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Sixfold

Who we are:

At Sixfold, we're revolutionizing the insurance industry with groundbreaking AI that handles complex analysis while empowering underwriters to focus on strategic decision-making. Our AI engine doesn't just process data – it's the first of its kind to crack the code on insurance's most challenging problems, from instant risk assessment to loss pattern recognition. We've solved the notorious "front-door problem" that's plagued carriers for decades, giving them the power to instantly evaluate, prioritize submissions, and capture the best opportunities.

Why we’re excited about this space:

Insurance isn't just another industry – it's the backbone that protects everything from your local coffee shop to billion-dollar shipping fleets, and we're revolutionizing it with AI. Our team brings together battle-tested founders and operators who've scaled both insurtech innovations and enterprise solutions, and we're united by one mission: transforming how risk is evaluated.

That means you have an unprecedented opportunity to shape underwriting in a $7 trillion industry while doing the most important work of your career.

08/27/2026  
Software Engineer, Infrastructure
Software Engineer, Infrastructure New York | Full Time Insurance underwriting runs on human judgment, manual workflows, and knowledge locked in someone's head. It breaks when that person leaves and doesn't scale when the book doubles. Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. Not summaries or flags, but systems that make real decisions on billions in premium for some of the world's largest carriers. AI is the product and the workflow. In this role, you will build and run the cloud infrastructure, Kubernetes environments, deployment tooling, and observability systems that enable Sixfold's engineers to develop, release, and operate our products. Who We Are 🏔 Product: Sixfold is the AI brain for underwriting. Our platform handles submissions at scale, assessing risk against appetite, surfacing cited insights, and deploying AI agents to handle research, referrals, and triage so underwriters can focus on building...
Sixfold New York, NY
08/17/2026  
VP, Product
VP, Product Insurance underwriting runs on human judgment, manual workflows, and knowledge locked in someone's head. It breaks when that person leaves and doesn't scale when the book doubles. Sixfold is building AI agents that understand risk the way a 20-year veteran underwriter does. Not summaries or flags, but systems that make real decisions on billions in premium for some of the world's largest carriers. AI is the product, the workflow, and the moat. If you think in systems, move fluidly from research to pixels, and are energized by designing AI-native experiences where the best practices haven't been written yet — this role was made for you. Who We Are 🏔 Product: Sixfold is the AI brain for underwriting. Our platform handles submissions at scale, assessing risk against appetite, surfacing cited insights, and deploying AI agents to handle research, referrals, and triage so underwriters can focus on building profitable portfolios. 💪 Team: A focused team of insurance...
Sixfold New York, NY