The all-in-one learning co-pilot. Backed by Y Combinator.
About the role
We are hiring a Software Engineer focused on Applied AI to build intelligent systems that directly power our underwriting and pricing engine. This role sits at the intersection of product engineering, AI infrastructure, and real-world insurance workflows. You will design and ship production AI systems that meaningfully improve how we evaluate risk, price policies, and operate our business. Found on 1752vc Careers, the job board for startup and VC roles.
What they're looking for
- Strong backend engineering experience building scalable APIs and distributed systems
- Hands-on experience shipping AI-powered products into production
- Familiarity with LLMs, RAG architectures, embeddings, and vector databases
- Experience integrating AI systems into user-facing or workflow-driven applications
- Comfort with cloud infrastructure and deploying AI workloads at scale
- A product mindset and the ability to translate ambiguous business problems into concrete AI systems
More about this role
The world is building data centers, energy projects, hospitals, schools, and critical infrastructure. Every one of those projects needs insurance to move forward. Yet the process of getting that insurance still depends on scattered documents, manual work, and weeks of back-and-forth.
Shepherd is rebuilding commercial insurance with software, data, AI, and deep underwriting expertise. We started in construction and energy, where understanding the specifics of a project matters and better decisions have consequences far beyond a screen.
We develop insurance products, decide which risks to insure and how to price them, and partner with established insurers to back the coverage. We own the platform our team uses to turn complex submissions into coverage for the builders and operators shaping the world around us.
Our engineers, designers, underwriters, CX, and actuaries build together. The problems span turning messy documents into reliable data, making pricing more precise, and designing AI agents that can take on increasingly complex underwriting work.
The ambition is a platform where experts spend more time on judgment and relationships, supported by software that handles the work...
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