple hats while solving problems; as an engineer, product manager, and designer You take end-to-end ownership of features and systems, from conception through release You care about the built-world and how to improve construction safety and productivity You care about others' growth and welcome mentoring other engineers — you've led or been a major contributor on significant projects You have strong opinions, weakly held — you advocate for your ideas but adapt when presented with better solutions You communicate technical concepts clearly to both technical and non-technical stakeholders You have some experience with insurance – either from a prior InsurTech role or actuarial role You have experience working with Javascript/Typescript (backend and/or frontend) You have at least 5+ years of working experience (preferably as a full-stack engineer) with a track record of delivering high-impact products About the Role Shepherd's platform consists of three primary elements: data collection, automated underwriting, and policy administration. You will lead major initiatives and own a large area of Shepherd's product experience, in each vertical while driving technical decisions for your domain You will work across the stack, even across different disciplines (e.g. underwriting, design, product management) You will play an integral role in building our culture as the company grows and mentor other engineers as we scale the team You will balance innovation with pragmatic delivery — staying current with emerging tech while shipping quality products You will contribute to product strategy and architectural decisions, not just implementation You will collaborate closely with PM, Mo (CTO) and the insurance team (underwriters, actuaries and more!) Our Tech Stack Frontend React & Next.js Typescript GraphQL w/ Apollo Backend Node.js Postgres & Redis Typescript GraphQL APIs Benefits 🏥 Premium Healthcare 100% contribution to top-tier health, dental, and vision 🥕 Fertility benefits and family building support 🏖️ Unlimited PTO Flexibility to take the time off, recharge, and perform 🥗 Daily lunches, dinners, and snacks We work together, and enjoy meals toget
What the role involves
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. Our Investors To date, Shepherd has raised over $20M from leading investors, including: Spark Capital Costanoa Ventures Y Combinator Susa Ventures Intact Ventures And several others Our Team We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more. The Role We’re hiring a Software Engineer to build the core infrastructure behind underwriting, pricing, and policy workflows. This is high-leverage work. The systems you build will directly impact revenue, loss ratios, and how we scale. You’ll work closely with engineers, actuaries, and underwriters to turn messy real-world logic into clean, durable systems. A lot of what we do starts in Excel and ends in production code. We care deeply about correctness, clarity, and speed. This is an ownership-heavy role. You’ll be expected to reason from first principles, ship quickly, and improve things that feel broken. What You’ll Do Build and own backend systems that power pricing models, underwriting workflows, and policy lifecycle infrastructure Translate complex actuarial and underwriting logic into maintainable, production-grade services Improve the performance and reliability of our core rating and decision systems Contribute to architectural decisions that set the foundation for how we scale Work directly with domain experts to define the right abstractions, not just implement tickets Hold a high bar for code quality, simplicity, and long-term maintainability What We’re Looking For 4+ years of professional software engineering experience Strong backend experience in TypeScript, Python, or similar Experience designing APIs and working with data-heavy systems Comfort operating in ambiguous, high-responsibility environments A bias toward ownership and shipping Good judgment – knowing when to move fast and when to slow down You’ll Likely Thrive Here If You like building foundational systems, not surface-level features You enjoy working at the intersection of business logic and engineering You want your work to directly impact company outcomes You prefer small teams, high standards, and real accountability You care about building something durable Why Join We’re still early. The decisions we make now will shape the company for years. If you want to build core infrastructure, work closely with domain experts, and help modernize a massive industry, this is a rare opportunity to do it at the right stage. Benefits 🏥 Premium Healthcare 100% contribution to top-tier health, dental, and vision 🥕 Fertility benefits and family building support 🏖️ 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, Dallas-Fort Worth, Chicago and LA Offices 📚 Professional Development Access to premium coaching, including leadership development 🏦 Competitive 401(k) Plan 🐶 Dog-friendly office Plenty of dogs to play with and make friends with in the S
Roles are as last read from the company’s own listings. Openings close without notice — check the date on the listing before you spend an evening on the application.
Check the company’s own careers page — linked at the top — before a job board. A role appears there first, sometimes weeks before it is syndicated anywhere else.
Questions and experiences
Nobody has asked anything about Shepherd yet. If you have interviewed here, what you know is worth more to the next person than anything on the rest of this page.
Company facts compiled from public sources and last refreshed 9 September 2026. Details change; treat the company’s own site as the authority.