Shepherd

| 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 team page to meet some of us! The Role You will be spearheading our Pricing product alongside Ethan, finding unique datasets, testing and implementing strategic pricing models. About You You love turning data into decisions — you’re excited about transforming pricing into a competitive advantage by integrating new data sources, deploying predictive models, and building scalable infrastructure. You thrive in fast-moving environments — balancing actuarial, engineering, and underwriting inputs to ship models and tools that make an immediate business impact. You’re adaptable and resourceful — when experiments don’t work as planned, you pivot quickly, test new ideas, and keep pushing forward. You’ll work closely with leadership — reporting directly into the CTO/cofounder while collaborating with actuarial, underwriting, and engineering leaders across the company. You want to build in person with us — this role is based at our San Francisco HQ, where we love solving problems side-by-side. What You’ll Do Own the pricing product roadmap — from idea to launch: write PRDs, define infrastructure needs, and partner with actuaries and engineers to ship models into production. Be the voice of “why” — align underwriting, actuarial, and leadership around how new models, data sources, and infrastructure strengthen Shepherd’s growth and capacity story. Keep things moving — prioritize ruthlessly, manage cross-functional dependencies, and ensure pricing milestones land on time (and with measurable impact). You’d be our dream candidate if… You’re a builder at heart — with 4+ years of product management experience in data/ML-heavy or pricing-related products, skilled at working with both technical and business stakeholders. You make things happen — experienced in driving data/ML initiatives forward, balancing short-term delivery with long-term scalability, and thriving in fast-moving environments. You’re a communicator and collaborator — comfortable translating technical complexity (models, APIs, registries) into clear business impact, and aligning diverse teams around outcomes. Bonus points for experience in insurance, fintech or other modeling-heavy industries. A glimpse into our interview process: Meet Leslie, recruiting lead Meet Mo, CTO/Cofounder Meet Jenny, Product Lead Meet with Danil and Angelina, Engineering Managers; Ethan, Actuarial Data Scientist Take-home + on-site interviews at our SF HQ Benefits 🏥 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

| 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 team page to meet some of us! The Role About the Role: We’re looking for a Technical Recruiter to help build the team that will define the future of tech-enabled insurance. You’ll own Shepherd’s end-to-end recruiting efforts across Engineering, Product, Design, and Actuarial — acting as a true partner to hiring managers and a high-agency builder of scalable recruiting processes. This is a high-impact role: you’ll shape the talent bar, develop repeatable systems, and ensure every candidate has an exceptional experience. If you thrive in fast-moving environments, enjoy building from first principles, and love working with curious, motivated teammates, you’ll fit right in. This role is in-person at our San Francisco HQ. Responsibilities: Partner with leadership and hiring managers to deeply understand role requirements, success profiles, timelines, and priorities. Own top-of-funnel sourcing across technical functions (Engineering, Product, Design, Actuarial) to build high-quality pipelines. Run initial screens and serve as the first point of evaluation before candidates move to hiring teams. Manage the candidate journey end-to-end — from kick-off to offer — ensuring a thoughtful, fast, and high-quality experience. Build scalable, repeatable processes for sourcing, interviewing, skills assessment, and candidate engagement. Collaborate with hiring managers to refine interview best practices and train teammates on interviewing fundamentals. Create, track, analyze and share key recruiting metrics/insights that will be used to streamline processes and forecast the hiring funnel. Serve as a strategic partner to leadership by advising on hiring timelines, market insights, and pipeline risks. You would be our dream candidate if… You have 5+ years of experience in recruiting or talent roles (bonus: 2+ years in a fast-growing startup). You have experience hiring for technical roles (Engineering, Product, Design). You’re exceptional at both written and verbal communication. You operate with urgency, prioritization, and a candidate-obsessed mindset. You enjoy building processes, systems, and structure — not just running them. You’re comfortable with ambiguity and energized by new challenges. You’re a collaborative team player who communicates proactively and transparently. You’re proficient with Ashby ATS and LinkedIn Recruiter (or similar tools). Benefits 🏥 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